Crystal Structure, Spectroscopic Characterization, Antioxidant and Cytotoxic Activity of New Mg(II) and Mn(II)/Na(I) Complexes of Isoferulic Acid

The Mg(II) and heterometallic Mn(II)/Na(I) complexes of isoferulic acid (3-hydroxy-4-methoxycinnamic acid, IFA) were synthesized and characterized by infrared spectroscopy FT-IR, FT-Raman, electronic absorption spectroscopy UV/VIS, and single-crystal X-ray diffraction. The reaction of MgCl<sub<2</sub< with isoferulic acid in the aqueous solutions of NaOH resulted in synthesis of the complex salt of the general formula of [Mg(H<sub<2</sub<O)<sub<6</sub<]⋅(C<sub<10</sub<H<sub<9</sub<O<sub<4</sub<)<sub<2</sub<⋅6H<sub<2</sub<O. The crystal structure of this compound consists of discrete octahedral [Mg(H<sub<2</sub<O)<sub<6</sub<]<sup<2+</sup< cations, isoferulic acid anions and solvent water molecules. The hydrated metal cations are arranged among the organic layers. The multiple hydrogen-bonding interactions established between the coordinated and lattice water molecules and the functional groups of the ligand stabilize the 3D architecture of the crystal. The use of MnCl<sub<2</sub< instead of MgCl<sub<2</sub< led to the formation of the Mn(II)/Na(I) complex of the general formula [Mn<sub<3</sub<Na<sub<2</sub<(C<sub<10</sub<H<sub<7</sub<O<sub<4</sub<)<sub<8</sub<(H<sub<2</sub<O)<sub<8</sub<]. The compound is a 3D coordination polymer composed of centrosymmetric pentanuclear subunits. The antioxidant activity of these compounds was evaluated by assays based on different antioxidant mechanisms of action, i.e., with <sup<•</sup<OH, DPPH<sup<•</sup< and ABTS<sup<•+</sup< radicals as well as CUPRAC (cupric ions reducing power) and lipid peroxidation inhibition assays. The pro-oxidant property of compounds was measured as the rate of oxidation of Trolox. The Mg(II) and Mn(II)/Na(I) complexes with isoferulic acid showed higher antioxidant activity than ligand alone in DPPH (IFA, IC<sub<50</sub< = 365.27 μM, Mg(II) IFA IC<sub<50</sub< = 153.50 μM, Mn(II)/Na(I) IFA IC<sub<50</sub< = 149.00 μM) and CUPRAC assays (IFA 40.92 μM of Trolox, Mg(II) IFA 87.93 μM and Mn(II)/Na(I) IFA 105.85 μM of Trolox; for compounds’ concentration 10 μM). Mg(II) IFA is a better scavenger of <sup<•</sup<OH than IFA and Mn(II)/Na(I) IFA complex. There was no distinct difference in ABTS<sup<•+</sup< and lipid peroxidation assays between isoferulic acid and its Mg(II) complex, while Mn(II)/Na(I) complex showed lower activity than these compounds. The tested complexes displayed only slight antiproliferative activity tested in HaCaT human immortalized keratinocyte cell line within the solubility range. The Mn(II)/Na(I) IFA (16 μM in medium) caused an 87% (±5%) decrease in cell viability, the Mg salt caused a comparable, i.e., 87% (±4%) viability decrease in a concentration of 45 μM, while IFA caused this level of cell activity attenuation (87% ± 5%) at the concentration of 1582 μM (significant at α = 0.05). Ausführliche Beschreibung

Gespeichert in:

Autor*in:	Monika Kalinowska [verfasserIn] Ewelina Gołębiewska [verfasserIn] Liliana Mazur [verfasserIn] Hanna Lewandowska [verfasserIn] Marek Pruszyński [verfasserIn] Grzegorz Świderski [verfasserIn] Marta Wyrwas [verfasserIn] Natalia Pawluczuk [verfasserIn] Włodzimierz Lewandowski [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2021

Schlagwörter:	plant phenolic compounds metal complexes 3-hydroxy-4-methoxycinnamic acid isoferulic acid magnesium manganese

Übergeordnetes Werk:	In: Materials - MDPI AG, 2009, 14(2021), 12, p 3236
Übergeordnetes Werk:	volume:14 ; year:2021 ; number:12, p 3236

Links:	Link aufrufen Link aufrufen Link aufrufen Journal toc

DOI / URN:	10.3390/ma14123236

Katalog-ID:	DOAJ058775641

Internformat


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520			\|a The Mg(II) and heterometallic Mn(II)/Na(I) complexes of isoferulic acid (3-hydroxy-4-methoxycinnamic acid, IFA) were synthesized and characterized by infrared spectroscopy FT-IR, FT-Raman, electronic absorption spectroscopy UV/VIS, and single-crystal X-ray diffraction. The reaction of MgCl<sub<2</sub< with isoferulic acid in the aqueous solutions of NaOH resulted in synthesis of the complex salt of the general formula of [Mg(H<sub<2</sub<O)<sub<6</sub<]⋅(C<sub<10</sub<H<sub<9</sub<O<sub<4</sub<)<sub<2</sub<⋅6H<sub<2</sub<O. The crystal structure of this compound consists of discrete octahedral [Mg(H<sub<2</sub<O)<sub<6</sub<]<sup<2+</sup< cations, isoferulic acid anions and solvent water molecules. The hydrated metal cations are arranged among the organic layers. The multiple hydrogen-bonding interactions established between the coordinated and lattice water molecules and the functional groups of the ligand stabilize the 3D architecture of the crystal. The use of MnCl<sub<2</sub< instead of MgCl<sub<2</sub< led to the formation of the Mn(II)/Na(I) complex of the general formula [Mn<sub<3</sub<Na<sub<2</sub<(C<sub<10</sub<H<sub<7</sub<O<sub<4</sub<)<sub<8</sub<(H<sub<2</sub<O)<sub<8</sub<]. The compound is a 3D coordination polymer composed of centrosymmetric pentanuclear subunits. The antioxidant activity of these compounds was evaluated by assays based on different antioxidant mechanisms of action, i.e., with <sup<•</sup<OH, DPPH<sup<•</sup< and ABTS<sup<•+</sup< radicals as well as CUPRAC (cupric ions reducing power) and lipid peroxidation inhibition assays. The pro-oxidant property of compounds was measured as the rate of oxidation of Trolox. The Mg(II) and Mn(II)/Na(I) complexes with isoferulic acid showed higher antioxidant activity than ligand alone in DPPH (IFA, IC<sub<50</sub< = 365.27 μM, Mg(II) IFA IC<sub<50</sub< = 153.50 μM, Mn(II)/Na(I) IFA IC<sub<50</sub< = 149.00 μM) and CUPRAC assays (IFA 40.92 μM of Trolox, Mg(II) IFA 87.93 μM and Mn(II)/Na(I) IFA 105.85 μM of Trolox; for compounds’ concentration 10 μM). Mg(II) IFA is a better scavenger of <sup<•</sup<OH than IFA and Mn(II)/Na(I) IFA complex. There was no distinct difference in ABTS<sup<•+</sup< and lipid peroxidation assays between isoferulic acid and its Mg(II) complex, while Mn(II)/Na(I) complex showed lower activity than these compounds. The tested complexes displayed only slight antiproliferative activity tested in HaCaT human immortalized keratinocyte cell line within the solubility range. The Mn(II)/Na(I) IFA (16 μM in medium) caused an 87% (±5%) decrease in cell viability, the Mg salt caused a comparable, i.e., 87% (±4%) viability decrease in a concentration of 45 μM, while IFA caused this level of cell activity attenuation (87% ± 5%) at the concentration of 1582 μM (significant at α = 0.05).
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700	0		\|a Włodzimierz Lewandowski \|e verfasserin \|4 aut
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allfields	10.3390/ma14123236 doi (DE-627)DOAJ058775641 (DE-599)DOAJ15c4ef4bc25c4920bb0a706697672c57 DE-627 ger DE-627 rakwb eng TK1-9971 TA1-2040 QH201-278.5 QC120-168.85 Monika Kalinowska verfasserin aut Crystal Structure, Spectroscopic Characterization, Antioxidant and Cytotoxic Activity of New Mg(II) and Mn(II)/Na(I) Complexes of Isoferulic Acid 2021 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The Mg(II) and heterometallic Mn(II)/Na(I) complexes of isoferulic acid (3-hydroxy-4-methoxycinnamic acid, IFA) were synthesized and characterized by infrared spectroscopy FT-IR, FT-Raman, electronic absorption spectroscopy UV/VIS, and single-crystal X-ray diffraction. The reaction of MgCl<sub<2</sub< with isoferulic acid in the aqueous solutions of NaOH resulted in synthesis of the complex salt of the general formula of [Mg(H<sub<2</sub<O)<sub<6</sub<]⋅(C<sub<10</sub<H<sub<9</sub<O<sub<4</sub<)<sub<2</sub<⋅6H<sub<2</sub<O. The crystal structure of this compound consists of discrete octahedral [Mg(H<sub<2</sub<O)<sub<6</sub<]<sup<2+</sup< cations, isoferulic acid anions and solvent water molecules. The hydrated metal cations are arranged among the organic layers. The multiple hydrogen-bonding interactions established between the coordinated and lattice water molecules and the functional groups of the ligand stabilize the 3D architecture of the crystal. The use of MnCl<sub<2</sub< instead of MgCl<sub<2</sub< led to the formation of the Mn(II)/Na(I) complex of the general formula [Mn<sub<3</sub<Na<sub<2</sub<(C<sub<10</sub<H<sub<7</sub<O<sub<4</sub<)<sub<8</sub<(H<sub<2</sub<O)<sub<8</sub<]. The compound is a 3D coordination polymer composed of centrosymmetric pentanuclear subunits. The antioxidant activity of these compounds was evaluated by assays based on different antioxidant mechanisms of action, i.e., with <sup<•</sup<OH, DPPH<sup<•</sup< and ABTS<sup<•+</sup< radicals as well as CUPRAC (cupric ions reducing power) and lipid peroxidation inhibition assays. The pro-oxidant property of compounds was measured as the rate of oxidation of Trolox. The Mg(II) and Mn(II)/Na(I) complexes with isoferulic acid showed higher antioxidant activity than ligand alone in DPPH (IFA, IC<sub<50</sub< = 365.27 μM, Mg(II) IFA IC<sub<50</sub< = 153.50 μM, Mn(II)/Na(I) IFA IC<sub<50</sub< = 149.00 μM) and CUPRAC assays (IFA 40.92 μM of Trolox, Mg(II) IFA 87.93 μM and Mn(II)/Na(I) IFA 105.85 μM of Trolox; for compounds’ concentration 10 μM). Mg(II) IFA is a better scavenger of <sup<•</sup<OH than IFA and Mn(II)/Na(I) IFA complex. There was no distinct difference in ABTS<sup<•+</sup< and lipid peroxidation assays between isoferulic acid and its Mg(II) complex, while Mn(II)/Na(I) complex showed lower activity than these compounds. The tested complexes displayed only slight antiproliferative activity tested in HaCaT human immortalized keratinocyte cell line within the solubility range. The Mn(II)/Na(I) IFA (16 μM in medium) caused an 87% (±5%) decrease in cell viability, the Mg salt caused a comparable, i.e., 87% (±4%) viability decrease in a concentration of 45 μM, while IFA caused this level of cell activity attenuation (87% ± 5%) at the concentration of 1582 μM (significant at α = 0.05). plant phenolic compounds metal complexes 3-hydroxy-4-methoxycinnamic acid isoferulic acid magnesium manganese Technology T Electrical engineering. Electronics. Nuclear engineering Engineering (General). Civil engineering (General) Microscopy Descriptive and experimental mechanics Ewelina Gołębiewska verfasserin aut Liliana Mazur verfasserin aut Hanna Lewandowska verfasserin aut Marek Pruszyński verfasserin aut Grzegorz Świderski verfasserin aut Marta Wyrwas verfasserin aut Natalia Pawluczuk verfasserin aut Włodzimierz Lewandowski verfasserin aut In Materials MDPI AG, 2009 14(2021), 12, p 3236 (DE-627)595712649 (DE-600)2487261-1 19961944 nnns volume:14 year:2021 number:12, p 3236 https://doi.org/10.3390/ma14123236 kostenfrei https://doaj.org/article/15c4ef4bc25c4920bb0a706697672c57 kostenfrei https://www.mdpi.com/1996-1944/14/12/3236 kostenfrei https://doaj.org/toc/1996-1944 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2119 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 14 2021 12, p 3236
spelling	10.3390/ma14123236 doi (DE-627)DOAJ058775641 (DE-599)DOAJ15c4ef4bc25c4920bb0a706697672c57 DE-627 ger DE-627 rakwb eng TK1-9971 TA1-2040 QH201-278.5 QC120-168.85 Monika Kalinowska verfasserin aut Crystal Structure, Spectroscopic Characterization, Antioxidant and Cytotoxic Activity of New Mg(II) and Mn(II)/Na(I) Complexes of Isoferulic Acid 2021 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The Mg(II) and heterometallic Mn(II)/Na(I) complexes of isoferulic acid (3-hydroxy-4-methoxycinnamic acid, IFA) were synthesized and characterized by infrared spectroscopy FT-IR, FT-Raman, electronic absorption spectroscopy UV/VIS, and single-crystal X-ray diffraction. The reaction of MgCl<sub<2</sub< with isoferulic acid in the aqueous solutions of NaOH resulted in synthesis of the complex salt of the general formula of [Mg(H<sub<2</sub<O)<sub<6</sub<]⋅(C<sub<10</sub<H<sub<9</sub<O<sub<4</sub<)<sub<2</sub<⋅6H<sub<2</sub<O. The crystal structure of this compound consists of discrete octahedral [Mg(H<sub<2</sub<O)<sub<6</sub<]<sup<2+</sup< cations, isoferulic acid anions and solvent water molecules. The hydrated metal cations are arranged among the organic layers. The multiple hydrogen-bonding interactions established between the coordinated and lattice water molecules and the functional groups of the ligand stabilize the 3D architecture of the crystal. The use of MnCl<sub<2</sub< instead of MgCl<sub<2</sub< led to the formation of the Mn(II)/Na(I) complex of the general formula [Mn<sub<3</sub<Na<sub<2</sub<(C<sub<10</sub<H<sub<7</sub<O<sub<4</sub<)<sub<8</sub<(H<sub<2</sub<O)<sub<8</sub<]. The compound is a 3D coordination polymer composed of centrosymmetric pentanuclear subunits. The antioxidant activity of these compounds was evaluated by assays based on different antioxidant mechanisms of action, i.e., with <sup<•</sup<OH, DPPH<sup<•</sup< and ABTS<sup<•+</sup< radicals as well as CUPRAC (cupric ions reducing power) and lipid peroxidation inhibition assays. The pro-oxidant property of compounds was measured as the rate of oxidation of Trolox. The Mg(II) and Mn(II)/Na(I) complexes with isoferulic acid showed higher antioxidant activity than ligand alone in DPPH (IFA, IC<sub<50</sub< = 365.27 μM, Mg(II) IFA IC<sub<50</sub< = 153.50 μM, Mn(II)/Na(I) IFA IC<sub<50</sub< = 149.00 μM) and CUPRAC assays (IFA 40.92 μM of Trolox, Mg(II) IFA 87.93 μM and Mn(II)/Na(I) IFA 105.85 μM of Trolox; for compounds’ concentration 10 μM). Mg(II) IFA is a better scavenger of <sup<•</sup<OH than IFA and Mn(II)/Na(I) IFA complex. There was no distinct difference in ABTS<sup<•+</sup< and lipid peroxidation assays between isoferulic acid and its Mg(II) complex, while Mn(II)/Na(I) complex showed lower activity than these compounds. The tested complexes displayed only slight antiproliferative activity tested in HaCaT human immortalized keratinocyte cell line within the solubility range. The Mn(II)/Na(I) IFA (16 μM in medium) caused an 87% (±5%) decrease in cell viability, the Mg salt caused a comparable, i.e., 87% (±4%) viability decrease in a concentration of 45 μM, while IFA caused this level of cell activity attenuation (87% ± 5%) at the concentration of 1582 μM (significant at α = 0.05). plant phenolic compounds metal complexes 3-hydroxy-4-methoxycinnamic acid isoferulic acid magnesium manganese Technology T Electrical engineering. Electronics. Nuclear engineering Engineering (General). Civil engineering (General) Microscopy Descriptive and experimental mechanics Ewelina Gołębiewska verfasserin aut Liliana Mazur verfasserin aut Hanna Lewandowska verfasserin aut Marek Pruszyński verfasserin aut Grzegorz Świderski verfasserin aut Marta Wyrwas verfasserin aut Natalia Pawluczuk verfasserin aut Włodzimierz Lewandowski verfasserin aut In Materials MDPI AG, 2009 14(2021), 12, p 3236 (DE-627)595712649 (DE-600)2487261-1 19961944 nnns volume:14 year:2021 number:12, p 3236 https://doi.org/10.3390/ma14123236 kostenfrei https://doaj.org/article/15c4ef4bc25c4920bb0a706697672c57 kostenfrei https://www.mdpi.com/1996-1944/14/12/3236 kostenfrei https://doaj.org/toc/1996-1944 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2119 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 14 2021 12, p 3236
allfields_unstemmed	10.3390/ma14123236 doi (DE-627)DOAJ058775641 (DE-599)DOAJ15c4ef4bc25c4920bb0a706697672c57 DE-627 ger DE-627 rakwb eng TK1-9971 TA1-2040 QH201-278.5 QC120-168.85 Monika Kalinowska verfasserin aut Crystal Structure, Spectroscopic Characterization, Antioxidant and Cytotoxic Activity of New Mg(II) and Mn(II)/Na(I) Complexes of Isoferulic Acid 2021 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The Mg(II) and heterometallic Mn(II)/Na(I) complexes of isoferulic acid (3-hydroxy-4-methoxycinnamic acid, IFA) were synthesized and characterized by infrared spectroscopy FT-IR, FT-Raman, electronic absorption spectroscopy UV/VIS, and single-crystal X-ray diffraction. The reaction of MgCl<sub<2</sub< with isoferulic acid in the aqueous solutions of NaOH resulted in synthesis of the complex salt of the general formula of [Mg(H<sub<2</sub<O)<sub<6</sub<]⋅(C<sub<10</sub<H<sub<9</sub<O<sub<4</sub<)<sub<2</sub<⋅6H<sub<2</sub<O. The crystal structure of this compound consists of discrete octahedral [Mg(H<sub<2</sub<O)<sub<6</sub<]<sup<2+</sup< cations, isoferulic acid anions and solvent water molecules. The hydrated metal cations are arranged among the organic layers. The multiple hydrogen-bonding interactions established between the coordinated and lattice water molecules and the functional groups of the ligand stabilize the 3D architecture of the crystal. The use of MnCl<sub<2</sub< instead of MgCl<sub<2</sub< led to the formation of the Mn(II)/Na(I) complex of the general formula [Mn<sub<3</sub<Na<sub<2</sub<(C<sub<10</sub<H<sub<7</sub<O<sub<4</sub<)<sub<8</sub<(H<sub<2</sub<O)<sub<8</sub<]. The compound is a 3D coordination polymer composed of centrosymmetric pentanuclear subunits. The antioxidant activity of these compounds was evaluated by assays based on different antioxidant mechanisms of action, i.e., with <sup<•</sup<OH, DPPH<sup<•</sup< and ABTS<sup<•+</sup< radicals as well as CUPRAC (cupric ions reducing power) and lipid peroxidation inhibition assays. The pro-oxidant property of compounds was measured as the rate of oxidation of Trolox. The Mg(II) and Mn(II)/Na(I) complexes with isoferulic acid showed higher antioxidant activity than ligand alone in DPPH (IFA, IC<sub<50</sub< = 365.27 μM, Mg(II) IFA IC<sub<50</sub< = 153.50 μM, Mn(II)/Na(I) IFA IC<sub<50</sub< = 149.00 μM) and CUPRAC assays (IFA 40.92 μM of Trolox, Mg(II) IFA 87.93 μM and Mn(II)/Na(I) IFA 105.85 μM of Trolox; for compounds’ concentration 10 μM). Mg(II) IFA is a better scavenger of <sup<•</sup<OH than IFA and Mn(II)/Na(I) IFA complex. There was no distinct difference in ABTS<sup<•+</sup< and lipid peroxidation assays between isoferulic acid and its Mg(II) complex, while Mn(II)/Na(I) complex showed lower activity than these compounds. The tested complexes displayed only slight antiproliferative activity tested in HaCaT human immortalized keratinocyte cell line within the solubility range. The Mn(II)/Na(I) IFA (16 μM in medium) caused an 87% (±5%) decrease in cell viability, the Mg salt caused a comparable, i.e., 87% (±4%) viability decrease in a concentration of 45 μM, while IFA caused this level of cell activity attenuation (87% ± 5%) at the concentration of 1582 μM (significant at α = 0.05). plant phenolic compounds metal complexes 3-hydroxy-4-methoxycinnamic acid isoferulic acid magnesium manganese Technology T Electrical engineering. Electronics. Nuclear engineering Engineering (General). Civil engineering (General) Microscopy Descriptive and experimental mechanics Ewelina Gołębiewska verfasserin aut Liliana Mazur verfasserin aut Hanna Lewandowska verfasserin aut Marek Pruszyński verfasserin aut Grzegorz Świderski verfasserin aut Marta Wyrwas verfasserin aut Natalia Pawluczuk verfasserin aut Włodzimierz Lewandowski verfasserin aut In Materials MDPI AG, 2009 14(2021), 12, p 3236 (DE-627)595712649 (DE-600)2487261-1 19961944 nnns volume:14 year:2021 number:12, p 3236 https://doi.org/10.3390/ma14123236 kostenfrei https://doaj.org/article/15c4ef4bc25c4920bb0a706697672c57 kostenfrei https://www.mdpi.com/1996-1944/14/12/3236 kostenfrei https://doaj.org/toc/1996-1944 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2119 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 14 2021 12, p 3236
allfieldsGer	10.3390/ma14123236 doi (DE-627)DOAJ058775641 (DE-599)DOAJ15c4ef4bc25c4920bb0a706697672c57 DE-627 ger DE-627 rakwb eng TK1-9971 TA1-2040 QH201-278.5 QC120-168.85 Monika Kalinowska verfasserin aut Crystal Structure, Spectroscopic Characterization, Antioxidant and Cytotoxic Activity of New Mg(II) and Mn(II)/Na(I) Complexes of Isoferulic Acid 2021 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The Mg(II) and heterometallic Mn(II)/Na(I) complexes of isoferulic acid (3-hydroxy-4-methoxycinnamic acid, IFA) were synthesized and characterized by infrared spectroscopy FT-IR, FT-Raman, electronic absorption spectroscopy UV/VIS, and single-crystal X-ray diffraction. The reaction of MgCl<sub<2</sub< with isoferulic acid in the aqueous solutions of NaOH resulted in synthesis of the complex salt of the general formula of [Mg(H<sub<2</sub<O)<sub<6</sub<]⋅(C<sub<10</sub<H<sub<9</sub<O<sub<4</sub<)<sub<2</sub<⋅6H<sub<2</sub<O. The crystal structure of this compound consists of discrete octahedral [Mg(H<sub<2</sub<O)<sub<6</sub<]<sup<2+</sup< cations, isoferulic acid anions and solvent water molecules. The hydrated metal cations are arranged among the organic layers. The multiple hydrogen-bonding interactions established between the coordinated and lattice water molecules and the functional groups of the ligand stabilize the 3D architecture of the crystal. The use of MnCl<sub<2</sub< instead of MgCl<sub<2</sub< led to the formation of the Mn(II)/Na(I) complex of the general formula [Mn<sub<3</sub<Na<sub<2</sub<(C<sub<10</sub<H<sub<7</sub<O<sub<4</sub<)<sub<8</sub<(H<sub<2</sub<O)<sub<8</sub<]. The compound is a 3D coordination polymer composed of centrosymmetric pentanuclear subunits. The antioxidant activity of these compounds was evaluated by assays based on different antioxidant mechanisms of action, i.e., with <sup<•</sup<OH, DPPH<sup<•</sup< and ABTS<sup<•+</sup< radicals as well as CUPRAC (cupric ions reducing power) and lipid peroxidation inhibition assays. The pro-oxidant property of compounds was measured as the rate of oxidation of Trolox. The Mg(II) and Mn(II)/Na(I) complexes with isoferulic acid showed higher antioxidant activity than ligand alone in DPPH (IFA, IC<sub<50</sub< = 365.27 μM, Mg(II) IFA IC<sub<50</sub< = 153.50 μM, Mn(II)/Na(I) IFA IC<sub<50</sub< = 149.00 μM) and CUPRAC assays (IFA 40.92 μM of Trolox, Mg(II) IFA 87.93 μM and Mn(II)/Na(I) IFA 105.85 μM of Trolox; for compounds’ concentration 10 μM). Mg(II) IFA is a better scavenger of <sup<•</sup<OH than IFA and Mn(II)/Na(I) IFA complex. There was no distinct difference in ABTS<sup<•+</sup< and lipid peroxidation assays between isoferulic acid and its Mg(II) complex, while Mn(II)/Na(I) complex showed lower activity than these compounds. The tested complexes displayed only slight antiproliferative activity tested in HaCaT human immortalized keratinocyte cell line within the solubility range. The Mn(II)/Na(I) IFA (16 μM in medium) caused an 87% (±5%) decrease in cell viability, the Mg salt caused a comparable, i.e., 87% (±4%) viability decrease in a concentration of 45 μM, while IFA caused this level of cell activity attenuation (87% ± 5%) at the concentration of 1582 μM (significant at α = 0.05). plant phenolic compounds metal complexes 3-hydroxy-4-methoxycinnamic acid isoferulic acid magnesium manganese Technology T Electrical engineering. Electronics. Nuclear engineering Engineering (General). Civil engineering (General) Microscopy Descriptive and experimental mechanics Ewelina Gołębiewska verfasserin aut Liliana Mazur verfasserin aut Hanna Lewandowska verfasserin aut Marek Pruszyński verfasserin aut Grzegorz Świderski verfasserin aut Marta Wyrwas verfasserin aut Natalia Pawluczuk verfasserin aut Włodzimierz Lewandowski verfasserin aut In Materials MDPI AG, 2009 14(2021), 12, p 3236 (DE-627)595712649 (DE-600)2487261-1 19961944 nnns volume:14 year:2021 number:12, p 3236 https://doi.org/10.3390/ma14123236 kostenfrei https://doaj.org/article/15c4ef4bc25c4920bb0a706697672c57 kostenfrei https://www.mdpi.com/1996-1944/14/12/3236 kostenfrei https://doaj.org/toc/1996-1944 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2119 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 14 2021 12, p 3236
allfieldsSound	10.3390/ma14123236 doi (DE-627)DOAJ058775641 (DE-599)DOAJ15c4ef4bc25c4920bb0a706697672c57 DE-627 ger DE-627 rakwb eng TK1-9971 TA1-2040 QH201-278.5 QC120-168.85 Monika Kalinowska verfasserin aut Crystal Structure, Spectroscopic Characterization, Antioxidant and Cytotoxic Activity of New Mg(II) and Mn(II)/Na(I) Complexes of Isoferulic Acid 2021 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The Mg(II) and heterometallic Mn(II)/Na(I) complexes of isoferulic acid (3-hydroxy-4-methoxycinnamic acid, IFA) were synthesized and characterized by infrared spectroscopy FT-IR, FT-Raman, electronic absorption spectroscopy UV/VIS, and single-crystal X-ray diffraction. The reaction of MgCl<sub<2</sub< with isoferulic acid in the aqueous solutions of NaOH resulted in synthesis of the complex salt of the general formula of [Mg(H<sub<2</sub<O)<sub<6</sub<]⋅(C<sub<10</sub<H<sub<9</sub<O<sub<4</sub<)<sub<2</sub<⋅6H<sub<2</sub<O. The crystal structure of this compound consists of discrete octahedral [Mg(H<sub<2</sub<O)<sub<6</sub<]<sup<2+</sup< cations, isoferulic acid anions and solvent water molecules. The hydrated metal cations are arranged among the organic layers. The multiple hydrogen-bonding interactions established between the coordinated and lattice water molecules and the functional groups of the ligand stabilize the 3D architecture of the crystal. The use of MnCl<sub<2</sub< instead of MgCl<sub<2</sub< led to the formation of the Mn(II)/Na(I) complex of the general formula [Mn<sub<3</sub<Na<sub<2</sub<(C<sub<10</sub<H<sub<7</sub<O<sub<4</sub<)<sub<8</sub<(H<sub<2</sub<O)<sub<8</sub<]. The compound is a 3D coordination polymer composed of centrosymmetric pentanuclear subunits. The antioxidant activity of these compounds was evaluated by assays based on different antioxidant mechanisms of action, i.e., with <sup<•</sup<OH, DPPH<sup<•</sup< and ABTS<sup<•+</sup< radicals as well as CUPRAC (cupric ions reducing power) and lipid peroxidation inhibition assays. The pro-oxidant property of compounds was measured as the rate of oxidation of Trolox. The Mg(II) and Mn(II)/Na(I) complexes with isoferulic acid showed higher antioxidant activity than ligand alone in DPPH (IFA, IC<sub<50</sub< = 365.27 μM, Mg(II) IFA IC<sub<50</sub< = 153.50 μM, Mn(II)/Na(I) IFA IC<sub<50</sub< = 149.00 μM) and CUPRAC assays (IFA 40.92 μM of Trolox, Mg(II) IFA 87.93 μM and Mn(II)/Na(I) IFA 105.85 μM of Trolox; for compounds’ concentration 10 μM). Mg(II) IFA is a better scavenger of <sup<•</sup<OH than IFA and Mn(II)/Na(I) IFA complex. There was no distinct difference in ABTS<sup<•+</sup< and lipid peroxidation assays between isoferulic acid and its Mg(II) complex, while Mn(II)/Na(I) complex showed lower activity than these compounds. The tested complexes displayed only slight antiproliferative activity tested in HaCaT human immortalized keratinocyte cell line within the solubility range. The Mn(II)/Na(I) IFA (16 μM in medium) caused an 87% (±5%) decrease in cell viability, the Mg salt caused a comparable, i.e., 87% (±4%) viability decrease in a concentration of 45 μM, while IFA caused this level of cell activity attenuation (87% ± 5%) at the concentration of 1582 μM (significant at α = 0.05). plant phenolic compounds metal complexes 3-hydroxy-4-methoxycinnamic acid isoferulic acid magnesium manganese Technology T Electrical engineering. Electronics. Nuclear engineering Engineering (General). Civil engineering (General) Microscopy Descriptive and experimental mechanics Ewelina Gołębiewska verfasserin aut Liliana Mazur verfasserin aut Hanna Lewandowska verfasserin aut Marek Pruszyński verfasserin aut Grzegorz Świderski verfasserin aut Marta Wyrwas verfasserin aut Natalia Pawluczuk verfasserin aut Włodzimierz Lewandowski verfasserin aut In Materials MDPI AG, 2009 14(2021), 12, p 3236 (DE-627)595712649 (DE-600)2487261-1 19961944 nnns volume:14 year:2021 number:12, p 3236 https://doi.org/10.3390/ma14123236 kostenfrei https://doaj.org/article/15c4ef4bc25c4920bb0a706697672c57 kostenfrei https://www.mdpi.com/1996-1944/14/12/3236 kostenfrei https://doaj.org/toc/1996-1944 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2119 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 14 2021 12, p 3236
language	English
source	In Materials 14(2021), 12, p 3236 volume:14 year:2021 number:12, p 3236
sourceStr	In Materials 14(2021), 12, p 3236 volume:14 year:2021 number:12, p 3236
format_phy_str_mv	Article
institution	findex.gbv.de
topic_facet	plant phenolic compounds metal complexes 3-hydroxy-4-methoxycinnamic acid isoferulic acid magnesium manganese Technology T Electrical engineering. Electronics. Nuclear engineering Engineering (General). Civil engineering (General) Microscopy Descriptive and experimental mechanics
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container_title	Materials
authorswithroles_txt_mv	Monika Kalinowska @@aut@@ Ewelina Gołębiewska @@aut@@ Liliana Mazur @@aut@@ Hanna Lewandowska @@aut@@ Marek Pruszyński @@aut@@ Grzegorz Świderski @@aut@@ Marta Wyrwas @@aut@@ Natalia Pawluczuk @@aut@@ Włodzimierz Lewandowski @@aut@@
publishDateDaySort_date	2021-01-01T00:00:00Z
hierarchy_top_id	595712649
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language_de	englisch
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The reaction of MgCl<sub<2</sub< with isoferulic acid in the aqueous solutions of NaOH resulted in synthesis of the complex salt of the general formula of [Mg(H<sub<2</sub<O)<sub<6</sub<]⋅(C<sub<10</sub<H<sub<9</sub<O<sub<4</sub<)<sub<2</sub<⋅6H<sub<2</sub<O. The crystal structure of this compound consists of discrete octahedral [Mg(H<sub<2</sub<O)<sub<6</sub<]<sup<2+</sup< cations, isoferulic acid anions and solvent water molecules. The hydrated metal cations are arranged among the organic layers. The multiple hydrogen-bonding interactions established between the coordinated and lattice water molecules and the functional groups of the ligand stabilize the 3D architecture of the crystal. The use of MnCl<sub<2</sub< instead of MgCl<sub<2</sub< led to the formation of the Mn(II)/Na(I) complex of the general formula [Mn<sub<3</sub<Na<sub<2</sub<(C<sub<10</sub<H<sub<7</sub<O<sub<4</sub<)<sub<8</sub<(H<sub<2</sub<O)<sub<8</sub<]. The compound is a 3D coordination polymer composed of centrosymmetric pentanuclear subunits. The antioxidant activity of these compounds was evaluated by assays based on different antioxidant mechanisms of action, i.e., with <sup<•</sup<OH, DPPH<sup<•</sup< and ABTS<sup<•+</sup< radicals as well as CUPRAC (cupric ions reducing power) and lipid peroxidation inhibition assays. The pro-oxidant property of compounds was measured as the rate of oxidation of Trolox. The Mg(II) and Mn(II)/Na(I) complexes with isoferulic acid showed higher antioxidant activity than ligand alone in DPPH (IFA, IC<sub<50</sub< = 365.27 μM, Mg(II) IFA IC<sub<50</sub< = 153.50 μM, Mn(II)/Na(I) IFA IC<sub<50</sub< = 149.00 μM) and CUPRAC assays (IFA 40.92 μM of Trolox, Mg(II) IFA 87.93 μM and Mn(II)/Na(I) IFA 105.85 μM of Trolox; for compounds’ concentration 10 μM). Mg(II) IFA is a better scavenger of <sup<•</sup<OH than IFA and Mn(II)/Na(I) IFA complex. There was no distinct difference in ABTS<sup<•+</sup< and lipid peroxidation assays between isoferulic acid and its Mg(II) complex, while Mn(II)/Na(I) complex showed lower activity than these compounds. The tested complexes displayed only slight antiproliferative activity tested in HaCaT human immortalized keratinocyte cell line within the solubility range. 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callnumber-first	T - Technology
author	Monika Kalinowska
spellingShingle	Monika Kalinowska misc TK1-9971 misc TA1-2040 misc QH201-278.5 misc QC120-168.85 misc plant phenolic compounds misc metal complexes misc 3-hydroxy-4-methoxycinnamic acid misc isoferulic acid misc magnesium misc manganese misc Technology misc T misc Electrical engineering. Electronics. Nuclear engineering misc Engineering (General). Civil engineering (General) misc Microscopy misc Descriptive and experimental mechanics Crystal Structure, Spectroscopic Characterization, Antioxidant and Cytotoxic Activity of New Mg(II) and Mn(II)/Na(I) Complexes of Isoferulic Acid
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topic_title	TK1-9971 TA1-2040 QH201-278.5 QC120-168.85 Crystal Structure, Spectroscopic Characterization, Antioxidant and Cytotoxic Activity of New Mg(II) and Mn(II)/Na(I) Complexes of Isoferulic Acid plant phenolic compounds metal complexes 3-hydroxy-4-methoxycinnamic acid isoferulic acid magnesium manganese
topic	misc TK1-9971 misc TA1-2040 misc QH201-278.5 misc QC120-168.85 misc plant phenolic compounds misc metal complexes misc 3-hydroxy-4-methoxycinnamic acid misc isoferulic acid misc magnesium misc manganese misc Technology misc T misc Electrical engineering. Electronics. Nuclear engineering misc Engineering (General). Civil engineering (General) misc Microscopy misc Descriptive and experimental mechanics
topic_unstemmed	misc TK1-9971 misc TA1-2040 misc QH201-278.5 misc QC120-168.85 misc plant phenolic compounds misc metal complexes misc 3-hydroxy-4-methoxycinnamic acid misc isoferulic acid misc magnesium misc manganese misc Technology misc T misc Electrical engineering. Electronics. Nuclear engineering misc Engineering (General). Civil engineering (General) misc Microscopy misc Descriptive and experimental mechanics
topic_browse	misc TK1-9971 misc TA1-2040 misc QH201-278.5 misc QC120-168.85 misc plant phenolic compounds misc metal complexes misc 3-hydroxy-4-methoxycinnamic acid misc isoferulic acid misc magnesium misc manganese misc Technology misc T misc Electrical engineering. Electronics. Nuclear engineering misc Engineering (General). Civil engineering (General) misc Microscopy misc Descriptive and experimental mechanics
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title	Crystal Structure, Spectroscopic Characterization, Antioxidant and Cytotoxic Activity of New Mg(II) and Mn(II)/Na(I) Complexes of Isoferulic Acid
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title_full	Crystal Structure, Spectroscopic Characterization, Antioxidant and Cytotoxic Activity of New Mg(II) and Mn(II)/Na(I) Complexes of Isoferulic Acid
author_sort	Monika Kalinowska
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author_browse	Monika Kalinowska Ewelina Gołębiewska Liliana Mazur Hanna Lewandowska Marek Pruszyński Grzegorz Świderski Marta Wyrwas Natalia Pawluczuk Włodzimierz Lewandowski
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title_sort	crystal structure, spectroscopic characterization, antioxidant and cytotoxic activity of new mg(ii) and mn(ii)/na(i) complexes of isoferulic acid
callnumber	TK1-9971
title_auth	Crystal Structure, Spectroscopic Characterization, Antioxidant and Cytotoxic Activity of New Mg(II) and Mn(II)/Na(I) Complexes of Isoferulic Acid
abstract	The Mg(II) and heterometallic Mn(II)/Na(I) complexes of isoferulic acid (3-hydroxy-4-methoxycinnamic acid, IFA) were synthesized and characterized by infrared spectroscopy FT-IR, FT-Raman, electronic absorption spectroscopy UV/VIS, and single-crystal X-ray diffraction. The reaction of MgCl<sub<2</sub< with isoferulic acid in the aqueous solutions of NaOH resulted in synthesis of the complex salt of the general formula of [Mg(H<sub<2</sub<O)<sub<6</sub<]⋅(C<sub<10</sub<H<sub<9</sub<O<sub<4</sub<)<sub<2</sub<⋅6H<sub<2</sub<O. The crystal structure of this compound consists of discrete octahedral [Mg(H<sub<2</sub<O)<sub<6</sub<]<sup<2+</sup< cations, isoferulic acid anions and solvent water molecules. The hydrated metal cations are arranged among the organic layers. The multiple hydrogen-bonding interactions established between the coordinated and lattice water molecules and the functional groups of the ligand stabilize the 3D architecture of the crystal. The use of MnCl<sub<2</sub< instead of MgCl<sub<2</sub< led to the formation of the Mn(II)/Na(I) complex of the general formula [Mn<sub<3</sub<Na<sub<2</sub<(C<sub<10</sub<H<sub<7</sub<O<sub<4</sub<)<sub<8</sub<(H<sub<2</sub<O)<sub<8</sub<]. The compound is a 3D coordination polymer composed of centrosymmetric pentanuclear subunits. The antioxidant activity of these compounds was evaluated by assays based on different antioxidant mechanisms of action, i.e., with <sup<•</sup<OH, DPPH<sup<•</sup< and ABTS<sup<•+</sup< radicals as well as CUPRAC (cupric ions reducing power) and lipid peroxidation inhibition assays. The pro-oxidant property of compounds was measured as the rate of oxidation of Trolox. The Mg(II) and Mn(II)/Na(I) complexes with isoferulic acid showed higher antioxidant activity than ligand alone in DPPH (IFA, IC<sub<50</sub< = 365.27 μM, Mg(II) IFA IC<sub<50</sub< = 153.50 μM, Mn(II)/Na(I) IFA IC<sub<50</sub< = 149.00 μM) and CUPRAC assays (IFA 40.92 μM of Trolox, Mg(II) IFA 87.93 μM and Mn(II)/Na(I) IFA 105.85 μM of Trolox; for compounds’ concentration 10 μM). Mg(II) IFA is a better scavenger of <sup<•</sup<OH than IFA and Mn(II)/Na(I) IFA complex. There was no distinct difference in ABTS<sup<•+</sup< and lipid peroxidation assays between isoferulic acid and its Mg(II) complex, while Mn(II)/Na(I) complex showed lower activity than these compounds. The tested complexes displayed only slight antiproliferative activity tested in HaCaT human immortalized keratinocyte cell line within the solubility range. The Mn(II)/Na(I) IFA (16 μM in medium) caused an 87% (±5%) decrease in cell viability, the Mg salt caused a comparable, i.e., 87% (±4%) viability decrease in a concentration of 45 μM, while IFA caused this level of cell activity attenuation (87% ± 5%) at the concentration of 1582 μM (significant at α = 0.05).
abstractGer	The Mg(II) and heterometallic Mn(II)/Na(I) complexes of isoferulic acid (3-hydroxy-4-methoxycinnamic acid, IFA) were synthesized and characterized by infrared spectroscopy FT-IR, FT-Raman, electronic absorption spectroscopy UV/VIS, and single-crystal X-ray diffraction. The reaction of MgCl<sub<2</sub< with isoferulic acid in the aqueous solutions of NaOH resulted in synthesis of the complex salt of the general formula of [Mg(H<sub<2</sub<O)<sub<6</sub<]⋅(C<sub<10</sub<H<sub<9</sub<O<sub<4</sub<)<sub<2</sub<⋅6H<sub<2</sub<O. The crystal structure of this compound consists of discrete octahedral [Mg(H<sub<2</sub<O)<sub<6</sub<]<sup<2+</sup< cations, isoferulic acid anions and solvent water molecules. The hydrated metal cations are arranged among the organic layers. The multiple hydrogen-bonding interactions established between the coordinated and lattice water molecules and the functional groups of the ligand stabilize the 3D architecture of the crystal. The use of MnCl<sub<2</sub< instead of MgCl<sub<2</sub< led to the formation of the Mn(II)/Na(I) complex of the general formula [Mn<sub<3</sub<Na<sub<2</sub<(C<sub<10</sub<H<sub<7</sub<O<sub<4</sub<)<sub<8</sub<(H<sub<2</sub<O)<sub<8</sub<]. The compound is a 3D coordination polymer composed of centrosymmetric pentanuclear subunits. The antioxidant activity of these compounds was evaluated by assays based on different antioxidant mechanisms of action, i.e., with <sup<•</sup<OH, DPPH<sup<•</sup< and ABTS<sup<•+</sup< radicals as well as CUPRAC (cupric ions reducing power) and lipid peroxidation inhibition assays. The pro-oxidant property of compounds was measured as the rate of oxidation of Trolox. The Mg(II) and Mn(II)/Na(I) complexes with isoferulic acid showed higher antioxidant activity than ligand alone in DPPH (IFA, IC<sub<50</sub< = 365.27 μM, Mg(II) IFA IC<sub<50</sub< = 153.50 μM, Mn(II)/Na(I) IFA IC<sub<50</sub< = 149.00 μM) and CUPRAC assays (IFA 40.92 μM of Trolox, Mg(II) IFA 87.93 μM and Mn(II)/Na(I) IFA 105.85 μM of Trolox; for compounds’ concentration 10 μM). Mg(II) IFA is a better scavenger of <sup<•</sup<OH than IFA and Mn(II)/Na(I) IFA complex. There was no distinct difference in ABTS<sup<•+</sup< and lipid peroxidation assays between isoferulic acid and its Mg(II) complex, while Mn(II)/Na(I) complex showed lower activity than these compounds. The tested complexes displayed only slight antiproliferative activity tested in HaCaT human immortalized keratinocyte cell line within the solubility range. The Mn(II)/Na(I) IFA (16 μM in medium) caused an 87% (±5%) decrease in cell viability, the Mg salt caused a comparable, i.e., 87% (±4%) viability decrease in a concentration of 45 μM, while IFA caused this level of cell activity attenuation (87% ± 5%) at the concentration of 1582 μM (significant at α = 0.05).
abstract_unstemmed	The Mg(II) and heterometallic Mn(II)/Na(I) complexes of isoferulic acid (3-hydroxy-4-methoxycinnamic acid, IFA) were synthesized and characterized by infrared spectroscopy FT-IR, FT-Raman, electronic absorption spectroscopy UV/VIS, and single-crystal X-ray diffraction. The reaction of MgCl<sub<2</sub< with isoferulic acid in the aqueous solutions of NaOH resulted in synthesis of the complex salt of the general formula of [Mg(H<sub<2</sub<O)<sub<6</sub<]⋅(C<sub<10</sub<H<sub<9</sub<O<sub<4</sub<)<sub<2</sub<⋅6H<sub<2</sub<O. The crystal structure of this compound consists of discrete octahedral [Mg(H<sub<2</sub<O)<sub<6</sub<]<sup<2+</sup< cations, isoferulic acid anions and solvent water molecules. The hydrated metal cations are arranged among the organic layers. The multiple hydrogen-bonding interactions established between the coordinated and lattice water molecules and the functional groups of the ligand stabilize the 3D architecture of the crystal. The use of MnCl<sub<2</sub< instead of MgCl<sub<2</sub< led to the formation of the Mn(II)/Na(I) complex of the general formula [Mn<sub<3</sub<Na<sub<2</sub<(C<sub<10</sub<H<sub<7</sub<O<sub<4</sub<)<sub<8</sub<(H<sub<2</sub<O)<sub<8</sub<]. The compound is a 3D coordination polymer composed of centrosymmetric pentanuclear subunits. The antioxidant activity of these compounds was evaluated by assays based on different antioxidant mechanisms of action, i.e., with <sup<•</sup<OH, DPPH<sup<•</sup< and ABTS<sup<•+</sup< radicals as well as CUPRAC (cupric ions reducing power) and lipid peroxidation inhibition assays. The pro-oxidant property of compounds was measured as the rate of oxidation of Trolox. The Mg(II) and Mn(II)/Na(I) complexes with isoferulic acid showed higher antioxidant activity than ligand alone in DPPH (IFA, IC<sub<50</sub< = 365.27 μM, Mg(II) IFA IC<sub<50</sub< = 153.50 μM, Mn(II)/Na(I) IFA IC<sub<50</sub< = 149.00 μM) and CUPRAC assays (IFA 40.92 μM of Trolox, Mg(II) IFA 87.93 μM and Mn(II)/Na(I) IFA 105.85 μM of Trolox; for compounds’ concentration 10 μM). Mg(II) IFA is a better scavenger of <sup<•</sup<OH than IFA and Mn(II)/Na(I) IFA complex. There was no distinct difference in ABTS<sup<•+</sup< and lipid peroxidation assays between isoferulic acid and its Mg(II) complex, while Mn(II)/Na(I) complex showed lower activity than these compounds. The tested complexes displayed only slight antiproliferative activity tested in HaCaT human immortalized keratinocyte cell line within the solubility range. The Mn(II)/Na(I) IFA (16 μM in medium) caused an 87% (±5%) decrease in cell viability, the Mg salt caused a comparable, i.e., 87% (±4%) viability decrease in a concentration of 45 μM, while IFA caused this level of cell activity attenuation (87% ± 5%) at the concentration of 1582 μM (significant at α = 0.05).
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title_short	Crystal Structure, Spectroscopic Characterization, Antioxidant and Cytotoxic Activity of New Mg(II) and Mn(II)/Na(I) Complexes of Isoferulic Acid
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fullrecord_marcxml	<?xml version="1.0" encoding="UTF-8"?><collection xmlns="http://www.loc.gov/MARC21/slim"><record><leader>01000caa a22002652 4500</leader><controlfield tag="001">DOAJ058775641</controlfield><controlfield tag="003">DE-627</controlfield><controlfield tag="005">20240412174507.0</controlfield><controlfield tag="007">cr uuu---uuuuu</controlfield><controlfield tag="008">230228s2021 xx \|\|\|\|\|o 00\| \|\|eng c</controlfield><datafield tag="024" ind1="7" ind2=" "><subfield code="a">10.3390/ma14123236</subfield><subfield code="2">doi</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-627)DOAJ058775641</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-599)DOAJ15c4ef4bc25c4920bb0a706697672c57</subfield></datafield><datafield tag="040" ind1=" " ind2=" "><subfield code="a">DE-627</subfield><subfield code="b">ger</subfield><subfield code="c">DE-627</subfield><subfield code="e">rakwb</subfield></datafield><datafield tag="041" ind1=" " ind2=" "><subfield code="a">eng</subfield></datafield><datafield tag="050" ind1=" " ind2="0"><subfield code="a">TK1-9971</subfield></datafield><datafield tag="050" ind1=" " ind2="0"><subfield code="a">TA1-2040</subfield></datafield><datafield tag="050" ind1=" " ind2="0"><subfield code="a">QH201-278.5</subfield></datafield><datafield tag="050" ind1=" " ind2="0"><subfield code="a">QC120-168.85</subfield></datafield><datafield tag="100" ind1="0" ind2=" "><subfield code="a">Monika Kalinowska</subfield><subfield code="e">verfasserin</subfield><subfield code="4">aut</subfield></datafield><datafield tag="245" ind1="1" ind2="0"><subfield code="a">Crystal Structure, Spectroscopic Characterization, Antioxidant and Cytotoxic Activity of New Mg(II) and Mn(II)/Na(I) Complexes of Isoferulic Acid</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="c">2021</subfield></datafield><datafield tag="336" ind1=" " ind2=" "><subfield code="a">Text</subfield><subfield code="b">txt</subfield><subfield code="2">rdacontent</subfield></datafield><datafield tag="337" ind1=" " ind2=" "><subfield code="a">Computermedien</subfield><subfield code="b">c</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="a">Online-Ressource</subfield><subfield code="b">cr</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="520" ind1=" " ind2=" "><subfield code="a">The Mg(II) and heterometallic Mn(II)/Na(I) complexes of isoferulic acid (3-hydroxy-4-methoxycinnamic acid, IFA) were synthesized and characterized by infrared spectroscopy FT-IR, FT-Raman, electronic absorption spectroscopy UV/VIS, and single-crystal X-ray diffraction. The reaction of MgCl<sub<2</sub< with isoferulic acid in the aqueous solutions of NaOH resulted in synthesis of the complex salt of the general formula of [Mg(H<sub<2</sub<O)<sub<6</sub<]⋅(C<sub<10</sub<H<sub<9</sub<O<sub<4</sub<)<sub<2</sub<⋅6H<sub<2</sub<O. The crystal structure of this compound consists of discrete octahedral [Mg(H<sub<2</sub<O)<sub<6</sub<]<sup<2+</sup< cations, isoferulic acid anions and solvent water molecules. The hydrated metal cations are arranged among the organic layers. The multiple hydrogen-bonding interactions established between the coordinated and lattice water molecules and the functional groups of the ligand stabilize the 3D architecture of the crystal. The use of MnCl<sub<2</sub< instead of MgCl<sub<2</sub< led to the formation of the Mn(II)/Na(I) complex of the general formula [Mn<sub<3</sub<Na<sub<2</sub<(C<sub<10</sub<H<sub<7</sub<O<sub<4</sub<)<sub<8</sub<(H<sub<2</sub<O)<sub<8</sub<]. The compound is a 3D coordination polymer composed of centrosymmetric pentanuclear subunits. The antioxidant activity of these compounds was evaluated by assays based on different antioxidant mechanisms of action, i.e., with <sup<•</sup<OH, DPPH<sup<•</sup< and ABTS<sup<•+</sup< radicals as well as CUPRAC (cupric ions reducing power) and lipid peroxidation inhibition assays. The pro-oxidant property of compounds was measured as the rate of oxidation of Trolox. The Mg(II) and Mn(II)/Na(I) complexes with isoferulic acid showed higher antioxidant activity than ligand alone in DPPH (IFA, IC<sub<50</sub< = 365.27 μM, Mg(II) IFA IC<sub<50</sub< = 153.50 μM, Mn(II)/Na(I) IFA IC<sub<50</sub< = 149.00 μM) and CUPRAC assays (IFA 40.92 μM of Trolox, Mg(II) IFA 87.93 μM and Mn(II)/Na(I) IFA 105.85 μM of Trolox; for compounds’ concentration 10 μM). Mg(II) IFA is a better scavenger of <sup<•</sup<OH than IFA and Mn(II)/Na(I) IFA complex. There was no distinct difference in ABTS<sup<•+</sup< and lipid peroxidation assays between isoferulic acid and its Mg(II) complex, while Mn(II)/Na(I) complex showed lower activity than these compounds. The tested complexes displayed only slight antiproliferative activity tested in HaCaT human immortalized keratinocyte cell line within the solubility range. The Mn(II)/Na(I) IFA (16 μM in medium) caused an 87% (±5%) decrease in cell viability, the Mg salt caused a comparable, i.e., 87% (±4%) viability decrease in a concentration of 45 μM, while IFA caused this level of cell activity attenuation (87% ± 5%) at the concentration of 1582 μM (significant at α = 0.05).</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">plant phenolic compounds</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">metal complexes</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">3-hydroxy-4-methoxycinnamic acid</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">isoferulic acid</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">magnesium</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">manganese</subfield></datafield><datafield tag="653" ind1=" " ind2="0"><subfield code="a">Technology</subfield></datafield><datafield tag="653" ind1=" " ind2="0"><subfield code="a">T</subfield></datafield><datafield tag="653" ind1=" " ind2="0"><subfield code="a">Electrical engineering. 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Crystal Structure, Spectroscopic Characterization, Antioxidant and Cytotoxic Activity of New Mg(II) and Mn(II)/Na(I) Complexes of Isoferulic Acid

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