Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging

Antioxidants have long been used in the cosmetic industry to prevent skin photoaging, which is mediated by oxidative stress, making the search for new antioxidant compounds highly desirable in this field. Naturally occurring xanthones are polyphenolic compounds that can be found in microorganisms, f...
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Autor*in:	Diana I. S. P. Resende [verfasserIn] Mariana C. Almeida [verfasserIn] Bruna Maciel [verfasserIn] Helena Carmo [verfasserIn] José Sousa Lobo [verfasserIn] Carlotta Dal Pozzo [verfasserIn] Sara M. Cravo [verfasserIn] Gonçalo P. Rosa [verfasserIn] Aida Kane-Pagès [verfasserIn] Maria do Carmo Barreto [verfasserIn] Isabel F Almeida [verfasserIn] Maria Emília de Sousa [verfasserIn] Madalena M. M. Pinto [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2020

Schlagwörter:	skin photoaging antioxidants xanthones 1,2-dihydroxyxanthone DPPH

Übergeordnetes Werk:	In: Molecules - MDPI AG, 2003, 25(2020), 12, p 2782
Übergeordnetes Werk:	volume:25 ; year:2020 ; number:12, p 2782

Links:	Link aufrufen Link aufrufen Link aufrufen Journal toc

DOI / URN:	10.3390/molecules25122782

Katalog-ID:	DOAJ001907034

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allfields	10.3390/molecules25122782 doi (DE-627)DOAJ001907034 (DE-599)DOAJ357b74ee3094422da5249ac83d0cc015 DE-627 ger DE-627 rakwb eng QD241-441 Diana I. S. P. Resende verfasserin aut Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging 2020 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Antioxidants have long been used in the cosmetic industry to prevent skin photoaging, which is mediated by oxidative stress, making the search for new antioxidant compounds highly desirable in this field. Naturally occurring xanthones are polyphenolic compounds that can be found in microorganisms, fungi, lichens, and some higher plants. This class of polyphenols has a privileged scaffold that grants them several biological activities. We have previously identified simple oxygenated xanthones as promising antioxidants and disclosed as hit, 1,2-dihydroxyxanthone (<b<1</b<). Herein, we synthesized and studied the potential of xanthones with different polyoxygenated patterns as skin antiphotoaging ingredients. In the DPPH antioxidant assay, two newly synthesized derivatives showed IC<sub<50</sub< values in the same range as ascorbic acid. The synthesized xanthones were discovered to be excellent tyrosinase inhibitors and weak to moderate collagenase and elastase inhibitors but no activity was revealed against hyaluronidase. Their metal-chelating effect (FeCl<sub<3</sub< and CuCl<sub<2</sub<) as well as their stability at different pH values were characterized to understand their potential to be used as future cosmetic active agents. Among the synthesized polyoxygenated xanthones, 1,2-dihydroxyxanthone (<b<1</b<) was reinforced as the most promising, exhibiting a dual ability to protect the skin against UV damage by combining antioxidant/metal-chelating properties with UV-filter capacity and revealed to be more stable in the pH range that is close to the pH of the skin. Lastly, the phototoxicity of 1,2-dihydroxyxanthone (<b<1</b<) was evaluated in a human keratinocyte cell line and no phototoxicity was observed in the concentration range tested. skin photoaging antioxidants xanthones 1,2-dihydroxyxanthone DPPH Organic chemistry Mariana C. Almeida verfasserin aut Bruna Maciel verfasserin aut Helena Carmo verfasserin aut José Sousa Lobo verfasserin aut Carlotta Dal Pozzo verfasserin aut Sara M. Cravo verfasserin aut Gonçalo P. Rosa verfasserin aut Aida Kane-Pagès verfasserin aut Maria do Carmo Barreto verfasserin aut Isabel F Almeida verfasserin aut Maria Emília de Sousa verfasserin aut Madalena M. M. Pinto verfasserin aut In Molecules MDPI AG, 2003 25(2020), 12, p 2782 (DE-627)311313132 (DE-600)2008644-1 14203049 nnns volume:25 year:2020 number:12, p 2782 https://doi.org/10.3390/molecules25122782 kostenfrei https://doaj.org/article/357b74ee3094422da5249ac83d0cc015 kostenfrei https://www.mdpi.com/1420-3049/25/12/2782 kostenfrei https://doaj.org/toc/1420-3049 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ 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_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 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_4338 GBV_ILN_4367 GBV_ILN_4700 AR 25 2020 12, p 2782
spelling	10.3390/molecules25122782 doi (DE-627)DOAJ001907034 (DE-599)DOAJ357b74ee3094422da5249ac83d0cc015 DE-627 ger DE-627 rakwb eng QD241-441 Diana I. S. P. Resende verfasserin aut Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging 2020 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Antioxidants have long been used in the cosmetic industry to prevent skin photoaging, which is mediated by oxidative stress, making the search for new antioxidant compounds highly desirable in this field. Naturally occurring xanthones are polyphenolic compounds that can be found in microorganisms, fungi, lichens, and some higher plants. This class of polyphenols has a privileged scaffold that grants them several biological activities. We have previously identified simple oxygenated xanthones as promising antioxidants and disclosed as hit, 1,2-dihydroxyxanthone (<b<1</b<). Herein, we synthesized and studied the potential of xanthones with different polyoxygenated patterns as skin antiphotoaging ingredients. In the DPPH antioxidant assay, two newly synthesized derivatives showed IC<sub<50</sub< values in the same range as ascorbic acid. The synthesized xanthones were discovered to be excellent tyrosinase inhibitors and weak to moderate collagenase and elastase inhibitors but no activity was revealed against hyaluronidase. Their metal-chelating effect (FeCl<sub<3</sub< and CuCl<sub<2</sub<) as well as their stability at different pH values were characterized to understand their potential to be used as future cosmetic active agents. Among the synthesized polyoxygenated xanthones, 1,2-dihydroxyxanthone (<b<1</b<) was reinforced as the most promising, exhibiting a dual ability to protect the skin against UV damage by combining antioxidant/metal-chelating properties with UV-filter capacity and revealed to be more stable in the pH range that is close to the pH of the skin. Lastly, the phototoxicity of 1,2-dihydroxyxanthone (<b<1</b<) was evaluated in a human keratinocyte cell line and no phototoxicity was observed in the concentration range tested. skin photoaging antioxidants xanthones 1,2-dihydroxyxanthone DPPH Organic chemistry Mariana C. Almeida verfasserin aut Bruna Maciel verfasserin aut Helena Carmo verfasserin aut José Sousa Lobo verfasserin aut Carlotta Dal Pozzo verfasserin aut Sara M. Cravo verfasserin aut Gonçalo P. Rosa verfasserin aut Aida Kane-Pagès verfasserin aut Maria do Carmo Barreto verfasserin aut Isabel F Almeida verfasserin aut Maria Emília de Sousa verfasserin aut Madalena M. M. Pinto verfasserin aut In Molecules MDPI AG, 2003 25(2020), 12, p 2782 (DE-627)311313132 (DE-600)2008644-1 14203049 nnns volume:25 year:2020 number:12, p 2782 https://doi.org/10.3390/molecules25122782 kostenfrei https://doaj.org/article/357b74ee3094422da5249ac83d0cc015 kostenfrei https://www.mdpi.com/1420-3049/25/12/2782 kostenfrei https://doaj.org/toc/1420-3049 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ 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_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 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_4338 GBV_ILN_4367 GBV_ILN_4700 AR 25 2020 12, p 2782
allfields_unstemmed	10.3390/molecules25122782 doi (DE-627)DOAJ001907034 (DE-599)DOAJ357b74ee3094422da5249ac83d0cc015 DE-627 ger DE-627 rakwb eng QD241-441 Diana I. S. P. Resende verfasserin aut Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging 2020 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Antioxidants have long been used in the cosmetic industry to prevent skin photoaging, which is mediated by oxidative stress, making the search for new antioxidant compounds highly desirable in this field. Naturally occurring xanthones are polyphenolic compounds that can be found in microorganisms, fungi, lichens, and some higher plants. This class of polyphenols has a privileged scaffold that grants them several biological activities. We have previously identified simple oxygenated xanthones as promising antioxidants and disclosed as hit, 1,2-dihydroxyxanthone (<b<1</b<). Herein, we synthesized and studied the potential of xanthones with different polyoxygenated patterns as skin antiphotoaging ingredients. In the DPPH antioxidant assay, two newly synthesized derivatives showed IC<sub<50</sub< values in the same range as ascorbic acid. The synthesized xanthones were discovered to be excellent tyrosinase inhibitors and weak to moderate collagenase and elastase inhibitors but no activity was revealed against hyaluronidase. Their metal-chelating effect (FeCl<sub<3</sub< and CuCl<sub<2</sub<) as well as their stability at different pH values were characterized to understand their potential to be used as future cosmetic active agents. Among the synthesized polyoxygenated xanthones, 1,2-dihydroxyxanthone (<b<1</b<) was reinforced as the most promising, exhibiting a dual ability to protect the skin against UV damage by combining antioxidant/metal-chelating properties with UV-filter capacity and revealed to be more stable in the pH range that is close to the pH of the skin. Lastly, the phototoxicity of 1,2-dihydroxyxanthone (<b<1</b<) was evaluated in a human keratinocyte cell line and no phototoxicity was observed in the concentration range tested. skin photoaging antioxidants xanthones 1,2-dihydroxyxanthone DPPH Organic chemistry Mariana C. Almeida verfasserin aut Bruna Maciel verfasserin aut Helena Carmo verfasserin aut José Sousa Lobo verfasserin aut Carlotta Dal Pozzo verfasserin aut Sara M. Cravo verfasserin aut Gonçalo P. Rosa verfasserin aut Aida Kane-Pagès verfasserin aut Maria do Carmo Barreto verfasserin aut Isabel F Almeida verfasserin aut Maria Emília de Sousa verfasserin aut Madalena M. M. Pinto verfasserin aut In Molecules MDPI AG, 2003 25(2020), 12, p 2782 (DE-627)311313132 (DE-600)2008644-1 14203049 nnns volume:25 year:2020 number:12, p 2782 https://doi.org/10.3390/molecules25122782 kostenfrei https://doaj.org/article/357b74ee3094422da5249ac83d0cc015 kostenfrei https://www.mdpi.com/1420-3049/25/12/2782 kostenfrei https://doaj.org/toc/1420-3049 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ 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_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 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_4338 GBV_ILN_4367 GBV_ILN_4700 AR 25 2020 12, p 2782
allfieldsGer	10.3390/molecules25122782 doi (DE-627)DOAJ001907034 (DE-599)DOAJ357b74ee3094422da5249ac83d0cc015 DE-627 ger DE-627 rakwb eng QD241-441 Diana I. S. P. Resende verfasserin aut Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging 2020 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Antioxidants have long been used in the cosmetic industry to prevent skin photoaging, which is mediated by oxidative stress, making the search for new antioxidant compounds highly desirable in this field. Naturally occurring xanthones are polyphenolic compounds that can be found in microorganisms, fungi, lichens, and some higher plants. This class of polyphenols has a privileged scaffold that grants them several biological activities. We have previously identified simple oxygenated xanthones as promising antioxidants and disclosed as hit, 1,2-dihydroxyxanthone (<b<1</b<). Herein, we synthesized and studied the potential of xanthones with different polyoxygenated patterns as skin antiphotoaging ingredients. In the DPPH antioxidant assay, two newly synthesized derivatives showed IC<sub<50</sub< values in the same range as ascorbic acid. The synthesized xanthones were discovered to be excellent tyrosinase inhibitors and weak to moderate collagenase and elastase inhibitors but no activity was revealed against hyaluronidase. Their metal-chelating effect (FeCl<sub<3</sub< and CuCl<sub<2</sub<) as well as their stability at different pH values were characterized to understand their potential to be used as future cosmetic active agents. Among the synthesized polyoxygenated xanthones, 1,2-dihydroxyxanthone (<b<1</b<) was reinforced as the most promising, exhibiting a dual ability to protect the skin against UV damage by combining antioxidant/metal-chelating properties with UV-filter capacity and revealed to be more stable in the pH range that is close to the pH of the skin. Lastly, the phototoxicity of 1,2-dihydroxyxanthone (<b<1</b<) was evaluated in a human keratinocyte cell line and no phototoxicity was observed in the concentration range tested. skin photoaging antioxidants xanthones 1,2-dihydroxyxanthone DPPH Organic chemistry Mariana C. Almeida verfasserin aut Bruna Maciel verfasserin aut Helena Carmo verfasserin aut José Sousa Lobo verfasserin aut Carlotta Dal Pozzo verfasserin aut Sara M. Cravo verfasserin aut Gonçalo P. Rosa verfasserin aut Aida Kane-Pagès verfasserin aut Maria do Carmo Barreto verfasserin aut Isabel F Almeida verfasserin aut Maria Emília de Sousa verfasserin aut Madalena M. M. Pinto verfasserin aut In Molecules MDPI AG, 2003 25(2020), 12, p 2782 (DE-627)311313132 (DE-600)2008644-1 14203049 nnns volume:25 year:2020 number:12, p 2782 https://doi.org/10.3390/molecules25122782 kostenfrei https://doaj.org/article/357b74ee3094422da5249ac83d0cc015 kostenfrei https://www.mdpi.com/1420-3049/25/12/2782 kostenfrei https://doaj.org/toc/1420-3049 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ 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_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 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_4338 GBV_ILN_4367 GBV_ILN_4700 AR 25 2020 12, p 2782
allfieldsSound	10.3390/molecules25122782 doi (DE-627)DOAJ001907034 (DE-599)DOAJ357b74ee3094422da5249ac83d0cc015 DE-627 ger DE-627 rakwb eng QD241-441 Diana I. S. P. Resende verfasserin aut Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging 2020 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Antioxidants have long been used in the cosmetic industry to prevent skin photoaging, which is mediated by oxidative stress, making the search for new antioxidant compounds highly desirable in this field. Naturally occurring xanthones are polyphenolic compounds that can be found in microorganisms, fungi, lichens, and some higher plants. This class of polyphenols has a privileged scaffold that grants them several biological activities. We have previously identified simple oxygenated xanthones as promising antioxidants and disclosed as hit, 1,2-dihydroxyxanthone (<b<1</b<). Herein, we synthesized and studied the potential of xanthones with different polyoxygenated patterns as skin antiphotoaging ingredients. In the DPPH antioxidant assay, two newly synthesized derivatives showed IC<sub<50</sub< values in the same range as ascorbic acid. The synthesized xanthones were discovered to be excellent tyrosinase inhibitors and weak to moderate collagenase and elastase inhibitors but no activity was revealed against hyaluronidase. Their metal-chelating effect (FeCl<sub<3</sub< and CuCl<sub<2</sub<) as well as their stability at different pH values were characterized to understand their potential to be used as future cosmetic active agents. Among the synthesized polyoxygenated xanthones, 1,2-dihydroxyxanthone (<b<1</b<) was reinforced as the most promising, exhibiting a dual ability to protect the skin against UV damage by combining antioxidant/metal-chelating properties with UV-filter capacity and revealed to be more stable in the pH range that is close to the pH of the skin. Lastly, the phototoxicity of 1,2-dihydroxyxanthone (<b<1</b<) was evaluated in a human keratinocyte cell line and no phototoxicity was observed in the concentration range tested. skin photoaging antioxidants xanthones 1,2-dihydroxyxanthone DPPH Organic chemistry Mariana C. Almeida verfasserin aut Bruna Maciel verfasserin aut Helena Carmo verfasserin aut José Sousa Lobo verfasserin aut Carlotta Dal Pozzo verfasserin aut Sara M. Cravo verfasserin aut Gonçalo P. Rosa verfasserin aut Aida Kane-Pagès verfasserin aut Maria do Carmo Barreto verfasserin aut Isabel F Almeida verfasserin aut Maria Emília de Sousa verfasserin aut Madalena M. M. Pinto verfasserin aut In Molecules MDPI AG, 2003 25(2020), 12, p 2782 (DE-627)311313132 (DE-600)2008644-1 14203049 nnns volume:25 year:2020 number:12, p 2782 https://doi.org/10.3390/molecules25122782 kostenfrei https://doaj.org/article/357b74ee3094422da5249ac83d0cc015 kostenfrei https://www.mdpi.com/1420-3049/25/12/2782 kostenfrei https://doaj.org/toc/1420-3049 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ 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_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 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_4338 GBV_ILN_4367 GBV_ILN_4700 AR 25 2020 12, p 2782
language	English
source	In Molecules 25(2020), 12, p 2782 volume:25 year:2020 number:12, p 2782
sourceStr	In Molecules 25(2020), 12, p 2782 volume:25 year:2020 number:12, p 2782
format_phy_str_mv	Article
institution	findex.gbv.de
topic_facet	skin photoaging antioxidants xanthones 1,2-dihydroxyxanthone DPPH Organic chemistry
isfreeaccess_bool	true
container_title	Molecules
authorswithroles_txt_mv	Diana I. S. P. Resende @@aut@@ Mariana C. Almeida @@aut@@ Bruna Maciel @@aut@@ Helena Carmo @@aut@@ José Sousa Lobo @@aut@@ Carlotta Dal Pozzo @@aut@@ Sara M. Cravo @@aut@@ Gonçalo P. Rosa @@aut@@ Aida Kane-Pagès @@aut@@ Maria do Carmo Barreto @@aut@@ Isabel F Almeida @@aut@@ Maria Emília de Sousa @@aut@@ Madalena M. M. Pinto @@aut@@
publishDateDaySort_date	2020-01-01T00:00:00Z
hierarchy_top_id	311313132
id	DOAJ001907034
language_de	englisch
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callnumber-first	Q - Science
author	Diana I. S. P. Resende
spellingShingle	Diana I. S. P. Resende misc QD241-441 misc skin misc photoaging misc antioxidants misc xanthones misc 1,2-dihydroxyxanthone misc DPPH misc Organic chemistry Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging
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topic_title	QD241-441 Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging skin photoaging antioxidants xanthones 1,2-dihydroxyxanthone DPPH
topic	misc QD241-441 misc skin misc photoaging misc antioxidants misc xanthones misc 1,2-dihydroxyxanthone misc DPPH misc Organic chemistry
topic_unstemmed	misc QD241-441 misc skin misc photoaging misc antioxidants misc xanthones misc 1,2-dihydroxyxanthone misc DPPH misc Organic chemistry
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title	Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging
ctrlnum	(DE-627)DOAJ001907034 (DE-599)DOAJ357b74ee3094422da5249ac83d0cc015
title_full	Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging
author_sort	Diana I. S. P. Resende
journal	Molecules
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author_browse	Diana I. S. P. Resende Mariana C. Almeida Bruna Maciel Helena Carmo José Sousa Lobo Carlotta Dal Pozzo Sara M. Cravo Gonçalo P. Rosa Aida Kane-Pagès Maria do Carmo Barreto Isabel F Almeida Maria Emília de Sousa Madalena M. M. Pinto
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title_sort	efficacy, stability, and safety evaluation of new polyphenolic xanthones towards identification of bioactive compounds to fight skin photoaging
callnumber	QD241-441
title_auth	Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging
abstract	Antioxidants have long been used in the cosmetic industry to prevent skin photoaging, which is mediated by oxidative stress, making the search for new antioxidant compounds highly desirable in this field. Naturally occurring xanthones are polyphenolic compounds that can be found in microorganisms, fungi, lichens, and some higher plants. This class of polyphenols has a privileged scaffold that grants them several biological activities. We have previously identified simple oxygenated xanthones as promising antioxidants and disclosed as hit, 1,2-dihydroxyxanthone (<b<1</b<). Herein, we synthesized and studied the potential of xanthones with different polyoxygenated patterns as skin antiphotoaging ingredients. In the DPPH antioxidant assay, two newly synthesized derivatives showed IC<sub<50</sub< values in the same range as ascorbic acid. The synthesized xanthones were discovered to be excellent tyrosinase inhibitors and weak to moderate collagenase and elastase inhibitors but no activity was revealed against hyaluronidase. Their metal-chelating effect (FeCl<sub<3</sub< and CuCl<sub<2</sub<) as well as their stability at different pH values were characterized to understand their potential to be used as future cosmetic active agents. Among the synthesized polyoxygenated xanthones, 1,2-dihydroxyxanthone (<b<1</b<) was reinforced as the most promising, exhibiting a dual ability to protect the skin against UV damage by combining antioxidant/metal-chelating properties with UV-filter capacity and revealed to be more stable in the pH range that is close to the pH of the skin. Lastly, the phototoxicity of 1,2-dihydroxyxanthone (<b<1</b<) was evaluated in a human keratinocyte cell line and no phototoxicity was observed in the concentration range tested.
abstractGer	Antioxidants have long been used in the cosmetic industry to prevent skin photoaging, which is mediated by oxidative stress, making the search for new antioxidant compounds highly desirable in this field. Naturally occurring xanthones are polyphenolic compounds that can be found in microorganisms, fungi, lichens, and some higher plants. This class of polyphenols has a privileged scaffold that grants them several biological activities. We have previously identified simple oxygenated xanthones as promising antioxidants and disclosed as hit, 1,2-dihydroxyxanthone (<b<1</b<). Herein, we synthesized and studied the potential of xanthones with different polyoxygenated patterns as skin antiphotoaging ingredients. In the DPPH antioxidant assay, two newly synthesized derivatives showed IC<sub<50</sub< values in the same range as ascorbic acid. The synthesized xanthones were discovered to be excellent tyrosinase inhibitors and weak to moderate collagenase and elastase inhibitors but no activity was revealed against hyaluronidase. Their metal-chelating effect (FeCl<sub<3</sub< and CuCl<sub<2</sub<) as well as their stability at different pH values were characterized to understand their potential to be used as future cosmetic active agents. Among the synthesized polyoxygenated xanthones, 1,2-dihydroxyxanthone (<b<1</b<) was reinforced as the most promising, exhibiting a dual ability to protect the skin against UV damage by combining antioxidant/metal-chelating properties with UV-filter capacity and revealed to be more stable in the pH range that is close to the pH of the skin. Lastly, the phototoxicity of 1,2-dihydroxyxanthone (<b<1</b<) was evaluated in a human keratinocyte cell line and no phototoxicity was observed in the concentration range tested.
abstract_unstemmed	Antioxidants have long been used in the cosmetic industry to prevent skin photoaging, which is mediated by oxidative stress, making the search for new antioxidant compounds highly desirable in this field. Naturally occurring xanthones are polyphenolic compounds that can be found in microorganisms, fungi, lichens, and some higher plants. This class of polyphenols has a privileged scaffold that grants them several biological activities. We have previously identified simple oxygenated xanthones as promising antioxidants and disclosed as hit, 1,2-dihydroxyxanthone (<b<1</b<). Herein, we synthesized and studied the potential of xanthones with different polyoxygenated patterns as skin antiphotoaging ingredients. In the DPPH antioxidant assay, two newly synthesized derivatives showed IC<sub<50</sub< values in the same range as ascorbic acid. The synthesized xanthones were discovered to be excellent tyrosinase inhibitors and weak to moderate collagenase and elastase inhibitors but no activity was revealed against hyaluronidase. Their metal-chelating effect (FeCl<sub<3</sub< and CuCl<sub<2</sub<) as well as their stability at different pH values were characterized to understand their potential to be used as future cosmetic active agents. Among the synthesized polyoxygenated xanthones, 1,2-dihydroxyxanthone (<b<1</b<) was reinforced as the most promising, exhibiting a dual ability to protect the skin against UV damage by combining antioxidant/metal-chelating properties with UV-filter capacity and revealed to be more stable in the pH range that is close to the pH of the skin. Lastly, the phototoxicity of 1,2-dihydroxyxanthone (<b<1</b<) was evaluated in a human keratinocyte cell line and no phototoxicity was observed in the concentration range tested.
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title_short	Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging
url	https://doi.org/10.3390/molecules25122782 https://doaj.org/article/357b74ee3094422da5249ac83d0cc015 https://www.mdpi.com/1420-3049/25/12/2782 https://doaj.org/toc/1420-3049
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