Design, multistep synthesis and in-vitro antimicrobial and antioxidant screening of coumarin clubbed chalcone hybrids through molecular hybridization approach
In the present study we designed and synthesized 26 coumarin clubbed chalcone hybrids (1–13 and 14–26) in good yields (54.32–74.25%) and further tested for their antimicrobial and antioxidant activities considering the potential bioactivities of these two pharmacophores. All Spectroscopic techniques...
Ausführliche Beschreibung
Autor*in: |
Sathish Kumar Konidala [verfasserIn] Vijay Kotra [verfasserIn] Ravi Chandra Sekhara Reddy Danduga [verfasserIn] Phani Kumar Kola [verfasserIn] Richie R. Bhandare [verfasserIn] Afzal B. Shaik [verfasserIn] |
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Format: |
E-Artikel |
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Sprache: |
Englisch |
Erschienen: |
2021 |
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Schlagwörter: |
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Übergeordnetes Werk: |
In: Arabian Journal of Chemistry - Elsevier, 2016, 14(2021), 6, Seite 103154- |
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Übergeordnetes Werk: |
volume:14 ; year:2021 ; number:6 ; pages:103154- |
Links: |
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DOI / URN: |
10.1016/j.arabjc.2021.103154 |
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Katalog-ID: |
DOAJ073257915 |
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520 | |a In the present study we designed and synthesized 26 coumarin clubbed chalcone hybrids (1–13 and 14–26) in good yields (54.32–74.25%) and further tested for their antimicrobial and antioxidant activities considering the potential bioactivities of these two pharmacophores. All Spectroscopic techniques including FT-IR, 1H NMR, 13C NMR and mass were used to characterize the compounds. The antimicrobial and antioxidant activities of these compounds were performed by agar well diffusion method and DPPH free radical assay respectively. The compounds elicited considerable antimicrobial and potential antioxidant activities. Bioactivity data designated that the compounds 1 and 7 with no and 4-Cl substitution on the phenyl ring of coumarin clubbed chalcones with 3,4-dihydropyrimidine-2-one displayed antibacterial activity with minimum inhibitory concentration (MIC) value of 10 µM and 17 µM against Staphylococcus aureus and MIC value of 8 µM and 13 µM against Escherichia coli and antifungal activity with MIC value of 10 µM and 11 µM against Aspergillus niger respectively. On the other hand, coumarin clubbed chalcones with 3,4-dihydropyrimidine-2(1H)-thione scaffold (14–26) exhibited potential antioxidant activity. Among them, compounds 22 containing electron releasing 2-OH substituent was the most active with 77.92% scavenging activity, followed by 14 and 26 (75.22% and 71.32%). The promising leads evolved through this investigation are important for the future development of novel and potential antioxidant compounds. | ||
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10.1016/j.arabjc.2021.103154 doi (DE-627)DOAJ073257915 (DE-599)DOAJbf48a16846fa49aea8674e8fce47deb4 DE-627 ger DE-627 rakwb eng QD1-999 Sathish Kumar Konidala verfasserin aut Design, multistep synthesis and in-vitro antimicrobial and antioxidant screening of coumarin clubbed chalcone hybrids through molecular hybridization approach 2021 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier In the present study we designed and synthesized 26 coumarin clubbed chalcone hybrids (1–13 and 14–26) in good yields (54.32–74.25%) and further tested for their antimicrobial and antioxidant activities considering the potential bioactivities of these two pharmacophores. All Spectroscopic techniques including FT-IR, 1H NMR, 13C NMR and mass were used to characterize the compounds. The antimicrobial and antioxidant activities of these compounds were performed by agar well diffusion method and DPPH free radical assay respectively. The compounds elicited considerable antimicrobial and potential antioxidant activities. Bioactivity data designated that the compounds 1 and 7 with no and 4-Cl substitution on the phenyl ring of coumarin clubbed chalcones with 3,4-dihydropyrimidine-2-one displayed antibacterial activity with minimum inhibitory concentration (MIC) value of 10 µM and 17 µM against Staphylococcus aureus and MIC value of 8 µM and 13 µM against Escherichia coli and antifungal activity with MIC value of 10 µM and 11 µM against Aspergillus niger respectively. On the other hand, coumarin clubbed chalcones with 3,4-dihydropyrimidine-2(1H)-thione scaffold (14–26) exhibited potential antioxidant activity. Among them, compounds 22 containing electron releasing 2-OH substituent was the most active with 77.92% scavenging activity, followed by 14 and 26 (75.22% and 71.32%). The promising leads evolved through this investigation are important for the future development of novel and potential antioxidant compounds. Coumarin Chalcone Coumarin clubbed chalcone Hybrids Antimicrobial Antioxidant Chemistry Vijay Kotra verfasserin aut Ravi Chandra Sekhara Reddy Danduga verfasserin aut Phani Kumar Kola verfasserin aut Richie R. Bhandare verfasserin aut Afzal B. Shaik verfasserin aut In Arabian Journal of Chemistry Elsevier, 2016 14(2021), 6, Seite 103154- (DE-627)609401564 (DE-600)2515214-2 18785352 nnns volume:14 year:2021 number:6 pages:103154- https://doi.org/10.1016/j.arabjc.2021.103154 kostenfrei https://doaj.org/article/bf48a16846fa49aea8674e8fce47deb4 kostenfrei http://www.sciencedirect.com/science/article/pii/S1878535221001696 kostenfrei https://doaj.org/toc/1878-5352 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 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_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2088 GBV_ILN_2106 GBV_ILN_2110 GBV_ILN_2112 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4249 GBV_ILN_4251 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_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4393 GBV_ILN_4700 AR 14 2021 6 103154- |
spelling |
10.1016/j.arabjc.2021.103154 doi (DE-627)DOAJ073257915 (DE-599)DOAJbf48a16846fa49aea8674e8fce47deb4 DE-627 ger DE-627 rakwb eng QD1-999 Sathish Kumar Konidala verfasserin aut Design, multistep synthesis and in-vitro antimicrobial and antioxidant screening of coumarin clubbed chalcone hybrids through molecular hybridization approach 2021 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier In the present study we designed and synthesized 26 coumarin clubbed chalcone hybrids (1–13 and 14–26) in good yields (54.32–74.25%) and further tested for their antimicrobial and antioxidant activities considering the potential bioactivities of these two pharmacophores. All Spectroscopic techniques including FT-IR, 1H NMR, 13C NMR and mass were used to characterize the compounds. The antimicrobial and antioxidant activities of these compounds were performed by agar well diffusion method and DPPH free radical assay respectively. The compounds elicited considerable antimicrobial and potential antioxidant activities. Bioactivity data designated that the compounds 1 and 7 with no and 4-Cl substitution on the phenyl ring of coumarin clubbed chalcones with 3,4-dihydropyrimidine-2-one displayed antibacterial activity with minimum inhibitory concentration (MIC) value of 10 µM and 17 µM against Staphylococcus aureus and MIC value of 8 µM and 13 µM against Escherichia coli and antifungal activity with MIC value of 10 µM and 11 µM against Aspergillus niger respectively. On the other hand, coumarin clubbed chalcones with 3,4-dihydropyrimidine-2(1H)-thione scaffold (14–26) exhibited potential antioxidant activity. Among them, compounds 22 containing electron releasing 2-OH substituent was the most active with 77.92% scavenging activity, followed by 14 and 26 (75.22% and 71.32%). The promising leads evolved through this investigation are important for the future development of novel and potential antioxidant compounds. Coumarin Chalcone Coumarin clubbed chalcone Hybrids Antimicrobial Antioxidant Chemistry Vijay Kotra verfasserin aut Ravi Chandra Sekhara Reddy Danduga verfasserin aut Phani Kumar Kola verfasserin aut Richie R. Bhandare verfasserin aut Afzal B. Shaik verfasserin aut In Arabian Journal of Chemistry Elsevier, 2016 14(2021), 6, Seite 103154- (DE-627)609401564 (DE-600)2515214-2 18785352 nnns volume:14 year:2021 number:6 pages:103154- https://doi.org/10.1016/j.arabjc.2021.103154 kostenfrei https://doaj.org/article/bf48a16846fa49aea8674e8fce47deb4 kostenfrei http://www.sciencedirect.com/science/article/pii/S1878535221001696 kostenfrei https://doaj.org/toc/1878-5352 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 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_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2088 GBV_ILN_2106 GBV_ILN_2110 GBV_ILN_2112 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4249 GBV_ILN_4251 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_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4393 GBV_ILN_4700 AR 14 2021 6 103154- |
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10.1016/j.arabjc.2021.103154 doi (DE-627)DOAJ073257915 (DE-599)DOAJbf48a16846fa49aea8674e8fce47deb4 DE-627 ger DE-627 rakwb eng QD1-999 Sathish Kumar Konidala verfasserin aut Design, multistep synthesis and in-vitro antimicrobial and antioxidant screening of coumarin clubbed chalcone hybrids through molecular hybridization approach 2021 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier In the present study we designed and synthesized 26 coumarin clubbed chalcone hybrids (1–13 and 14–26) in good yields (54.32–74.25%) and further tested for their antimicrobial and antioxidant activities considering the potential bioactivities of these two pharmacophores. All Spectroscopic techniques including FT-IR, 1H NMR, 13C NMR and mass were used to characterize the compounds. The antimicrobial and antioxidant activities of these compounds were performed by agar well diffusion method and DPPH free radical assay respectively. The compounds elicited considerable antimicrobial and potential antioxidant activities. Bioactivity data designated that the compounds 1 and 7 with no and 4-Cl substitution on the phenyl ring of coumarin clubbed chalcones with 3,4-dihydropyrimidine-2-one displayed antibacterial activity with minimum inhibitory concentration (MIC) value of 10 µM and 17 µM against Staphylococcus aureus and MIC value of 8 µM and 13 µM against Escherichia coli and antifungal activity with MIC value of 10 µM and 11 µM against Aspergillus niger respectively. On the other hand, coumarin clubbed chalcones with 3,4-dihydropyrimidine-2(1H)-thione scaffold (14–26) exhibited potential antioxidant activity. Among them, compounds 22 containing electron releasing 2-OH substituent was the most active with 77.92% scavenging activity, followed by 14 and 26 (75.22% and 71.32%). The promising leads evolved through this investigation are important for the future development of novel and potential antioxidant compounds. Coumarin Chalcone Coumarin clubbed chalcone Hybrids Antimicrobial Antioxidant Chemistry Vijay Kotra verfasserin aut Ravi Chandra Sekhara Reddy Danduga verfasserin aut Phani Kumar Kola verfasserin aut Richie R. Bhandare verfasserin aut Afzal B. Shaik verfasserin aut In Arabian Journal of Chemistry Elsevier, 2016 14(2021), 6, Seite 103154- (DE-627)609401564 (DE-600)2515214-2 18785352 nnns volume:14 year:2021 number:6 pages:103154- https://doi.org/10.1016/j.arabjc.2021.103154 kostenfrei https://doaj.org/article/bf48a16846fa49aea8674e8fce47deb4 kostenfrei http://www.sciencedirect.com/science/article/pii/S1878535221001696 kostenfrei https://doaj.org/toc/1878-5352 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 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_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2088 GBV_ILN_2106 GBV_ILN_2110 GBV_ILN_2112 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4249 GBV_ILN_4251 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_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4393 GBV_ILN_4700 AR 14 2021 6 103154- |
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10.1016/j.arabjc.2021.103154 doi (DE-627)DOAJ073257915 (DE-599)DOAJbf48a16846fa49aea8674e8fce47deb4 DE-627 ger DE-627 rakwb eng QD1-999 Sathish Kumar Konidala verfasserin aut Design, multistep synthesis and in-vitro antimicrobial and antioxidant screening of coumarin clubbed chalcone hybrids through molecular hybridization approach 2021 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier In the present study we designed and synthesized 26 coumarin clubbed chalcone hybrids (1–13 and 14–26) in good yields (54.32–74.25%) and further tested for their antimicrobial and antioxidant activities considering the potential bioactivities of these two pharmacophores. All Spectroscopic techniques including FT-IR, 1H NMR, 13C NMR and mass were used to characterize the compounds. The antimicrobial and antioxidant activities of these compounds were performed by agar well diffusion method and DPPH free radical assay respectively. The compounds elicited considerable antimicrobial and potential antioxidant activities. Bioactivity data designated that the compounds 1 and 7 with no and 4-Cl substitution on the phenyl ring of coumarin clubbed chalcones with 3,4-dihydropyrimidine-2-one displayed antibacterial activity with minimum inhibitory concentration (MIC) value of 10 µM and 17 µM against Staphylococcus aureus and MIC value of 8 µM and 13 µM against Escherichia coli and antifungal activity with MIC value of 10 µM and 11 µM against Aspergillus niger respectively. On the other hand, coumarin clubbed chalcones with 3,4-dihydropyrimidine-2(1H)-thione scaffold (14–26) exhibited potential antioxidant activity. Among them, compounds 22 containing electron releasing 2-OH substituent was the most active with 77.92% scavenging activity, followed by 14 and 26 (75.22% and 71.32%). The promising leads evolved through this investigation are important for the future development of novel and potential antioxidant compounds. Coumarin Chalcone Coumarin clubbed chalcone Hybrids Antimicrobial Antioxidant Chemistry Vijay Kotra verfasserin aut Ravi Chandra Sekhara Reddy Danduga verfasserin aut Phani Kumar Kola verfasserin aut Richie R. Bhandare verfasserin aut Afzal B. Shaik verfasserin aut In Arabian Journal of Chemistry Elsevier, 2016 14(2021), 6, Seite 103154- (DE-627)609401564 (DE-600)2515214-2 18785352 nnns volume:14 year:2021 number:6 pages:103154- https://doi.org/10.1016/j.arabjc.2021.103154 kostenfrei https://doaj.org/article/bf48a16846fa49aea8674e8fce47deb4 kostenfrei http://www.sciencedirect.com/science/article/pii/S1878535221001696 kostenfrei https://doaj.org/toc/1878-5352 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 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_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2088 GBV_ILN_2106 GBV_ILN_2110 GBV_ILN_2112 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4249 GBV_ILN_4251 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_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4393 GBV_ILN_4700 AR 14 2021 6 103154- |
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10.1016/j.arabjc.2021.103154 doi (DE-627)DOAJ073257915 (DE-599)DOAJbf48a16846fa49aea8674e8fce47deb4 DE-627 ger DE-627 rakwb eng QD1-999 Sathish Kumar Konidala verfasserin aut Design, multistep synthesis and in-vitro antimicrobial and antioxidant screening of coumarin clubbed chalcone hybrids through molecular hybridization approach 2021 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier In the present study we designed and synthesized 26 coumarin clubbed chalcone hybrids (1–13 and 14–26) in good yields (54.32–74.25%) and further tested for their antimicrobial and antioxidant activities considering the potential bioactivities of these two pharmacophores. All Spectroscopic techniques including FT-IR, 1H NMR, 13C NMR and mass were used to characterize the compounds. The antimicrobial and antioxidant activities of these compounds were performed by agar well diffusion method and DPPH free radical assay respectively. The compounds elicited considerable antimicrobial and potential antioxidant activities. Bioactivity data designated that the compounds 1 and 7 with no and 4-Cl substitution on the phenyl ring of coumarin clubbed chalcones with 3,4-dihydropyrimidine-2-one displayed antibacterial activity with minimum inhibitory concentration (MIC) value of 10 µM and 17 µM against Staphylococcus aureus and MIC value of 8 µM and 13 µM against Escherichia coli and antifungal activity with MIC value of 10 µM and 11 µM against Aspergillus niger respectively. On the other hand, coumarin clubbed chalcones with 3,4-dihydropyrimidine-2(1H)-thione scaffold (14–26) exhibited potential antioxidant activity. Among them, compounds 22 containing electron releasing 2-OH substituent was the most active with 77.92% scavenging activity, followed by 14 and 26 (75.22% and 71.32%). The promising leads evolved through this investigation are important for the future development of novel and potential antioxidant compounds. Coumarin Chalcone Coumarin clubbed chalcone Hybrids Antimicrobial Antioxidant Chemistry Vijay Kotra verfasserin aut Ravi Chandra Sekhara Reddy Danduga verfasserin aut Phani Kumar Kola verfasserin aut Richie R. Bhandare verfasserin aut Afzal B. Shaik verfasserin aut In Arabian Journal of Chemistry Elsevier, 2016 14(2021), 6, Seite 103154- (DE-627)609401564 (DE-600)2515214-2 18785352 nnns volume:14 year:2021 number:6 pages:103154- https://doi.org/10.1016/j.arabjc.2021.103154 kostenfrei https://doaj.org/article/bf48a16846fa49aea8674e8fce47deb4 kostenfrei http://www.sciencedirect.com/science/article/pii/S1878535221001696 kostenfrei https://doaj.org/toc/1878-5352 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 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_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2088 GBV_ILN_2106 GBV_ILN_2110 GBV_ILN_2112 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4249 GBV_ILN_4251 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_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4393 GBV_ILN_4700 AR 14 2021 6 103154- |
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Sathish Kumar Konidala misc QD1-999 misc Coumarin misc Chalcone misc Coumarin clubbed chalcone misc Hybrids misc Antimicrobial misc Antioxidant misc Chemistry Design, multistep synthesis and in-vitro antimicrobial and antioxidant screening of coumarin clubbed chalcone hybrids through molecular hybridization approach |
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QD1-999 Design, multistep synthesis and in-vitro antimicrobial and antioxidant screening of coumarin clubbed chalcone hybrids through molecular hybridization approach Coumarin Chalcone Coumarin clubbed chalcone Hybrids Antimicrobial Antioxidant |
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Design, multistep synthesis and in-vitro antimicrobial and antioxidant screening of coumarin clubbed chalcone hybrids through molecular hybridization approach |
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Design, multistep synthesis and in-vitro antimicrobial and antioxidant screening of coumarin clubbed chalcone hybrids through molecular hybridization approach |
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Sathish Kumar Konidala |
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design, multistep synthesis and in-vitro antimicrobial and antioxidant screening of coumarin clubbed chalcone hybrids through molecular hybridization approach |
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Design, multistep synthesis and in-vitro antimicrobial and antioxidant screening of coumarin clubbed chalcone hybrids through molecular hybridization approach |
abstract |
In the present study we designed and synthesized 26 coumarin clubbed chalcone hybrids (1–13 and 14–26) in good yields (54.32–74.25%) and further tested for their antimicrobial and antioxidant activities considering the potential bioactivities of these two pharmacophores. All Spectroscopic techniques including FT-IR, 1H NMR, 13C NMR and mass were used to characterize the compounds. The antimicrobial and antioxidant activities of these compounds were performed by agar well diffusion method and DPPH free radical assay respectively. The compounds elicited considerable antimicrobial and potential antioxidant activities. Bioactivity data designated that the compounds 1 and 7 with no and 4-Cl substitution on the phenyl ring of coumarin clubbed chalcones with 3,4-dihydropyrimidine-2-one displayed antibacterial activity with minimum inhibitory concentration (MIC) value of 10 µM and 17 µM against Staphylococcus aureus and MIC value of 8 µM and 13 µM against Escherichia coli and antifungal activity with MIC value of 10 µM and 11 µM against Aspergillus niger respectively. On the other hand, coumarin clubbed chalcones with 3,4-dihydropyrimidine-2(1H)-thione scaffold (14–26) exhibited potential antioxidant activity. Among them, compounds 22 containing electron releasing 2-OH substituent was the most active with 77.92% scavenging activity, followed by 14 and 26 (75.22% and 71.32%). The promising leads evolved through this investigation are important for the future development of novel and potential antioxidant compounds. |
abstractGer |
In the present study we designed and synthesized 26 coumarin clubbed chalcone hybrids (1–13 and 14–26) in good yields (54.32–74.25%) and further tested for their antimicrobial and antioxidant activities considering the potential bioactivities of these two pharmacophores. All Spectroscopic techniques including FT-IR, 1H NMR, 13C NMR and mass were used to characterize the compounds. The antimicrobial and antioxidant activities of these compounds were performed by agar well diffusion method and DPPH free radical assay respectively. The compounds elicited considerable antimicrobial and potential antioxidant activities. Bioactivity data designated that the compounds 1 and 7 with no and 4-Cl substitution on the phenyl ring of coumarin clubbed chalcones with 3,4-dihydropyrimidine-2-one displayed antibacterial activity with minimum inhibitory concentration (MIC) value of 10 µM and 17 µM against Staphylococcus aureus and MIC value of 8 µM and 13 µM against Escherichia coli and antifungal activity with MIC value of 10 µM and 11 µM against Aspergillus niger respectively. On the other hand, coumarin clubbed chalcones with 3,4-dihydropyrimidine-2(1H)-thione scaffold (14–26) exhibited potential antioxidant activity. Among them, compounds 22 containing electron releasing 2-OH substituent was the most active with 77.92% scavenging activity, followed by 14 and 26 (75.22% and 71.32%). The promising leads evolved through this investigation are important for the future development of novel and potential antioxidant compounds. |
abstract_unstemmed |
In the present study we designed and synthesized 26 coumarin clubbed chalcone hybrids (1–13 and 14–26) in good yields (54.32–74.25%) and further tested for their antimicrobial and antioxidant activities considering the potential bioactivities of these two pharmacophores. All Spectroscopic techniques including FT-IR, 1H NMR, 13C NMR and mass were used to characterize the compounds. The antimicrobial and antioxidant activities of these compounds were performed by agar well diffusion method and DPPH free radical assay respectively. The compounds elicited considerable antimicrobial and potential antioxidant activities. Bioactivity data designated that the compounds 1 and 7 with no and 4-Cl substitution on the phenyl ring of coumarin clubbed chalcones with 3,4-dihydropyrimidine-2-one displayed antibacterial activity with minimum inhibitory concentration (MIC) value of 10 µM and 17 µM against Staphylococcus aureus and MIC value of 8 µM and 13 µM against Escherichia coli and antifungal activity with MIC value of 10 µM and 11 µM against Aspergillus niger respectively. On the other hand, coumarin clubbed chalcones with 3,4-dihydropyrimidine-2(1H)-thione scaffold (14–26) exhibited potential antioxidant activity. Among them, compounds 22 containing electron releasing 2-OH substituent was the most active with 77.92% scavenging activity, followed by 14 and 26 (75.22% and 71.32%). The promising leads evolved through this investigation are important for the future development of novel and potential antioxidant compounds. |
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Design, multistep synthesis and in-vitro antimicrobial and antioxidant screening of coumarin clubbed chalcone hybrids through molecular hybridization approach |
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