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Benzofuranyl Esters: Synthesis, Crystal Structure Determination, Antimicrobial and Antioxidant Activities
A series of five new 2‐(1‐benzofuran‐2‐yl)‐2‐oxoethyl 4-(un/substituted)benzoates 4(a–e), with the general formula of C(8)H(5)O(C=O)CH(2)O(C=O)C(6)H(4)X, X = H, Cl, CH(3), OCH(3) or NO(2), was synthesized in high purity and good yield under mild conditions. The synthesized products 4(a–e) were chara...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332186/ https://www.ncbi.nlm.nih.gov/pubmed/26378514 http://dx.doi.org/10.3390/molecules200916566 |
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author | Chidan Kumar, C. S. Then, Li Yee Chia, Tze Shyang Chandraju, Siddegowda Win, Yip-Foo Sulaiman, Shaida Fariza Hashim, Nurul Shafiqah Ooi, Kheng Leong Quah, Ching Kheng Fun, Hoong-Kun |
author_facet | Chidan Kumar, C. S. Then, Li Yee Chia, Tze Shyang Chandraju, Siddegowda Win, Yip-Foo Sulaiman, Shaida Fariza Hashim, Nurul Shafiqah Ooi, Kheng Leong Quah, Ching Kheng Fun, Hoong-Kun |
author_sort | Chidan Kumar, C. S. |
collection | PubMed |
description | A series of five new 2‐(1‐benzofuran‐2‐yl)‐2‐oxoethyl 4-(un/substituted)benzoates 4(a–e), with the general formula of C(8)H(5)O(C=O)CH(2)O(C=O)C(6)H(4)X, X = H, Cl, CH(3), OCH(3) or NO(2), was synthesized in high purity and good yield under mild conditions. The synthesized products 4(a–e) were characterized by FTIR, (1)H-, (13)C- and (1)H-(13)C HMQC NMR spectroscopic analysis and their 3D structures were confirmed by single-crystal X-ray diffraction studies. These compounds were screened for their antimicrobial and antioxidant activities. The tested compounds showed antimicrobial ability in the order of 4b < 4a < 4c < 4d < 4e and the highest potency with minimum inhibition concentration (MIC) value of 125 µg/mL was observed for 4e. The results of antioxidant activities revealed the highest activity for compound 4e (32.62% ± 1.34%) in diphenyl-2-picrylhydrazyl (DPPH) radical scavenging, 4d (31.01% ± 4.35%) in ferric reducing antioxidant power (FRAP) assay and 4a (27.11% ± 1.06%) in metal chelating (MC) activity. |
format | Online Article Text |
id | pubmed-6332186 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-63321862019-01-24 Benzofuranyl Esters: Synthesis, Crystal Structure Determination, Antimicrobial and Antioxidant Activities Chidan Kumar, C. S. Then, Li Yee Chia, Tze Shyang Chandraju, Siddegowda Win, Yip-Foo Sulaiman, Shaida Fariza Hashim, Nurul Shafiqah Ooi, Kheng Leong Quah, Ching Kheng Fun, Hoong-Kun Molecules Article A series of five new 2‐(1‐benzofuran‐2‐yl)‐2‐oxoethyl 4-(un/substituted)benzoates 4(a–e), with the general formula of C(8)H(5)O(C=O)CH(2)O(C=O)C(6)H(4)X, X = H, Cl, CH(3), OCH(3) or NO(2), was synthesized in high purity and good yield under mild conditions. The synthesized products 4(a–e) were characterized by FTIR, (1)H-, (13)C- and (1)H-(13)C HMQC NMR spectroscopic analysis and their 3D structures were confirmed by single-crystal X-ray diffraction studies. These compounds were screened for their antimicrobial and antioxidant activities. The tested compounds showed antimicrobial ability in the order of 4b < 4a < 4c < 4d < 4e and the highest potency with minimum inhibition concentration (MIC) value of 125 µg/mL was observed for 4e. The results of antioxidant activities revealed the highest activity for compound 4e (32.62% ± 1.34%) in diphenyl-2-picrylhydrazyl (DPPH) radical scavenging, 4d (31.01% ± 4.35%) in ferric reducing antioxidant power (FRAP) assay and 4a (27.11% ± 1.06%) in metal chelating (MC) activity. MDPI 2015-09-11 /pmc/articles/PMC6332186/ /pubmed/26378514 http://dx.doi.org/10.3390/molecules200916566 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Chidan Kumar, C. S. Then, Li Yee Chia, Tze Shyang Chandraju, Siddegowda Win, Yip-Foo Sulaiman, Shaida Fariza Hashim, Nurul Shafiqah Ooi, Kheng Leong Quah, Ching Kheng Fun, Hoong-Kun Benzofuranyl Esters: Synthesis, Crystal Structure Determination, Antimicrobial and Antioxidant Activities |
title | Benzofuranyl Esters: Synthesis, Crystal Structure Determination, Antimicrobial and Antioxidant Activities |
title_full | Benzofuranyl Esters: Synthesis, Crystal Structure Determination, Antimicrobial and Antioxidant Activities |
title_fullStr | Benzofuranyl Esters: Synthesis, Crystal Structure Determination, Antimicrobial and Antioxidant Activities |
title_full_unstemmed | Benzofuranyl Esters: Synthesis, Crystal Structure Determination, Antimicrobial and Antioxidant Activities |
title_short | Benzofuranyl Esters: Synthesis, Crystal Structure Determination, Antimicrobial and Antioxidant Activities |
title_sort | benzofuranyl esters: synthesis, crystal structure determination, antimicrobial and antioxidant activities |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332186/ https://www.ncbi.nlm.nih.gov/pubmed/26378514 http://dx.doi.org/10.3390/molecules200916566 |
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