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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...

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Autores principales: 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
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
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.
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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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