Benzofuranyl Esters: Synthesis, Crystal Structure Determination, Antimicrobial and Antioxidant Activities

苯并呋喃酯:合成、晶体结构测定、抗菌和抗氧化活性

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作者:C S Chidan Kumar, Li Yee Then, Tze Shyang Chia, Siddegowda Chandraju, Yip-Foo Win, Shaida Fariza Sulaiman, Nurul Shafiqah Hashim, Kheng Leong Ooi, Ching Kheng Quah, Hoong-Kun Fun

Abstract

A series of five new 2-(1-benzofuran-2-yl)-2-oxoethyl 4-(un/substituted)benzoates 4(a-e), with the general formula of C₈H₅O(C=O)CH&sub2;O(C=O)C₆H&sub4;X, X = H, Cl, CH&sub3;, OCH&sub3; or NO&sub2;, was synthesized in high purity and good yield under mild conditions. The synthesized products 4(a-e) were characterized by FTIR, ¹H-, (13)C- and ¹H-(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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