苯并呋喃酯：合成、晶体结构测定、抗菌及抗氧化活性
Benzofuranyl Esters: Synthesis, Crystal Structure Determination, Antimicrobial and Antioxidant Activities.
作者信息
Kumar C S Chidan, 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
机构信息
X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, Penang 11800, Malaysia.
Department of Engineering Chemistry, Alva's Institute of Engineering & Technology, Visvesvaraya Technological University, Mijar, Moodbidri 574225, Karnataka, India.
出版信息
Molecules. 2015 Sep 11;20(9):16566-81. doi: 10.3390/molecules200916566.
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)CH₂O(C=O)C₆H₄X, X = H, Cl, CH₃, OCH₃ or NO₂, 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.
一系列五种新的2-(1-苯并呋喃-2-基)-2-氧代乙基4-(未取代/取代)苯甲酸酯4(a - e)，通式为C₈H₅O(C=O)CH₂O(C=O)C₆H₄X，X = H、Cl、CH₃、OCH₃或NO₂，在温和条件下以高纯度和良好产率合成。通过傅里叶变换红外光谱(FTIR)、¹H-、(13)C-和¹H-(13)C HMQC核磁共振光谱分析对合成产物4(a - e)进行了表征，并通过单晶X射线衍射研究确定了它们的三维结构。对这些化合物的抗菌和抗氧化活性进行了筛选。测试的化合物显示出抗菌能力顺序为4b < 4a < 4c < 4d < 4e，4e的最低抑菌浓度(MIC)值为125 µg/mL，抗菌效力最高。抗氧化活性结果显示，在二苯基-2-苦基肼基(DPPH)自由基清除实验中，化合物4e的活性最高(32.62% ± 1.34%)；在铁还原抗氧化能力(FRAP)实验中，4d的活性最高(31.01% ± 4.35%)；在金属螯合(MC)活性实验中，4a的活性最高(27.11% ± 1.06%)。
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