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新型氟化磺酰腙的设计、合成、抗胆碱酯酶和抗糖尿病抑制活性以及分子对接

Design, Synthesis, Anticholinesterase and Antidiabetic Inhibitory Activities, and Molecular Docking of Novel Fluorinated Sulfonyl Hydrazones.

作者信息

Kurşun Aktar Bedriye Seda

机构信息

Department of Hair Care and Beauty Services, Yeşilyurt Vocational School, Malatya Turgut Özal University, Malatya 44210, Turkey.

出版信息

ACS Omega. 2024 Sep 25;9(40):42037-42048. doi: 10.1021/acsomega.4c07160. eCollection 2024 Oct 8.

Abstract

In this study, it was aimed to synthesize ()-'-(2-hydroxybenzylidene)-substituted benzenesulfonohydrazide (-) from the 2-hydroxybenzaldehyde reaction of different substituted fluorinated sulfonyl hydrazides. The structures of the synthesized molecules were characterized by elemental analysis, FTIR, H NMR, C NMR, F NMR, and 2D NMR (HMBC, correlation spectroscopy, and HQSC). The anticholinesterase (AChE and BChE) and antidiabetic (α-glucosidase, α-amylase) inhibition activities of the synthesized compounds were evaluated. According to biological activity test results, ()-'-(2-hydroxybenzylidene)-4-(trifluoromethoxy)benzenesulfonohydrazide (compound among hydrazone derivatives -) demonstrated better BChE inhibitor activity than galantamine in anticholinesterase inhibition; and in the α-glucosidase and α-amylase assay, it exhibited more antidiabetic inhibition activity than the reference standard.

摘要

在本研究中,旨在通过不同取代的氟化磺酰肼与2-羟基苯甲醛反应合成()-'- (2-羟基亚苄基)-取代的苯磺酰肼(-)。通过元素分析、傅里叶变换红外光谱(FTIR)、氢核磁共振(H NMR)、碳核磁共振(C NMR)、氟核磁共振(F NMR)和二维核磁共振(二维异核多键相关谱(HMBC)、相关光谱和同核量子相关谱(HQSC))对合成分子的结构进行了表征。评估了合成化合物的抗胆碱酯酶(乙酰胆碱酯酶和丁酰胆碱酯酶)和抗糖尿病(α-葡萄糖苷酶、α-淀粉酶)抑制活性。根据生物活性测试结果,()-'- (2-羟基亚苄基)-4-(三氟甲氧基)苯磺酰肼(腙衍生物中的化合物-)在抗胆碱酯酶抑制方面表现出比加兰他敏更好的丁酰胆碱酯酶抑制活性;在α-葡萄糖苷酶和α-淀粉酶测定中,它表现出比参考标准更强的抗糖尿病抑制活性。

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