Department of Chemistry, Mirpur University of Science and Technology (MUST), 10250-, Mirpur (AJK), Pakistan.
Department of Chemistry, Government Major Muhammad Afzal Khan (Shaheed), Boys Degree College Afzalpur, Mirpur (Affiliated with Mirpur University of Science and Technology (MUST), 10250-, Mirpur (AJK), Pakistan.
Chem Biodivers. 2022 Feb;19(2):e202100581. doi: 10.1002/cbdv.202100581. Epub 2022 Jan 11.
Ethyl 2-(2-arylidene-1-alkylhydrazinyl)thiazole-4-carboxylates (1a-k) were synthesized by alkylation on HN- of ethyl 2-(2-arylidenehydrazinyl)thiazole-4-carboxylates. The proposed structures (1a-k) are corroborated by spectro-analytical techniques like UV, FT-IR, H-, C-NMR and HR-MS. All synthesized compounds were screened for their antiglycation and antioxidant assays. The in vitro antiglycation results revealed promising activity of compounds 1a, 1b, 1d, 1e, 1f, 1g, 1j and 1k with IC values 0.0004±1.097-17.22±0.538 μM when compared to standard, aminoguanidine (IC =25.50±0.337 μM). Among all tested compounds 1j and 1k are the best antiglycating agents with IC values 1.848±0.646 and 0.0004±1.097 μM, respectively. The in-silico studies also agree with these results where binding energy for 1j and 1k was found to be -9.25 and -8.42 kcal/mol with calculated dissociation constants of 0.16 and 0.67 μM, respectively. The antiglycation results demonstrate the application of these compounds in reducing diabetic complications.
乙基 2-(2-芳亚基-1-烷基腙基)噻唑-4-羧酸酯（1a-k）通过乙基 2-(2-芳亚基腙基)噻唑-4-羧酸酯的 HN-烷基化合成。所提出的结构（1a-k）通过光谱分析技术如 UV、FT-IR、H-、C-NMR 和 HR-MS 得到证实。所有合成的化合物都进行了抗糖化和抗氧化检测。体外抗糖化结果显示，化合物 1a、1b、1d、1e、1f、1g、1j 和 1k 具有有前途的活性，IC 值为 0.0004±1.097-17.22±0.538 μM，与标准物氨基胍（IC=25.50±0.337 μM）相比。在所有测试的化合物中，1j 和 1k 是最好的抗糖化剂，IC 值分别为 1.848±0.646 和 0.0004±1.097 μM。基于结构的虚拟筛选研究也与这些结果一致，其中 1j 和 1k 的结合能分别为-9.25 和-8.42 kcal/mol，计算出的解离常数分别为 0.16 和 0.67 μM。抗糖化结果表明这些化合物可用于减少糖尿病并发症。
