Abstract

In the process of a search for new compounds to reduce hyperglycemia by α-amylase and α-glucosidase enzyme inhibition, a series of imidazole appended phenoxyquinoline derivatives were synthesized. Initially, 2-cholo-3-formyl quinoline 3 was treated with various substituted phenol in the presence of K₂CO₃ in DMF to get 2-phenoxyquinoline-3-carbaldehyde which in turn was treated with o-phenylenediamine to afford the corresponding 3-(1H-benzo[d]imidazol-2-yl)-2-phenoxyquinolines (7a–j). All the synthesized compounds were evaluated for their in vitro and in silico α-amylase and α-glucosidase inhibitory activity using acarbose as a standard. Among the tested compounds, compound 7a was found to exhibit a potent binding affinity; and inhibitory activity (80.90% and 76.26%) with corresponding IC₅₀ values of 104.30 ± 3.31 μmol/mL and 135.67 ± 2.80 μmol/mL toward α-amylase and α-glucosidase, respectively.

摘要

在寻找通过抑制α-淀粉酶和α-葡萄糖苷酶来降低高血糖的新化合物的过程中，合成了一系列咪唑附加的苯氧基喹啉衍生物。最初，在 DMF 中，在 K ₂ CO ₃存在下，用各种取代的苯酚处理2-cholo-3-formyl quinoline 3得到 2-phenoxyquinoline-3-carbaldehyde，然后用邻苯二胺处理得到相应的 3 -(1 H-苯并[ d ]咪唑-2-基)-2-苯氧基喹啉( 7a-j )。所有合成的化合物都在体外和计算机上进行了评估以阿卡波糖为标准的α-淀粉酶和α-葡萄糖苷酶抑制活性。在测试的化合物中，发现化合物7a表现出强大的结合亲和力；和抑制活性（80.90% 和 76.26%），对 α-淀粉酶和 α-葡萄糖苷酶的相应 IC _{50值分别为 104.30 ± 3.31 μmol/mL 和 135.67 ± 2.80 μmol/mL。}