Synthesis of 4-Methoxybenzoylhydrazone Derivatives and Evaulation of Their Antiglycation Activity

摘要

4-Methoxybenzoylhydrazone derivatives (1-30) were synthesized from 4-methoxybenzoylhydrazide which were obtained frommethyl-4-methoxybenzoate by refluxing with hydrazine hydrate for 5 h. 4-Methoxybenzoylhydrazones derivatives wereprepared by condensing 4-methoxybenzoylhydrazide with different aromatic aldehydes under reflux condition in ethanol for 3-4 h. The compounds 1-30 showed varying degree of antiglycation activitiy, with IC50 values ranging between 216.52 ± 4.2-748.71 ± 7.8 μM, when compared to standard Rutin (294.46 ± 1.50 μM). Compounds 1, 6, 7, 11 and 3 (IC50 = 216.52 ± 4.2μM), (IC50 = 227.75 ± 0.53 μM), (IC50 = 242.53 ± 6.1 μM), (IC50 = 287.79 ± 1.59 μM), and (IC50 = 289.58 ± 2.64 μM) showedbetter activities than standard Rutin (294.46 ± 1.50 μM). The compounds 4, 8, 2 and 12 (IC50 = 307.1 ± 6.08 μM), (IC50 =347.62 ± 5.8 μM), (IC50 = 394.76 ± 3.35 μM) and (IC50 = 399.90 ± 7.9μM) showed good activity. The compounds 5 and 17(IC50 = 420.40 ± 3.3 μM), and (IC50 = 474.97 ± 19.14 μM) showed moderate activities. The compounds 14, 10, 18 and 15 (IC50= 649.18 ± 18.5 μM), (IC50 = 657.75 ± 14.0 μM), (IC50 = 718.96 ± 10.7 μM), and (IC50 = 748.71 ± 7.8 μM) showed weakactivities. The compounds 9, 13 and 18-30 showed inhibition less than 50% therefore they were not evaluated for IC50. Thus,these compounds are potential molecules for the development of new derivatives for glycation inhibition..