A series of 2-aryl-3-(4,5,6-trimethylpyrimidin-2-yl)thiazolidin-4-ones(1a–1c)and their derivatives bearing a lipophilic substituent,like acetoxy group(3a–3c),propionyloxy group(4a–4c),methyl(5d and 5e)at C-5 on thi...A series of 2-aryl-3-(4,5,6-trimethylpyrimidin-2-yl)thiazolidin-4-ones(1a–1c)and their derivatives bearing a lipophilic substituent,like acetoxy group(3a–3c),propionyloxy group(4a–4c),methyl(5d and 5e)at C-5 on thiazolidin-4-one ring were designed,synthesized and evaluated for their HIV-RT inhibitory activity.Using self-catalyzed Pummerer reaction,compounds 3a–3c and 4a–4c were obtained in good yield(63.1%–75.2%).Prelimin-ary anti-HIV-RT test of these derivatives indicated that compounds 1a–1c,4b(propionyloxy group at C-5)showed moderate HIV-RT inhibitory activity and com-pounds 5d and 5e with methyl at C-5 showed a weak HIV-RT inhibitory activity.Structure activity relationship analysis suggested that the substituted groups on C-5 would be unfavorable to anti-HIV-RT activity and that the steric effect might play a critical role in the anti-HIV RT activity.展开更多
基金financial support from the National Natural Science Foundation of China(Grant No.20672027)the Natural Science Foundation of Hebei Province(2008000588)are gratefully acknowledged.
文摘A series of 2-aryl-3-(4,5,6-trimethylpyrimidin-2-yl)thiazolidin-4-ones(1a–1c)and their derivatives bearing a lipophilic substituent,like acetoxy group(3a–3c),propionyloxy group(4a–4c),methyl(5d and 5e)at C-5 on thiazolidin-4-one ring were designed,synthesized and evaluated for their HIV-RT inhibitory activity.Using self-catalyzed Pummerer reaction,compounds 3a–3c and 4a–4c were obtained in good yield(63.1%–75.2%).Prelimin-ary anti-HIV-RT test of these derivatives indicated that compounds 1a–1c,4b(propionyloxy group at C-5)showed moderate HIV-RT inhibitory activity and com-pounds 5d and 5e with methyl at C-5 showed a weak HIV-RT inhibitory activity.Structure activity relationship analysis suggested that the substituted groups on C-5 would be unfavorable to anti-HIV-RT activity and that the steric effect might play a critical role in the anti-HIV RT activity.
