%0 Journal Article
%T Synthesis and Anti-Human Immunodeficiency Virus Type 1 Activity of (E)-N-Phenylstyryl-N-alkylacetamide Derivatives
%A Pi Cheng
%A Ji-Jun Chen
%A Ning Huang
%A Rui-Rui Wang
%A Yong-Tang Zheng
%A Yi-Zeng Liang
%J Molecules
%D 2009
%I MDPI AG
%R 10.3390/molecules14093176
%X A series of (E)-N-phenylstyryl-N-alkylacetamides, 5, were synthesized by direct reduction-acetylation of ¦Â-arylnitroolefins, followed by N-alkylation. The title compounds were characterized by 1H-NMR, EIMS and IR analysis. All the synthesized compounds were assayed as HIV-1 non-nucleoside reverse transcriptase inhibitors. A SAR study revealed that when group R1 in 5 was ortho-substituted, the resulting compounds showed better inhibitory activities against HIV-1 RT. Among the tested compounds, 5i (R1 = 2-Br, R2 = 3,5-difluorobenzyl) exhibited the highest enzyme activity, with a 88.89% inhibitory ratio against HIV-1 reverse transcriptase at the tested concentration. Further cell-based anti-HIV-1 assays showed that compound 5i exhibited a SI value of 29 with an EC50 value of 4 ¦ÌM in C8166 cells.
%K (E)-N-phenylstyryl-N-alkylacetamides
%K synthesis
%K reverse transcriptase
%K anti-HIV-1 activity
%U http://www.mdpi.com/1420-3049/14/9/3176