Synthesis and biological evaluation of phosphonate analogues of nevirapine

• Published in: Bioorganic & medicinal chemistry letters Vol. 23; no. 5; pp. 1493 - 1497
• Main Authors: Parrish, Jay, Tong, Leah, Wang, Michael, Chen, Xiaowu, Lansdon, Eric B., Cannizzaro, Carina, Zheng, Xubin, Desai, Manoj C., Xu, Lianhong
• Format: Journal Article
• Language: English
• Published: England Elsevier Ltd 01-03-2013
• Subjects: antiretroviral agents; biosynthesis; chemistry; drug evaluation; HIV; HIV Infections - drug therapy; HIV-1 - drug effects; Human immunodeficiency virus; Humans; in vitro studies; in vivo studies; Nevirapine - analogs & derivatives; Nevirapine - pharmacology; NNRTI; Non-nucleoside reverse transcriptase inhibitors; Organophosphonates - chemical synthesis; Organophosphonates - chemistry; Organophosphonates - pharmacology; phosphonates; Reverse transcriptase; Reverse Transcriptase Inhibitors - chemical synthesis; Reverse Transcriptase Inhibitors - chemistry; Reverse Transcriptase Inhibitors - pharmacology; Structure-Activity Relationship; NNRTI; Reverse transcriptase; Non-nucleoside reverse transcriptase inhibitors; HIV
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2012.12.049

A series of nevirapine-based analogues containing the phosphonate functionality were prepared and evaluated in vitro against HIV RT.
A series of nevirapine-based analogues containing the phosphonate functionality were prepared and evaluated in vitro against HIV RT. The effect of the phosphonate was evaluated against the wild type and Y181C HIV replication. An in vivo PK study was performed on a select analogue.