Synthesis and biological evaluation of phosphonate analogues of nevirapine

Jay Parrish; Leah Tong; Michael Wang; Xiaowu Chen; Eric B Lansdon; Carina Cannizzaro; Xubin Zheng; Manoj C Desai; Lianhong Xu

doi:10.1016/j.bmcl.2012.12.049

Synthesis and biological evaluation of phosphonate analogues of nevirapine

Bioorg Med Chem Lett. 2013 Mar 1;23(5):1493-7. doi: 10.1016/j.bmcl.2012.12.049. Epub 2012 Dec 21.

Authors

Jay Parrish¹, Leah Tong, Michael Wang, Xiaowu Chen, Eric B Lansdon, Carina Cannizzaro, Xubin Zheng, Manoj C Desai, Lianhong Xu

Affiliation

¹ Gilead Sciences, Inc., 333 Lakeside Drive, Foster City, CA 94404, USA. [email protected]

PMID: 23375792
DOI: 10.1016/j.bmcl.2012.12.049

Abstract

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.

MeSH terms

HIV Infections / drug therapy*
HIV-1 / drug effects
Humans
Nevirapine / analogs & derivatives*
Nevirapine / pharmacology*
Organophosphonates / chemical synthesis*
Organophosphonates / chemistry
Organophosphonates / pharmacology*
Reverse Transcriptase Inhibitors / chemical synthesis*
Reverse Transcriptase Inhibitors / chemistry
Reverse Transcriptase Inhibitors / pharmacology*
Structure-Activity Relationship

Substances

Organophosphonates
Reverse Transcriptase Inhibitors
Nevirapine