Design and synthesis of 2-(2,6-dibromophenyl)-3-heteroaryl-1,3-thiazolidin-4-ones as anti-HIV agents

Ravindra K Rawal; Rajkamal Tripathi; S B Katti; Christophe Pannecouque; Erik De Clercq

doi:10.1016/j.ejmech.2007.12.015

Design and synthesis of 2-(2,6-dibromophenyl)-3-heteroaryl-1,3-thiazolidin-4-ones as anti-HIV agents

Eur J Med Chem. 2008 Dec;43(12):2800-6. doi: 10.1016/j.ejmech.2007.12.015. Epub 2007 Dec 27.

Authors

Ravindra K Rawal¹, Rajkamal Tripathi, S B Katti, Christophe Pannecouque, Erik De Clercq

Affiliation

¹ Medicinal and Process Chemistry Division, Central Drug Research Institute, Lucknow 226 001, India.

PMID: 18242784
DOI: 10.1016/j.ejmech.2007.12.015

Abstract

A series of 2-(2,6-dibromophenyl)-3-heteroaryl-1,3-thiazolidin-4-ones were designed, synthesized and evaluated as selective human immunodeficiency virus type-1 reverse transcriptase (HIV-1 RT) enzyme inhibitors. The results of the HIV-1 RT kit and in vitro cell based assay showed that eight compounds effectively inhibited HIV-1 replication at 20-320 nM concentrations with minimal cytotoxicity in MT-4 as well as in CEM cells.

MeSH terms

Anti-HIV Agents / chemical synthesis*
Anti-HIV Agents / chemistry
Anti-HIV Agents / pharmacology*
Cell Line, Tumor
Cell Proliferation / drug effects
Dose-Response Relationship, Drug
Drug Design*
HIV Reverse Transcriptase / drug effects
HIV-1 / drug effects*
HIV-1 / enzymology
Humans
Microbial Sensitivity Tests
Molecular Structure
Reverse Transcriptase Inhibitors / chemical synthesis
Reverse Transcriptase Inhibitors / chemistry
Reverse Transcriptase Inhibitors / pharmacology
Stereoisomerism
Structure-Activity Relationship
Thiazolidines / chemical synthesis*
Thiazolidines / chemistry
Thiazolidines / pharmacology*
Virus Replication / drug effects

Substances

Anti-HIV Agents
Reverse Transcriptase Inhibitors
Thiazolidines
reverse transcriptase, Human immunodeficiency virus 1
HIV Reverse Transcriptase