Synthesis and evaluation of 3-hydroxy-3-phenylpropanoate ester–AZT conjugates as potential dual-action HIV-1 Integrase and Reverse Transcriptase inhibitors. Issue 24 (15th December 2015)

• Record Type: Journal Article
• Authors: Manyeruke, Meloddy H.; Olomola, Temitope O.; Majumder, Swarup; Abrahams, Shaakira; Isaacs, Michelle; Mautsa, Nicodemus; Mosebi, Salerwe; Mnkandhla, Dumisani; Hewer, Raymond; Hoppe, Heinrich C.; Klein, Rosalyn; Kaye, Perry T.
• Is Part Of: Bioorganic & medicinal chemistry. Volume 23:Issue 24(2015)
• Page Start: 7521
• Page End: 7528
• Publication Date: 2015-12-15
• Subjects: Dual-action HIV-1 Integrase/Reverse Transcriptase inhibitors -- Baylis–Hillman reaction -- 3-Hydroxy-3-phenylpropanoate esters -- Cinnamate esters -- Azidothymidine (AZT); Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2015.10.039
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: 3-Hydroxy-3-phenylpropanoate ester–AZT conjugates have been prepared and their potential as dual-action HIV-1 Integrase and Reverse Transcriptase inhibitors has been explored and compared with their cinnamate ester analogues. Abstract: Novel 3-hydroxy-3-phenylpropanoate ester–azidothymidine (AZT) conjugates have been prepared using Baylis–Hillman methodology, and their potential as dual-action HIV-1 Integrase and Reverse Transcriptase inhibitors has been explored using enzyme inhibition and computer modelling techniques; their activity and HeLa cell toxicity have been compared with those of their cinnamate ester analogues.