Original scientific paper

https://doi.org/10.2478/v10007-007-0031-7

Nitroimidazoles. V. Synthesis and anti-HIV evaluation of new 5-substituted piperazinyl-4-nitroimidazole derivatives

YASEEN A. AL-SOUD
NAJIM A. AL-MASOUDI
ERIK DE CLERCQ
HAMED GH. HASSAN
CHRISTOPHE PANNECOUQUE

Abstract

A series of 2-alkylthio-1-[4-(1-benzyl-2-ethyl-4-nitro-1H-imidazol-5-yl)-piperazin-1-yl]ethanones (3-9) and alkyl-[4-(1-benzyl-2-ethyl-4-nitro-1H-imidazol-5-yl)-piperazin-1-yl)ketones (11-20) as well as the indole analogue 22 were synthesized from 4-nitro-5-piperazinyl imidazole derivative 1, with the aim to develop new non-nucleoside reverse transcriptase inhibitors (NNRTIs). The newly synthesized compounds were assayed against HIV-1 and HIV-2 in MT-4 cells. Compound 4 showed inhibition of HIV-1 (EC50 0.45 µg mL1) and HIV-2 (0.50 µg mL1), while 11 showed inhibition of HIV-1 (EC50 2.48 µg mL1, SI = 4).

Keywords

anti-HIV activity; 4-nitroimidazoles; NNRTIs; piperazine

Hrčak ID:

15951

URI

https://hrcak.srce.hr/15951

Publication date:

1.12.2007.

Article data in other languages: croatian

Visits: 2.646 *