PMID: 11900350Mar 20, 2002Paper

Anti-HIV-1 activity and structure-activity relationship of cepharanoline derivatives in chronically infected cells

Antiviral Chemistry & Chemotherapy
M BabaM Ono

Abstract

Cepharanthine (12-O-methyl cepharanoline) is a plant alkaloid and has been shown to inhibit tumour necrosis factor-alpha- or phorbol 12-myristate 13-acetate-induced HIV-1 replication in the chronically infected promonocytic cell line, U1. Its mechanism of action is considered to be the inhibition of nuclear factor kappaB, a potent inducer of HIV-1 gene expression. In this study, we have synthesized 96 derivatives of cepharanoline, including cepharanthine, and examined their inhibitory effects on HIV-1 replication in U1 cells. Among the 12-O-alkyl derivatives, cepharanthine proved to be the most active, and the activity decreased as the length of the alkyl chain increased. All of the 12-O-acyl derivatives were totally inactive, while a few 12-O-carbamoyl derivatives displayed modest activity. Since 12-O-ethyl derivatives were found to be as active as cepharanthine against HIV-1 replication, we further synthesized various 12-O-ethyl derivatives of cepharanoline. Among the derivatives, five proved to be more active inhibitors than cepharanthine, and the most active compound was 12-O-ethylpiperazinyl cepharanoline. The 50% effective concentrations of this compound and cepharanthine were 0.0041 and 0.028 microg/ml (0.0060 and 0.046 ...Continue Reading

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Citations

Apr 29, 2014·Journal of Ethnopharmacology·Camille DesgrouasEvelyne Ollivier
May 24, 2011·Pharmacological Reports : PR·Moshe Rogosnitzky, Rachel Danks
Jun 26, 2003·Cancer Science·Motoi MukaiShin-Ichi Akiyama
Aug 9, 2006·Journal of Biomaterials Science. Polymer Edition·Fredrik NederbergTim Bowden
Jul 24, 2020·Pharmacological Reports : PR·Moshe RogosnitzkyIgor Koman
Jan 27, 2006·Antimicrobial Agents and Chemotherapy·Ann Florence B VictorianoTakashi Okamoto
May 28, 2019·Phytomedicine : International Journal of Phytotherapy and Phytopharmacology·Christian Bailly
Sep 14, 2021·Natural Products and Bioprospecting·Oyere Tanyi EbobFidele Ntie-Kang

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