Anti-HIV activity of dibenzylbutyrolactone-type lignans from Phenax species endemic in Costa Rica

Author:

Piccinelli A L1,De Simone F1,Rastrelli L1,Mahmood N2,Mora G3,Poveda L4

Affiliation:

1. Dipartimento di Scienze Farmaceutiche, Università di Salerno, Via Ponte Don Melillo, 84084 Fisciano, Salerno, Italy

2. Department of Cellular and Molecular Medicine-Infectious Diseases, St George's Hospital Medical School, Cranmer Terrace, Tooting, London SW17 0RE, UK

3. Centro de Investigaciones en Productos Naturales (CIPRONA), Universidad de Costa Rica, 2060 San José, Costa Rica

4. Escuela de Ciencias Ambientales, Facultad de Ciencias de la Tierra y el Mar, Universidad Nacional, Heredia, Costa Rica

Abstract

Abstract Previously, we isolated two new dibenzylbutyrolactone-type lignans, named phenaxolactones 1 and 2, from the leaves of Phenax angustifolius Wedd. (Urticaceae). In this investigation three new dibenzylbutyrolactone lignans (phenaxolactones 3–5), together with phenaxolactone 1, and flavones vitexin (6), isovitexin (7), were isolated from Phenax rugosus Wedd. leaves collected in Santa Ana, Costa Rica. The structures were elucidated using 1D and 2D NMR spectroscopy as well as mass spectrometry. Phenaxolactones 1–5 and flavones 6 and 7 were evaluated for their inhibitory activity against HIV-1MN in infected C8166 cells. The most promising compound was phenaxolactone 1 with an EC50 value of 3.0μM, no cytotoxicity at 112μM and a therapeutic index value of 37.3.

Publisher

Oxford University Press (OUP)

Subject

Pharmaceutical Science,Pharmacology

Reference24 articles.

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3. Flora Costaricensis;Burger;FIELDIANA Botany,1997

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5. The CD4 (T4) antigen is an essential component of the receptor for the AIDS retrovirus;Dalgleish;Nature,1984

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