Anti-herpetic and Anti-dengue Activity of Abietane Ferruginol Analogues Synthesized from (+)-dehydroabietylamine

Overview

Journal Eur J Med Chem

Specialty Chemistry

Date 2015 Dec 7

PMID 26638041

Citations 21

Authors

Vicky C Roa-Linares

Yaneth M Brand

Lee S Agudelo-Gomez

Veronica Tangarife-Castano

Liliana A Betancur-Galvis

Juan C Gallego-Gomez

Miguel A Gonzalez

Affiliations

Soon will be listed here.

Abstract

The abietane-type diterpenoid (+)-ferruginol (1), a bioactive compound isolated from several plants, has attracted much attention as consequence of its pharmacological properties, which includes antibacterial, antifungal, antimicrobial, cardioprotective, anti-oxidative, anti-plasmodial, leishmanicidal, anti-ulcerogenic, anti-inflammatory and antitumor actions. In this study, we report on the antiviral evaluation of ferruginol (1) and several analogues synthesized from commercial (+)-dehydroabietylamine. Thus, the activity against Human Herpesvirus type 1, Human Herpesvirus type 2 and Dengue Virus type 2, was studied. Two ferruginol analogues showed high antiviral selectivity index and reduced viral plaque-size in post-infection stages against both Herpes and Dengue viruses. A promising lead, compound 8, was ten-fold more potent (EC50 = 1.4 μM) than the control ribavirin against Dengue Virus type 2. Our findings suggest that the 12-hydroxyabieta-8,11,13-triene skeleton, which is characteristic of the diterpenoid ferruginol (1), is an interesting molecular scaffold for development of novel antivirals. In addition, the cytotoxic and antifungal activities of the synthesized ferruginol analogues have also been investigated. (©)20155 Elsevier Science. All rights reserved.

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