Anti-herpetic and anti-dengue activity of abietane ferruginol analogues synthesized from (+)-dehydroabietylamine
| Autor: | Liliana Betancur-Galvis, Juan Carlos Gallego-Gómez, Verónica Tangarife-Castaño, Lee Solbay Agudelo-Gómez, Miguel A. González, Yaneth M. Brand, Vicky C. Roa-Linares |
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| Rok vydání: | 2016 |
| Předmět: |
0301 basic medicine
Herpesvirus 2 Human Dehydroabietylamine Herpesvirus 1 Human Microbial Sensitivity Tests Dengue virus medicine.disease_cause Antiviral Agents Article Dengue fever Dengue Structure-Activity Relationship 03 medical and health sciences chemistry.chemical_compound Drug Discovery medicine Humans Structure–activity relationship Antiviral Ferruginol Abietane Pharmacology Dose-Response Relationship Drug Molecular Structure Chemistry Organic Chemistry Stereoisomerism General Medicine Dengue Virus Herpes medicine.disease Antimicrobial Bioactive compound 030104 developmental biology Biochemistry Abietanes Diterpene |
| Zdroj: | European Journal of Medicinal Chemistry |
| ISSN: | 0223-5234 |
| Popis: | 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. Graphical abstract Highlights • Aromatic abietanes are a class of bioactive diterpenoids. • Article focuses on the antiviral activity of several ferruginol analogues. • Compound 8 was ten-fold more potent than the reference ribavirin against DENV-2. |
| Databáze: | OpenAIRE |
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