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Chem Biodivers. 2016 Dec;13(12):1707-1714. doi: 10.1002/cbdv.201600127. Epub 2016 Nov 16.

Anti-HSV-1 and HSV-2 Flavonoids and a New Kaempferol Triglycoside from the Medicinal Plant Kalanchoe daigremontiana.

Author information

1
Laboratório de Química de Produtos Naturais Bioativos - LPN-Bio, Instituto de Pesquisas de Produtos Naturais, Av. Carlos Chagas Filho, 373 - Universidade Federal do Rio de Janeiro, Cidade Universitária, Rio de Janeiro, RJ, 21941-902, Brazil.
2
Instituto de Química, Av. Athos da Silveira Ramos, 149 - Universidade Federal do Rio de Janeiro, Cidade Universitária, Rio de Janeiro, RJ, 21941-909, Brazil.
3
Laboratório Experimental de Drogas Antivirais e Citotóxicas - LEDAC, Instituto de Microbiologia Paulo de Góes, Av. Carlos Chagas Filho, 373 - Universidade Federal do Rio de Janeiro, Rio de Janeiro, RJ, 21941-902, Brazil.

Abstract

Kalanchoe daigremontiana (Crassulaceae) is a medicinal plant native to Madagascar. The aim of this study was to investigate the flavonoid content of an aqueous leaf extract from K. daigremontiana (Kd), and assess its antiherpetic potential. The major flavonoid, kaempferol 3-O-β-d-xylopyranosyl-(1 → 2)-α-l-rhamnopyranoside (1), was isolated from the AcOEt fraction (Kd-AC). The BuOH-soluble fraction afforded quercetin 3-O-β-d-xylopyranosyl-(1 → 2)-α-l-rhamnopyranoside (2) and the new kaempferol 3-O-β-d-xylopyranosyl-(1 → 2)-α-l-rhamnopyranoside-7-O-β-d-glucopyranoside (3), named daigremontrioside. The crude extract, Kd-AC fraction, flavonoids 1 and 2 were evaluated using acyclovir-sensitive strains of HSV-1 and HSV-2. Kd-AC was highly active against HSV-1 (EC50  = 0.97 μg/ml, SI > 206.1) and HSV-2 (EC50  = 0.72 μg/ml, SI > 277.7). Flavonoids 1 and 2 showed anti-HSV-1 (EC50  = 7.4 μg/ml; SI > 27 and EC50  = 5.8 μg/ml; SI > 8.6, respectively) and anti-HSV-2 (EC50  = 9.0 μg/ml; SI > 22.2 and EC50  = 36.2 μg/ml; SI > 5.5, respectively) activities, suggesting the contribution of additional substances to the antiviral activity.

KEYWORDS:

Kalanchoe daigremontiana ; Antiviral activity; Flavonoids; Herpes viruses; Kaempferol triglycoside

PMID:
27472283
DOI:
10.1002/cbdv.201600127
[Indexed for MEDLINE]

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