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Anti-HSV-1 and HSV-2 Flavonoids and a New Kaempferol Triglycoside from the Medicinal Plant Kalanchoe daigremontiana.
Chem Biodivers. 2016 Dec; 13(12):1707-1714.CB

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.

Authors+Show Affiliations

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. Instituto de Química, Av. Athos da Silveira Ramos, 149 - Universidade Federal do Rio de Janeiro, Cidade Universitária, Rio de Janeiro, RJ, 21941-909, Brazil.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.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.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.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.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.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.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

27472283

Citation

Ürményi, Fernanda Gouvêa Gomes, et al. "Anti-HSV-1 and HSV-2 Flavonoids and a New Kaempferol Triglycoside From the Medicinal Plant Kalanchoe Daigremontiana." Chemistry & Biodiversity, vol. 13, no. 12, 2016, pp. 1707-1714.
Ürményi FG, Saraiva GD, Casanova LM, et al. Anti-HSV-1 and HSV-2 Flavonoids and a New Kaempferol Triglycoside from the Medicinal Plant Kalanchoe daigremontiana. Chem Biodivers. 2016;13(12):1707-1714.
Ürményi, F. G., Saraiva, G. D., Casanova, L. M., Matos, A. D., de Magalhães Camargo, L. M., Romanos, M. T., & Costa, S. S. (2016). Anti-HSV-1 and HSV-2 Flavonoids and a New Kaempferol Triglycoside from the Medicinal Plant Kalanchoe daigremontiana. Chemistry & Biodiversity, 13(12), 1707-1714. https://doi.org/10.1002/cbdv.201600127
Ürményi FG, et al. Anti-HSV-1 and HSV-2 Flavonoids and a New Kaempferol Triglycoside From the Medicinal Plant Kalanchoe Daigremontiana. Chem Biodivers. 2016;13(12):1707-1714. PubMed PMID: 27472283.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Anti-HSV-1 and HSV-2 Flavonoids and a New Kaempferol Triglycoside from the Medicinal Plant Kalanchoe daigremontiana. AU - Ürményi,Fernanda Gouvêa Gomes, AU - Saraiva,Georgia do Nascimento, AU - Casanova,Livia Marques, AU - Matos,Amanda Dos Santos, AU - de Magalhães Camargo,Luiza Maria, AU - Romanos,Maria Teresa Villela, AU - Costa,Sônia Soares, Y1 - 2016/11/16/ PY - 2016/04/22/received PY - 2016/07/27/accepted PY - 2016/7/30/pubmed PY - 2017/1/21/medline PY - 2016/7/30/entrez KW - Kalanchoe daigremontiana KW - Antiviral activity KW - Flavonoids KW - Herpes viruses KW - Kaempferol triglycoside SP - 1707 EP - 1714 JF - Chemistry & biodiversity JO - Chem Biodivers VL - 13 IS - 12 N2 - 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. SN - 1612-1880 UR - https://www.unboundmedicine.com/medline/citation/27472283/Anti_HSV_1_and_HSV_2_Flavonoids_and_a_New_Kaempferol_Triglycoside_from_the_Medicinal_Plant_Kalanchoe_daigremontiana_ L2 - https://doi.org/10.1002/cbdv.201600127 DB - PRIME DP - Unbound Medicine ER -