Flavonol monoglycosides isolated from the antiviral fractions ofPersea americana (Lauraceae) leaf infusion

Autor: Isabela Cristina Simoni, M. D. Wigg, A. P. de Almeida, M. H. C. Lagrota, M. M. F. S. Miranda, Sônia Soares Costa
Rok vydání: 1998
Předmět:
Zdroj: Phytotherapy Research. 12:562-567
ISSN: 1099-1573
0951-418X
DOI: 10.1002/(sici)1099-1573(199812)12:8<562::aid-ptr356>3.0.co;2-6
Popis: An infusion of Persea americana leaves (Lauraceae) strongly inhibited herpes simplex virus type 1 (HSV1), Aujeszky’s disease virus (ADV) and adenovirus type 3 (AD3) in cell cultures. Its fractionation, guided by anti-HSV-1 and ADV assays, allowed the isolation and identification of two new flavonol monoglycosides, kaempferol and quercetin 3-O-a-D-arabinopyranosides, along with the known kaempferol 3-O-a-Lrhamnopyranoside (afzelin), quercetin 3-O-a-L-rhamnopyranoside (quercitrin), quercetin 3-O-b-glucopyranoside and quercetin. The known quercetin 3-O-b-galactopyranoside was identified in a mixture. Afzelin and quercetin 3-O-a-D-arabinopyranoside showed higher activity against acyclovir-resistant HSV-1. Chlorogenic acid significantly inhibited the HSV-1 replication without any cytotoxicity. However, all the substances tested were less active than the infusion or fractions. The same substances did not affect ADV replication. Chemical structures were elucidated by the analysis of UV, 1 H and 13 C NMR data, mainly by APT, homo and heteronuclear COSY experiments. The configuration of theD-arabinose unit, not usual in natural plant products, was established on the basis of the optical rotation of the free sugar obtained after acid hydrolysis. # 1998 John Wiley & Sons, Ltd. Phytother. Res. 12, 562‐567 (1998)
Databáze: OpenAIRE