A New Flavonol Glycoside Gallate Ester from Acer okamotoanum and Its Inhibitory Activity against Human Immunodeficiency Virus-1 (HIV-1) Integrase

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Abstract
Bioassay-directed chromatographic fractionation of an ethyl acetate extract of the leaves of Acer okamotoanum using HIV-1 integrase afforded a new acylated flavonol glycoside, quercetin 3-O-(2‘‘,6‘‘-O-digalloyl)-β-d-galactopyranoside (1), together with six known flavonol glycosides and three known phenolic compounds. The structure of the new compound was determined by spectroscopic methods. The most active compounds were quercetin 3-O-(2‘‘-galloyl)-α-l-arabinopyranoside (6) and 1, which exhibited IC50 values of 18.1 ± 1.3 and 24.2 ± 6.6 μg/mL, respectively, against HIV-1 integrase.