Abstract

Four new tetragalloylquinic acids, 3,5-di-O-galloyl-4-O-digalloylquinic acid (2), 3,4-di-O-galloyl-5-O-digalloylquinic acid (3), 3-O-digalloyl-4,5-di-O-galloylquinic acid (4), and 1,3,4,5-tetra-O-galloylquinic acid (5), were isolated and characterized from a commercial tannic acid as a new class of human immunodeficiency virus (HIV) reverse transcriptase (RT) inhibitor. Compounds 2, 3 and 4 inhibit HIV RT activity 90, 89 and 84% at 100 μM and 73, 70 and 63% at 30 μM, respectively. Compounds 2–5 also inhibit the HIV growth in cells in the range of 61–70% with low cytotoxicity at 25 μM. The HIV cell growth inhibitory effects of these compounds at 25 μM and 6.25 μM (44–57%) are comparable to their effects against the HIV RT at 30 μM and 10 μM, respectively. The inhibitory effect of 3 against DNA polymerases indicates that the selective antiviral action of 3 is determined by more than its action with HIV RT.

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