4-(alpha-rhamnopyranosyl)ellagic-acid and Leukemia-P388

A new ellagic acid derivative (1) was isolated from the branches of Combretum yunnanensis, and its structure was assigned as 4-(4' '-O-acetyl-alpha-rhamnopyranosyl)ellagic acid by analysis of its spectral data. Total synthesis of 1 was achieved by the glycosylation of 3,3'-di-O-benzylellagic acid (5) with 4-O-acetyl-2,3-di-O-benzyl-l-rhamnose (4) as a key reaction, and the absolute configuration of 1 was determined. Compound 1 showed weak inhibitory activity against the growth of various tumor cells and inhibited HIV-1 protease.

Topics: Animals; Antineoplastic Agents, Phytogenic; Combretum; Doxorubicin; Drugs, Chinese Herbal; Ellagic Acid; HIV Protease Inhibitors; Inhibitory Concentration 50; Leukemia P388; Mice; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular