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DOI: 10.1055/s-0036-1578772
Cytotoxic Triterpenoids From The Leaves And Twigs Of Syzygium Corticosum
A large amount of a known triterpene, ursolic acid (6 g from 6 kg of the dried plant sample, with a yield of 0.6% w/w), and a known natural phenol, trimethylellagic acid, were isolated and identified from the leaves and twigs of Syzygium corticosum (Lour.) Merr. & L.M. Perry (Myrtaceae) collected in Vietnam. The structures of both compounds were determined by analysis of their ECD, IR, UV, NMR, and mass spectra and by comparison of these spectroscopic data with literature values, and the cytotoxicity was tested against the HT-29 human colon cancer cell line. The known compound, ursolic acid, was found to show activity, and it was regarded as the major cytotoxic principle of Syzygium corticosum. Several new analogues have been synthesized and evaluated, and it was found that both the C-3 hydroxy and the C-28 carboxyl groups play a key role in mediation of cytotoxicity of ursolic acid against HT-29 cells.