ANTIBACTERIAL TRITERPENOID ACIDS FROM DILLENIA-PAPUANA

Three new oleanene-type triterpenoids, dillenic acids A [1], B [2], an d C [3], and two known compounds, 3-oxoolean-1,12-dien-30-oic acid [4] (a new natural product) and the lupene derivative betulinaldehyde, ha ve been isolated from the Papua New guinean medicinal plant Dillenia p apuana. The structures of the new compounds were elucidated as 2 alpha -hydroxy-3-oxoolean-12-en-30-oic acid, 2-oxo-3 beta-hydroxyolean-12-en -30-oic acid and 1 alpha-hydroxy-3-oxoolean-12-en-30-oic acid. The H-1 - and C-13-nmr data of all new compounds were assigned unambiguously u sing a variety of 2D nmr experiments including H-1-H-1-COSY, HMQC, HMB C, and NOESY experiments. Of these compounds, 1-4 showed antibacterial activities against Bacillus subtilis, Escherichia coli, and Micrococc us luteus.