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New calamenene sesquiterpenes from Tarenna madagascariensis

2007; Taylor & Francis; Volume: 21; Issue: 2 Linguagem: Inglês

10.1080/14786410600899084

1478-6427

Mostafa Salmoun, J. C. Braekman, Y. Ranarivelo, Richard Rasamoelisendra, Dimby Andrianina RALAMBOMANANA, Janique Dewelle, Francis Darro, Róbert Kiss,

Phytochemical compounds biological activities

Four calamenene sequiterpenes, (+)-(7R,10S)-15-hydroxycalamenene (3), (+)-(7R,10S)-2,15-dihydroxycalamenene (4), (+)-(7R,10S)-2-hydroxy-15-calamenal (5), (+)-(7R,10S)-15-calamenal (6), along with the amorphane sesquiterpene (+)-(1S,6R,7R,10S)-1-hydroxy-3-oxo-amorph-4-ene (16), have been isolated from the Madagascan shrub Tarenna madagascariensis (Rubiaceae) and their structures determined by spectroscopic methods and chemical correlations. Furthermore, five known related sesquiterpenes [(+)-(7R,10S)-2-hydroxycalamenene (1), (+)-(7R,10S)-3-hydroxycalamenene (2), (-)-alpha-cadinol (13), cadinenal (14), 6-epicadinenal (15)], and three known lignans [(-)-hinokinin, (-)-dihydrocubebin, (-)-cubebin] were also isolated from the same plant. This is the first report of compounds 3, 4, 5, 6, and 16 from a natural source.