New calamenene sesquiterpenes from Tarenna madagascariensis |
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Authors: | Salmoun M Braekman J C Ranarivelo Y Rasamoelisendra R Ralambomanana D Dewelle J Darro F Kiss R |
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Institution: | Service de Chimie Organique (CP 160/06), Faculté des Sciences, Université Libre de Bruxelles, 50 Avenue F.D. Roosevelt, 1050 Bruxelles, Belgique. |
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Abstract: | 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. |
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