Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science

Two Epimeric Dibromo Nitriles From the Australian Sponge Aplysina laevis

RJ Capon and JK Macleod

Australian Journal of Chemistry 40(2) 341 - 346
Published: 1987


Two dibromo nitriles, (1′R,5′S,6′S)-2-(3′,5′-dibromo-1′,6′-dihydroxy-4′-oxocyclohex-2′- enyl) acetonitrile (5) and the (l′R,5′R,6′S) epimer (6), possessing antimicrobial activity, have been isolated from the sponge Aplysina laevis (Carter). Cometabolites (+)-aeroplysinin-1 (1) and the dibromo ketone (2) were also identified. Structures (5) and (6) were assigned on the basis of spectroscopic evidence and synthesis from (1).

© CSIRO 1987

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