(6R,7S)-7-Amino-7,8-dihydro-α-bisabolene, an Antimicrobial Metabolite from the Marine Sponge Halichondria sp.

Article abstract of DOI:10.1021/jo00376a014

The antimicrobial constitiunts of the marine sponge Halichondria sp. from Ponape have been identified as (6R,7S)-7-amino-7,8-dihydro-α-bisabolene (3) and its hydrochloride salt 4.The structure of amine 3 was determined by an X-ray crystallographic study of the corresponding symmetrical urea 5 and the absolute configuration was elucidated by chemical conversion to (6R,7e)-α-bisabolene.The urea 5, the corresponding isothiocyanate 6, and an unrelated diene 7 were also isolated from the sponge.