Abstract
ent-12,34-Oxamanzamines E ( 1 ) and F ( 2 ), as well as 12,34-oxamanzamine A ( 4 ) were isolated from three Indo-Pacific sponges and their structures were assigned on the basis of spectroscopic data. The biocatalytic transformation of ent-8-hydroxymanzamine A ( 3 ) to 2 , using Nocardia sp. ATCC 21145 and Fusarium oxysporium ATCC 7601, has also been achieved. These compounds possess a novel ring system generated through a new ether bridge formed between carbons 12 and 34 of the typical manzamine structure. Ten heterotrophic bacterial isolates, including actinomycetes and α-proteobacteria, were isolated from one of these sponges in a preliminary effort to identify a possible microbial origin for these compounds. The potent activity of the manzamines against malaria and the AIDS OI pathogen, Mycobacterium tuberculosis, is also presented.
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