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J Nat Prod. 2012 Aug 24;75(8):1451-8. doi: 10.1021/np300345j. Epub 2012 Aug 7.

Halicloic acids A and B isolated from the marine sponge Haliclona sp. collected in the Philippines inhibit indoleamine 2,3-dioxygenase.

Author information

1
Department of Chemistry, University of British Columbia, Vancouver, B.C., Canada, V6T 1Z1.

Abstract

Two new merohexaprenoids, halicloic acids A (1) and B (2), have been isolated from the marine sponge Haliclona (Halichoclona) sp. collected in the Philippines. The glycolic acids 1 and 2 slowly decomposed during acquisition of NMR data to aldehydes 3 and 4, respectively, via an oxidative decarboxylation. Halicloic acid B (2) has the new rearranged "haliclane" meroterpenoid carbon skeleton. The halicloic acids 1 and 2 are indoleamine 2,3-dioxygenase inhibitors that are significantly more active than the decomposition products 3 and 4.

PMID:
22873824
DOI:
10.1021/np300345j
[Indexed for MEDLINE]

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