Alotaketals A and B, sesterterpenoids from the marine sponge Hamigera species that activate the cAMP cell signaling pathway

Roberto Forestieri; Catherine E Merchant; Nicole J de Voogd; Teatulohi Matainaho; Timothy J Kieffer; Raymond J Andersen

doi:10.1021/ol902066e

Alotaketals A and B, sesterterpenoids from the marine sponge Hamigera species that activate the cAMP cell signaling pathway

Org Lett. 2009 Nov 19;11(22):5166-9. doi: 10.1021/ol902066e.

Authors

Roberto Forestieri¹, Catherine E Merchant, Nicole J de Voogd, Teatulohi Matainaho, Timothy J Kieffer, Raymond J Andersen

Affiliation

¹ Department of Chemistry and Earth & Ocean Sciences, University of British Columbia, Vancouver, British Columbia, Canada V6T 1Z1.

PMID: 19873990
DOI: 10.1021/ol902066e

Abstract

The new sesterterpenoids alotaketals A (1) and B (2) have been isolated from extracts of the marine sponge Hamigera sp. collected in Papua New Guinea. Their chemical structures were elucidated by analysis of spectroscopic data. Alotaketals A and B have the unprecedented alotane carbon skeleton, and they activate the cAMP cell signaling pathway with EC(50)'s of 18 and 240 nM, respectively.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Cell Line
Cyclic AMP / metabolism*
Humans
Molecular Conformation
Porifera / chemistry*
Sesterterpenes / chemistry
Sesterterpenes / isolation & purification*
Sesterterpenes / pharmacology*
Signal Transduction / drug effects*
Species Specificity
Stereoisomerism

Substances

Sesterterpenes
alotaketal A
alotaketal B
Cyclic AMP