Phorone A and isophorbasone A, sesterterpenoids isolated from the marine sponge Phorbas sp.

Weihong Wang, Yehee Lee, Tae Gu Lee, Bora Mun, Awadut G. Giri, Jihye Lee, Hiyoung Kim, Dongyup Hahn, Inho Yang, Jungwook Chin, Hyukjae Choi, Sang Jip Nam, Heonjoong Kang

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Abstract

A chemical investigation of a Korean marine sponge, Phorbas sp., yielded unprecedented sesterterpenoids phorone A (1) and isophorbasone A (2) along with ansellone B (3) and phorbasone A acetate (4). Their complete structures were elucidated by the combination of spectroscopic data and chemical manipulation. Phorone A (1) and isophorbasone A (2) have the new "phorane"(5) and "isophorbasane"(6) sesterterpenoid carbon skeletons, respectively. Ansellone B (3) and phorbasone A acetate (4) exhibited potent inhibitory activity on nitric oxide production in RAW 264.7 LPS-activated mouse macrophage cells with IC50 values of 4.5 and 2.8 μM, respectively.

Original languageEnglish
Pages (from-to)4486-4489
Number of pages4
JournalOrganic Letters
Volume14
Issue number17
DOIs
StatePublished - 7 Sep 2012

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