Phorone A and Isophorbasone A, Sesterterpenoids Isolated from the Marine Sponge Phorbas sp.

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2012-08-24 DOI:10.1021/ol3019874

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*

引用次数: 27

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.

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海绵Phorbas sp.中分离的甾体萜类化合物phonone A和Isophorbasone A。

对韩国海绵Phorbas sp.进行了化学研究，发现了前所未有的甾萜类化合物:酮A(1)和异磷basone A(2)，以及安斯隆B(3)和磷basone A acetate(4)。通过光谱数据和化学操作相结合，阐明了它们的完整结构。phoneone A(1)和isohorbasone A(2)分别具有新的“phorane”(5)和“isohorbasane”(6)酯萜类碳骨架。安眠酮B(3)和磷basone A acetate(4)对RAW 264.7 lps激活的小鼠巨噬细胞产生一氧化氮的抑制作用显著，IC50值分别为4.5 μM和2.8 μM。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.