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

doi:10.1021/ol3019874

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

School of Food Science & Biotechnology

Research output: Contribution to journal › Article › peer-review

32 Scopus citations

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 language	English
Pages (from-to)	4486-4489
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	17
DOIs	https://doi.org/10.1021/ol3019874
State	Published - 7 Sep 2012

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10.1021/ol3019874

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

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.",

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

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doi = "10.1021/ol3019874",

language = "English",

volume = "14",

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TY - JOUR

T1 - Phorone A and isophorbasone A, sesterterpenoids isolated from the marine sponge Phorbas sp.

AU - Wang, Weihong

AU - Lee, Yehee

AU - Lee, Tae Gu

AU - Mun, Bora

AU - Giri, Awadut G.

AU - Lee, Jihye

AU - Kim, Hiyoung

AU - Hahn, Dongyup

AU - Yang, Inho

AU - Chin, Jungwook

AU - Choi, Hyukjae

AU - Nam, Sang Jip

AU - Kang, Heonjoong

PY - 2012/9/7

Y1 - 2012/9/7

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AB - 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.

UR - https://www.scopus.com/pages/publications/84866042792

U2 - 10.1021/ol3019874

DO - 10.1021/ol3019874

M3 - Article

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SN - 1523-7060

VL - 14

SP - 4486

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JO - Organic Letters

JF - Organic Letters

IS - 17

ER -

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

Abstract

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