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 IC(50) values of 4.5 and 2.8 μM, respectively.
authors.affiliation: Center for Marine Natural Products and Drug Discovery, School of Earth and Environmental Sciences, and Research Institute of Oceanography, Seoul National University, NS-80, Seoul, 151-747, Korea.
authors.forename: Weihong
authors.initials: W
authors.lastname: Wang
authors.forename: Yehee
authors.initials: Y
authors.lastname: Lee
authors.forename: Tae Gu
authors.initials: TG
authors.lastname: Lee
authors.forename: Bora
authors.initials: B
authors.lastname: Mun
authors.forename: Awadut G
authors.initials: AG
authors.lastname: Giri
authors.forename: Jihye
authors.initials: J
authors.lastname: Lee
authors.forename: Hiyoung
authors.initials: H
authors.lastname: Kim
authors.forename: Dongyup
authors.initials: D
authors.lastname: Hahn
authors.forename: Inho
authors.initials: I
authors.lastname: Yang
authors.forename: Jungwook
authors.initials: J
authors.lastname: Chin
authors.forename: Hyukjae
authors.initials: H
authors.lastname: Choi
authors.forename: Sang-Jip
authors.initials: SJ
authors.lastname: Nam
authors.forename: Heonjoong
authors.initials: H
authors.lastname: Kang
mesh_terms: D000818:Animals; D007659:Ketones; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects; D008386:Marine Biology; D051379:Mice; D015394:Molecular Structure; D009569:Nitric Oxide / Q000096:biosynthesis; D011161:Porifera / Q000737:chemistry*; D054830:Sesterterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D007659:Ketones; D008070:Lipopolysaccharides; D054830:Sesterterpenes; C579060:isophorbasone A; C579059:phorone A; D009569:Nitric Oxide; C018637:phorone