title: Four new briarane diterpenoids from Taiwanese gorgonian Junceella fragilis.
abstract: Four new 8-hydroxybriarane diterpenoids, frajunolides P-S (1-4), together with umbraculolide A, juncenolide C, junceellonoid A and juncin R, were isolated from the acetone extract of the gorgonian Junceella fragilis, collected from the southeast coast of Taiwan. Compound 1 contains an unusual pivaloyloxy group at C-2, while 3 is a rare compound having a chlorine atom on the olefinic carbon (C-6). The structures of the isolated compounds were established by extensive spectroscopic analysis, including 1D- and 2D-NMR, as well as HRMS data. Compound 1 was further confirmed by X-ray crystallographic analysis. In the anti-inflammatory test, compounds 1 and 2 exhibited moderate inhibition on superoxide anion generation and elastase release by human neutrophils in response to formylmethionylleucyl-phenylalanine/dihydrocytochalasin B (fMLP/CB).
authors.affiliation: School of Pharmacy, College of Medicine, National Taiwan University, Taipei 100, Taiwan.
authors.forename: Chia-Ching
authors.initials: CC
authors.lastname: Liaw
authors.forename: Yu-Chi
authors.initials: YC
authors.lastname: Lin
authors.forename: Yun-Sheng
authors.initials: YS
authors.lastname: Lin
authors.forename: Chung-Hsiung
authors.initials: CH
authors.lastname: Chen
authors.forename: Tsong-Long
authors.initials: TL
authors.lastname: Hwang
authors.forename: Ya-Ching
authors.initials: YC
authors.lastname: Shen
mesh_terms: D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D003571:Cytochalasin B / Q000031:analogs & derivatives / Q000494:pharmacology; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D006801:Humans; D009240:N-Formylmethionine Leucyl-Phenylalanine / Q000494:pharmacology; D009504:Neutrophils / Q000187:drug effects / Q000378:metabolism; D010196:Pancreatic Elastase / Q000378:metabolism; D013057:Spectrum Analysis; D013481:Superoxides / Q000378:metabolism; D013624:Taiwan
chemical_list: D000893:Anti-Inflammatory Agents; D004224:Diterpenes; D013481:Superoxides; C024794:dihydrocytochalasin B; D003571:Cytochalasin B; D009240:N-Formylmethionine Leucyl-Phenylalanine; D010196:Pancreatic Elastase