title: Chemistry and tumor cell growth inhibitory activity of 11,20-epoxy-3Z,5(6)E-diene briaranes from the South China Sea gorgonian Dichotella gemmacea.
abstract: Eighteen new 11,20-epoxy-3Z,5E-dien briaranes, gemmacolides AA-AR (1-18), were isolated together with three known analogs, dichotellides F (19) and I (20), and juncenolide C (21), from the South China Sea gorgonian Dichotella gemmacea. The structures of the compounds were elucidated by detailed spectroscopic analysis and comparison with reported data. The absolute configuration was determined based on the ECD experiment. In the in vitro bioassay, compounds 1-3, 5, 6, 8-12, and 14-19 exhibited different levels of growth inhibition activity against A549 and MG63 cell lines. Preliminary structure-activity analysis suggests that 12-O-isovalerate may increase the activity whereas 13- or 14-O-isovalerate may decrease the activity. Contribution of substitutions at C-2 and C-16 remains uncertain.
authors.affiliation: Research Center for Marine Drugs, and Department of Pharmacology, School of Pharmacy, Second Military Medical University, 325 Guo-He Road, Shanghai 200433, China. licuiwan@163.com
authors.forename: Cui
authors.initials: C
authors.lastname: Li
authors.forename: Mei
authors.initials: M
authors.lastname: Jiang
authors.forename: Ming-Ping
authors.initials: MP
authors.lastname: La
authors.forename: Tie-Jun
authors.initials: TJ
authors.lastname: Li
authors.forename: Hua
authors.initials: H
authors.lastname: Tang
authors.forename: Peng
authors.initials: P
authors.lastname: Sun
authors.forename: Bao-Shu
authors.initials: BS
authors.lastname: Liu
authors.forename: Yang-Hua
authors.initials: YH
authors.lastname: Yi
authors.forename: Zhiyong
authors.initials: Z
authors.lastname: Liu
authors.forename: Wen
authors.initials: W
authors.lastname: Zhang
mesh_terms: D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002681:China; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009369:Neoplasms / Q000188:drug therapy* / Q000473:pathology; D009792:Oceans and Seas; D013057:Spectrum Analysis; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D004224:Diterpenes