title: Dysideanones A-C, unusual sesquiterpene quinones from the South China Sea sponge Dysidea avara.
abstract: Dysideanones A-C (1-3), three unusual sesquiterpene quinones with unprecedented carbon skeletons, were isolated from the South China Sea sponge Dysidea avara. Their structures including absolute configurations were determined by a combination of spectroscopic analyses and calculated ECD spectra. Within the sesquiterpene quinone structures, dysideanones A (1) and B (2) share an unprecedented 6/6/6/6-fused tetracyclic carbon skeleton, while dysideanone C (3) possesses an unusual 6/6/5/6-fused tetracyclic core. Dysideanone B (2) showed cytotoxicity against two human cancer cell lines, HeLa and HepG2, with IC50 values of 7.1 and 9.4 μM, respectively.
authors.affiliation: Key Laboratory for Marine Drugs, Department of Pharmacy, Renji Hospital, Shanghai Jiao Tong University School of Medicine , Shanghai 200127, People's Republic of China.
authors.forename: Wei-Hua
authors.initials: WH
authors.lastname: Jiao
authors.forename: Ting-Ting
authors.initials: TT
authors.lastname: Xu
authors.forename: Hao-Bing
authors.initials: HB
authors.lastname: Yu
authors.forename: Guo-Dong
authors.initials: GD
authors.lastname: Chen
authors.forename: Xiao-Jun
authors.initials: XJ
authors.lastname: Huang
authors.forename: Fan
authors.initials: F
authors.lastname: Yang
authors.forename: Yu-Shan
authors.initials: YS
authors.lastname: Li
authors.forename: Bing-Nan
authors.initials: BN
authors.lastname: Han
authors.forename: Xiao-Yan
authors.initials: XY
authors.lastname: Liu
authors.forename: Hou-Wen
authors.initials: HW
authors.lastname: Lin
mesh_terms: D000818:Animals; D016227:Benzoquinones; D002681:China; D004354:Drug Screening Assays, Antitumor; D047088:Dysidea / Q000737:chemistry*; D006367:HeLa Cells; D056945:Hep G2 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D009792:Oceans and Seas; D011809:Quinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D016227:Benzoquinones; D011809:Quinones; D012717:Sesquiterpenes; C000590194:dysideanone A; C000590195:dysideanone B; C000590196:dysideanone C; C004532:quinone