title: EBC-219: a new diterpene skeleton, crotinsulidane, from the Australian rainforest containing a bridgehead double bond.
abstract: EBC-219 (4), isolated from Croton insularis (Baill), was established by spectroscopic and DFT methods as the first member of a new diterpene skeletal class, uniquely defined by the presence of a bicyclo[10.2.1] bridgehead olefin. The proposed biogenetic pathway to 4 from the co-isolated natural products EBC-131 (1), EBC-180 (2) and EBC-181 (3) is highly likely. EBC-180 (2) and EBC-181 (3) showed moderate to strong cytotoxic activity against various cancer cell lines.
authors.affiliation: Queensland Institute of Medical Research, Brisbane (Australia).
authors.forename: Lidiya A
authors.initials: LA
authors.lastname: Maslovskaya
authors.forename: Andrei I
authors.initials: AI
authors.lastname: Savchenko
authors.forename: Elizabeth H
authors.initials: EH
authors.lastname: Krenske
authors.forename: Carly J
authors.initials: CJ
authors.lastname: Pierce
authors.forename: Victoria A
authors.initials: VA
authors.lastname: Gordon
authors.forename: Paul W
authors.initials: PW
authors.lastname: Reddell
authors.forename: Peter G
authors.initials: PG
authors.lastname: Parsons
authors.forename: Craig M
authors.initials: CM
authors.lastname: Williams
mesh_terms: D001315:Australia; D001688:Biological Products / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D004224:Diterpenes / Q000737:chemistry* / Q000633:toxicity; D019073:HT29 Cells; D006367:HeLa Cells; D006801:Humans; D020014:K562 Cells; D061986:MCF-7 Cells; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation
chemical_list: D001688:Biological Products; D004224:Diterpenes; C000597344:EBC-219
keywords: EBC-219; bridgehead olefins; crotinsulidanes; natural products; structure eludication