title: The First Casbane Hydroperoxides EBC-304 and EBC-320 from the Australian Rainforest.
abstract: Investigation of the Australian rainforest plant Croton insularis led to isolation of the first casbane hydroperoxide diterpenes EBC-304 and EBC-320. Extensive DFT and electronic circular dichroism (ECD) calculations in combination with 2D NMR spectroscopy determined the absolute configurations. EBC-304 and EBC-320 both display significant cytotoxicity.
authors.affiliation: School of Chemistry and Molecular Biosciences, University of Queensland, Brisbane, 4072, Australia.|QIMR Berghofer Medical Research Institute, PO Royal Brisbane Hospital, Brisbane, 4029, Queensland, Australia.
authors.forename: Lidiya A
authors.initials: LA
authors.lastname: Maslovskaya
authors.affiliation: School of Chemistry and Molecular Biosciences, University of Queensland, Brisbane, 4072, Australia.
authors.forename: Andrei I
authors.initials: AI
authors.lastname: Savchenko
authors.affiliation: EcoBiotics Limited, PO Box 1, Yungaburra, 4884, Queensland, Australia.
authors.forename: Victoria A
authors.initials: VA
authors.lastname: Gordon
authors.affiliation: EcoBiotics Limited, PO Box 1, Yungaburra, 4884, Queensland, Australia.
authors.forename: Paul W
authors.initials: PW
authors.lastname: Reddell
authors.affiliation: QIMR Berghofer Medical Research Institute, PO Royal Brisbane Hospital, Brisbane, 4029, Queensland, Australia.
authors.forename: Carly J
authors.initials: CJ
authors.lastname: Pierce
authors.affiliation: QIMR Berghofer Medical Research Institute, PO Royal Brisbane Hospital, Brisbane, 4029, Queensland, Australia.
authors.forename: Peter G
authors.initials: PG
authors.lastname: Parsons
authors.affiliation: School of Chemistry and Molecular Biosciences, University of Queensland, Brisbane, 4072, Australia.
authors.forename: Craig M
authors.identifier: 0000-0002-3834-7398
authors.initials: CM
authors.lastname: Williams
mesh_terms: D001315:Australia; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002942:Circular Dichroism; D029802:Croton / Q000737:chemistry* / Q000378:metabolism; D004224:Diterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D010545:Peroxides / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D065947:Rainforest
chemical_list: D004224:Diterpenes; C000625199:EBC-304; C000625200:EBC-320; D010545:Peroxides
keywords: ECD calculations; casbanes; hydroperoxides; natural products; terpenoids