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New Casbanes and the First trans-Cyclopropane seco-Casbane from the Australian Rainforest Plant Croton insularis.
Maslovskaya, Lidiya A; Savchenko, Andrei I; Pierce, Carly J; Boyle, Glen M; Gordon, Victoria A; Reddell, Paul W; Parsons, Peter G; Williams, Craig M.
Afiliação
  • Maslovskaya LA; School of Chemistry and Molecular Biosciences, University of Queensland, Brisbane, 4072, Queensland, Australia.
  • Savchenko AI; QIMR Berghofer Medical Research Institute, PO Royal Brisbane Hospital, 4029, Queensland, Australia.
  • Pierce CJ; School of Chemistry and Molecular Biosciences, University of Queensland, Brisbane, 4072, Queensland, Australia.
  • Boyle GM; QIMR Berghofer Medical Research Institute, PO Royal Brisbane Hospital, 4029, Queensland, Australia.
  • Gordon VA; QIMR Berghofer Medical Research Institute, PO Royal Brisbane Hospital, 4029, Queensland, Australia.
  • Reddell PW; EcoBiotics Limited, P.O. Box 1, Yungaburra, 4884, Queensland, Australia.
  • Parsons PG; EcoBiotics Limited, P.O. Box 1, Yungaburra, 4884, Queensland, Australia.
  • Williams CM; QIMR Berghofer Medical Research Institute, PO Royal Brisbane Hospital, 4029, Queensland, Australia.
Chemistry ; 25(6): 1525-1534, 2019 Jan 28.
Article em En | MEDLINE | ID: mdl-30601580
ABSTRACT
Investigation of the Australian rainforest plant Croton insularis revealed seven new cis-, two new trans-cyclopropane casbanes, and the first trans-cyclopropane seco-casbane. The relative configuration of the cyclopropane moiety for all compounds (EBC-182, 217, 218, 220, 343, 357, 358, 361, 365, 373; EBC=EcoBiotics Compound) was assigned using 13 C NMR data. Comparison of the experimental electronic circular dichroism (ECD) spectra with the theoretical curves, calculated by TD-DFT at the B3LYP/6-31+G**//B3LYP/6-31+G** level, in conjunction with NOE data afforded the absolute configuration. EBC-180, 181 and 220 displayed potent activity against cervical carcinoma (HeLa cells).
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2019 Tipo de documento: Article
Texto completo
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2019 Tipo de documento: Article