seco-Casbanes from the Australian rainforest: ECD predictions key for determining remote absolute configuration

Maslovskaya, Lidia A., Savchenko, Andrei I., Gordon, Victoria A., Reddell, Paul W., Pierce, Carly J., Parsons, Peter G. and Williams, Craig M. (2016) seco-Casbanes from the Australian rainforest: ECD predictions key for determining remote absolute configuration. European Journal of Organic Chemistry, 2016 9: 1673-1677. doi:10.1002/ejoc.201501605


Author Maslovskaya, Lidia A.
Savchenko, Andrei I.
Gordon, Victoria A.
Reddell, Paul W.
Pierce, Carly J.
Parsons, Peter G.
Williams, Craig M.
Title seco-Casbanes from the Australian rainforest: ECD predictions key for determining remote absolute configuration
Formatted title
seco-Casbanes from the Australian rainforest: ECD predictions key for determining remote absolute configuration
Journal name European Journal of Organic Chemistry   Check publisher's open access policy
ISSN 1099-0690
1434-193X
Publication date 2016-03-01
Sub-type Article (original research)
DOI 10.1002/ejoc.201501605
Open Access Status Not Open Access
Volume 2016
Issue 9
Start page 1673
End page 1677
Total pages 5
Place of publication Weinheim, Germany
Publisher Wiley-VCH
Language eng
Formatted abstract
The seco-casbane framework, first isolated from Croton insularis, is surprisingly rare. Further evaluation of this Australian rainforest plant unearthed two additional members, EBC-328 and EBC-363. TD DFT predicted electronic circular dichroism (ECD) spectra were critical for remote absolute stereochemical determination. EBC-328 displayed cytotoxic activity towards leukemia cells (K562). Potential biosynthetic relationships are discussed.
Keyword Natural products
Terpenoids
Antitumor agents
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: HERDC Pre-Audit
School of Chemistry and Molecular Biosciences
 
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Created: Sat, 12 Mar 2016, 00:47:14 EST by Mrs Louise Nimwegen on behalf of School of Chemistry & Molecular Biosciences