Constituents of Conospermum brachyphyllum. Improved Methods for the Isolation and Synthesis of (+)-Conocurvone and the Structure of (+)-Brachyphyllone

J.A. Armstrong; R.W. Baker; W.M. Best; L.T. Byrne; J.R. Cannon; S.M. Colegate; A.R. Gray; N.G. Marchant; N. Rothnie; M.V. Sargent; C.G. Sims; Z.E. Spadek; R.D. Trengove

doi:10.1071/C98143

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Constituents of Conospermum brachyphyllum. Improved Methods for the Isolation and Synthesis of (+)-Conocurvone and the Structure of (+)-Brachyphyllone

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Constituents of Conospermum brachyphyllum. Improved Methods for the Isolation and Synthesis of (+)-Conocurvone and the Structure of (+)-Brachyphyllone

J.A. Armstrong, R.W. Baker, W.M. Best, L.T. Byrne, J.R. Cannon, S.M. Colegate, A.R. Gray, N.G. Marchant, N. Rothnie, M.V. Sargent, …

Australian Journal of Chemistry, Vol.52(1), pp.57-62

1999

DOI: https://doi.org/10.1071/C98143

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Abstract

Improved methods have been devised for the isolation of (+)-conocurvone (1) from the roots of Conospermum brachyphyllum Lindl. and for its synthesis. The isolation of (R)-(+)-9-hydroxy-3-(4′-hydroxy-4′-methylpentan-1′-yl)-3,8-dimethyl-3H-naphtho[2,1-b]pyran-7,10-dione [(+)-brachyphyllone] (2), a minor constituent of this species, its structural elucidation and partial synthesis are also described. 8-C-Methylteretifolione-B (9) and 8-C-methyl-9-O-methylteretifolione-B (10), as well as the previously isolated (+)-teretifolione-B (8), also occur in this plant.

Details

Title: Constituents of Conospermum brachyphyllum. Improved Methods for the Isolation and Synthesis of (+)-Conocurvone and the Structure of (+)-Brachyphyllone
Authors/Creators: J.A. Armstrong (Author/Creator)
R.W. Baker (Author/Creator)
W.M. Best (Author/Creator)
L.T. Byrne (Author/Creator)
J.R. Cannon (Author/Creator)
S.M. Colegate (Author/Creator)
A.R. Gray (Author/Creator)
N.G. Marchant (Author/Creator)
N. Rothnie (Author/Creator)
M.V. Sargent (Author/Creator)
C.G. Sims (Author/Creator)
Z.E. Spadek (Author/Creator)
R.D. Trengove (Author/Creator)
Publication Details: Australian Journal of Chemistry, Vol.52(1), pp.57-62
Publisher: Commonwealth Scientific and Industrial Research Organization Publishing
Identifiers: 991005540867107891
Copyright: © CSIRO 1999
Murdoch Affiliation: School of Veterinary and Biomedical Sciences
Language: English
Resource Type: Journal article

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Collaboration types: Domestic collaboration
Citation topics: 1 Clinical & Life Sciences; 1.219 Cancer Drugs; 1.219.1527 Naphthoquinone Derivatives
Web Of Science research areas: Chemistry, Multidisciplinary
ESI research areas: Chemistry