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image/svg+xml Jakob Voss, based on art designer at PLoS, modified by Wikipedia users Nina and Beao Closed Access logo, derived from PLoS Open Access logo. This version with transparent background. http://commons.wikimedia.org/wiki/File:Closed_Access_logo_transparent.svg Jakob Voss, based on art designer at PLoS, modified by Wikipedia users Nina and Beao Phytochemistryarrow_drop_down
image/svg+xml Jakob Voss, based on art designer at PLoS, modified by Wikipedia users Nina and Beao Closed Access logo, derived from PLoS Open Access logo. This version with transparent background. http://commons.wikimedia.org/wiki/File:Closed_Access_logo_transparent.svg Jakob Voss, based on art designer at PLoS, modified by Wikipedia users Nina and Beao
Phytochemistry
Article . 2009 . Peer-reviewed
License: Elsevier TDM
Data sources: Crossref
Phytochemistry
Article . 2009
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Khayanolides from African mahogany Khaya senegalensis (Meliaceae): A revision

Authors: Huaping, Zhang; Junjie, Tan; Don, Vanderveer; Xi, Wang; Michael J, Wargovich; Feng, Chen;

Khayanolides from African mahogany Khaya senegalensis (Meliaceae): A revision

Abstract

Five khayanolides (1-O-acetylkhayanolide B 1, khayanolide B 2, khayanolide E 3, 1-O-deacetylkhayanolide E 4, 6-dehydroxylkhayanolide E 5) were isolated from the stem bark of African mahogany Khaya senegalensis (Meliaceae). Their structures and absolute configurations were determined through extensive spectroscopic analyses including MS, NMR, and single-crystal X-ray diffraction experiments. The results established that two previously reported khayanolides, 1alpha-acetoxy-2beta,3alpha,6,8alpha,14beta-pentahydroxy-[4.2.1(10,30).1(1,4)]-tricyclomeliac-7-oate 6 and 1alpha,2beta,3alpha,6,8alpha,14beta-hexahydroxy-[4.2.1(10,30).1(1,4)]-tricyclomeliac-7-oate 7, were, in fact, 1-O-acetylkhayanolide B 1 and khayanolide B 2, and that the two reported phragmalin derivatives, methyl 1alpha-acetoxy-6,8alpha,14beta,30beta-tetrahydroxy-3-oxo-[3.3.1(10,2).1(1,4)]-tricyclomeliac-7-oate 8 and methyl 1alpha,6,8alpha,14beta,30beta-pentahydroxy-3-oxo-[3.3.1(10,2).1(1,4)]-tricyclomeliac-7-oate 9, were, in fact, khayanolide E 3 and 1-O-deacetylkhayanolide E 4, respectively. Based on the results from this study and consideration of the biogenetic pathway, the methyl 6-hydroxyangolensate in African mahogany K. senegalensis should have a C-6 S configuration while methyl 6-hydroxyangolensate in genuine mahogany Swietenia species should have a C-6 R configuration.

Related Organizations
Keywords

Magnetic Resonance Spectroscopy, Molecular Structure, Africa, Meliaceae, Crystallography, X-Ray, Furans

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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
39
Top 10%
Top 10%
Top 10%
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