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  1. Journal of Natural Products
  2. Year: 2008, Volume: 71
  3. Year: 2008, Volume: 71, Issue: 10
  4. Cycloartane Glycosides from Sutherlandia frutescens
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Cycloartane Glycosides from Sutherlandia frutescens
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Cycloartane Glycosides from Sutherlandia frutescens

Content Provider PubMed Central
Author Fu, Xiang Li, Xing-cong Smillie, Troy J. Carvalho, Paulo Mabusela, Wilfred James, Syce Johnson, Quinton Folk, William Avery, Mitchell A. Khan, Ikhlas A.
Copyright Year 2008
Abstract Four new cycloartane glycosides, sutherlandiosides A–D (1–4), were isolated from the South African folk medicine Sutherlandia frutescens and their structures established by spectroscopic methods and X-ray crystallography as 1S,3R,24S,25-tetrahydroxy-7S,10S-epoxy-9,10-seco-9,19-cyclolanost-9(11)-ene 25-O-β-d-glucopyranoside (1), 3R,7S,24S,25-tetrahydroxycycloartan-1-one 25-O-β-d-glucopyranoside (2), 3R,24S,25-trihydroxycycloartane-1,11-dione 25-O-β-d-glucopyranoside (3), and 7S,24S,25-trihydroxycycloart-2-en-1-one 25-O-β-d-glucoyranoside (4). Compound 1 represents the first secocycloartane skeleton possessing a 7,10-oxygen bridge. Compounds 2–4 are also the first examples of naturally occurring cycloartanes with a C-1 ketone functionality. Biosynthetic considerations and chemical evidence suggest that the presence of the C-1 ketone in 2 may facilitate the ring opening of the strained cyclopropane system.
Related Links http://dx.doi.org/10.1021/np800328r
Ending Page 1753
Page Count 5
Starting Page 1749
File Format PDF
ISSN 01633864
e-ISSN 15206025
Journal Journal of natural products
Issue Number 10
Volume Number 71
Language English
Publisher Date 2008-10-24
Access Restriction Open
Subject Keyword Organic Chemistry Complementary and alternative medicine Analytical Chemistry Molecular Medicine Pharmacology Drug Discovery Pharmaceutical Science Research in Higher Education
Content Type Text
Resource Type Article
Subject Organic Chemistry Analytical Chemistry Drug Discovery Molecular Medicine Pharmacology Complementary and Alternative Medicine Pharmaceutical Science
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