Enantiospecific synthesis of the heparanase inhibitor (+)-trachyspic acid and stereoisomers from a common precursor

Zammit, S. C., Ferro, V., Hammond, E. and Rizzacasa, M. A. (2007) Enantiospecific synthesis of the heparanase inhibitor (+)-trachyspic acid and stereoisomers from a common precursor. Organic and Biomolecular Chemistry, 5 17: 2826-2834. doi:10.1039/b708594j


Author Zammit, S. C.
Ferro, V.
Hammond, E.
Rizzacasa, M. A.
Title Enantiospecific synthesis of the heparanase inhibitor (+)-trachyspic acid and stereoisomers from a common precursor
Journal name Organic and Biomolecular Chemistry   Check publisher's open access policy
ISSN 1477-0520
Publication date 2007
Sub-type Article (original research)
DOI 10.1039/b708594j
Open Access Status Not Open Access
Volume 5
Issue 17
Start page 2826
End page 2834
Total pages 9
Editor Vikki Allen
Place of publication Cambridge, United Kingdom
Publisher Royal Society of Chemistry
Language eng
Formatted abstract
The total synthesis of natural (+)-trachyspic acid and its enantiomer is described starting from a common 2-deoxy-d-ribose derivative. The synthesis of the corresponding C3 epimers from the same starting material is also described. Each stereoisomer was assayed for heparanase inhibition.
© The Royal Society of Chemistry.
Keyword Epimers
Heparanase inhibition
Stereoisomers
Trachyspic acid
Enantioselectivity
Stereochemistry
Enzyme Inhibitors
Q-Index Code C1

Document type: Journal Article
Sub-type: Article (original research)
Collections: Excellence in Research Australia (ERA) - Collection
School of Chemistry and Molecular Biosciences
 
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