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Issue 17, 2007
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Enantiospecific synthesis of the heparanase inhibitor (+)-trachyspic acid and stereoisomers from a common precursor

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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.

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

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Article information


Submitted
06 Jun 2007
Accepted
20 Jun 2007
First published
26 Jul 2007

Org. Biomol. Chem., 2007,5, 2826-2834
Article type
Paper

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

S. C. Zammit, V. Ferro, E. Hammond and M. A. Rizzacasa, Org. Biomol. Chem., 2007, 5, 2826
DOI: 10.1039/B708594J

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