An improved synthetic route to the potent angiogenesis inhibitor benzyl manα(1→3)-Manα(1→3)-Manα(1→3) -Manα(1→2)-Man Hexadecasulfate

Liu, LG, Johnstone, KD, Fairweather, JK, Dredge, K and Ferro, V (2009) An improved synthetic route to the potent angiogenesis inhibitor benzyl manα(1→3)-Manα(1→3)-Manα(1→3) -Manα(1→2)-Man Hexadecasulfate. Australian Journal of Chemistry, 62 6: 546-552. doi:10.1071/CH09015


Author Liu, LG
Johnstone, KD
Fairweather, JK
Dredge, K
Ferro, V
Title An improved synthetic route to the potent angiogenesis inhibitor benzyl manα(1→3)-Manα(1→3)-Manα(1→3) -Manα(1→2)-Man Hexadecasulfate
Journal name Australian Journal of Chemistry   Check publisher's open access policy
ISSN 0004-9425
Publication date 2009
Sub-type Article (original research)
DOI 10.1071/CH09015
Volume 62
Issue 6
Start page 546
End page 552
Total pages 7
Place of publication Australia
Publisher CSIRO Publishing
Language eng
Subject 03 Chemical Sciences
Formatted abstract
An improved synthetic route to α(1→3)/α(1→2)-linked mannooligosaccharides has been developed and applied to a more efficient preparation of the potent anti-angiogenic sulfated pentasaccharide, benzyl Manα(1→3)-Manα(1→3)-Manα(1→3)-Manα(1→2)-Man hexadecasulfate, using only two monosaccharide building blocks. Of particular note are improvements in the preparation of both building blocks and a simpler, final deprotection strategy. The route also provides common intermediates for the introduction of aglycones other than benzyl, either at the building block stage or after oligosaccharide assembly. The anti-angiogenic activity of the synthesized target compound was confirmed via the rat aortic assay.
Q-Index Code C1
Q-Index Status Provisional Code

Document type: Journal Article
Sub-type: Article (original research)
Collection: Institute for Molecular Bioscience - Publications
 
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Created: Wed, 22 Sep 2010, 14:03:44 EST by Laura McTaggart on behalf of Institute for Molecular Bioscience