Synthesis of putative chain terminators of mycobacterial arabinan biosynthesis

Org Biomol Chem. 2007 Jul 21;5(14):2257-66. doi: 10.1039/b704788f. Epub 2007 Jun 8.

Abstract

The synthesis of a variety of arabinose derivatives that have been modified at C-5 was achieved from d-arabinose. The 5-fluoro and 5-methoxy compounds were converted into the corresponding farnesyl phosphodiesters as putative chain terminators of mycobacterial arabinan biosynthesis. Biological testing of these materials revealed no effective anti-mycobacterial activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antitubercular Agents / chemical synthesis*
  • Antitubercular Agents / chemistry
  • Arabinose / analogs & derivatives*
  • Arabinose / chemical synthesis
  • Arabinose / chemistry
  • Mycobacterium / enzymology
  • Pentosyltransferases / antagonists & inhibitors
  • Polysaccharides / biosynthesis*

Substances

  • Antitubercular Agents
  • Polysaccharides
  • arabinofuranose
  • araban
  • Arabinose
  • Pentosyltransferases
  • arabinosyltransferase