Synthesis and biological evaluation of trehalose analogs as potential inhibitors of mycobacterial cell wall biosynthesis

Academic Article

Abstract

  • Analogs of trehalose are reported that were designed to interfere with mycolylation pathways in the mycobacterial cell wall. Several derivatives of 6,6′-dideoxytrehalose, including N, N′-dialkylamino and 6,6′-bis(sulfonamido) analogs, were prepared and evaluated for antimycobacterial activity against Mycobacterium tuberculosis H37Ra and a panel of clinical isolates of Mycobacterium avium. 6,6′-Diaminotrehalose and its diazido precursor were both inactive, but significant activity apparently related to aliphatic chain length was found among the sulfonamides, N-alkylamines, and one of the amidines. © 2002 Elsevier Science Ltd. All rights reserved.
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    Digital Object Identifier (doi)

    Author List

  • Rose JD; Maddry JA; Comber RN; Suling WJ; Wilson LN; Reynolds RC
  • Start Page

  • 105
  • End Page

  • 120
  • Volume

  • 337
  • Issue

  • 2