Issue 30, 2012

Synthesis of selective inhibitors against V. cholerae sialidase and human cytosolic sialidase NEU2

Abstract

Sialidases or neuraminidases catalyze the hydrolysis of terminal sialic acid residues from sialyl oligosaccharides and glycoconjugates. Despite successes in developing potent inhibitors specifically against influenza virus neuraminidases, the progress in designing and synthesizing selective inhibitors against bacterial and human sialidases has been slow. Guided by sialidase substrate specificity studies and sialidase crystal structural analysis, a number of 2-deoxy-2,3-dehydro-N-acetylneuraminic acid (DANA or Neu5Ac2en) analogues with modifications at C9 or at both C5 and C9 were synthesized. Inhibition studies of various bacterial sialidases and human cytosolic sialidase NEU2 revealed that Neu5Gc9N32en and Neu5AcN39N32en are selective inhibitors against V. cholerae sialidase and human NEU2, respectively.

Graphical abstract: Synthesis of selective inhibitors against V. cholerae sialidase and human cytosolic sialidase NEU2

Supplementary files

Article information

Article type
Paper
Submitted
16 vlj 2012
Accepted
08 svi 2012
First published
08 svi 2012

Org. Biomol. Chem., 2012,10, 6112-6120

Synthesis of selective inhibitors against V. cholerae sialidase and human cytosolic sialidase NEU2

Z. Khedri, Y. Li, H. Cao, J. Qu, H. Yu, M. M. Muthana and X. Chen, Org. Biomol. Chem., 2012, 10, 6112 DOI: 10.1039/C2OB25335F

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements