Design of a series of bicyclic HIV-1 integrase inhibitors. Part 2: Azoles: Effective metal chelators

Giang Le, Nick Vandegraaff, David I. Rhodes, Eric D. Jones, Jonathan A V Coates, Neeranat Thienthong, Lisa J. Winfield, Long Lu, Xinming Li, Changjiang Yu, Xiao Feng, John J. Deadman

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Abstract

Synthesis of a diverse set of azoles and their utilizations as an amide isostere in the design of HIV integrase inhibitors is described. The Letter identified thiazole, oxazole, and imidazole as the most promising heterocycles. Initial SAR studies indicated that these novel series of integrase inhibitors are amenable to lead optimization. Several compounds with low nanomolar inhibitory potency are reported.

Original languageEnglish
Pages (from-to)5909-5912
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume20
Issue number19
DOIs
Publication statusPublished - 1 Oct 2010
Externally publishedYes

Keywords

  • Inhibitor
  • Integrase
  • Metal chelator
  • Synthesis

Cite this

Le, G., Vandegraaff, N., Rhodes, D. I., Jones, E. D., Coates, J. A. V., Thienthong, N., Winfield, L. J., Lu, L., Li, X., Yu, C., Feng, X., & Deadman, J. J. (2010). Design of a series of bicyclic HIV-1 integrase inhibitors. Part 2: Azoles: Effective metal chelators. Bioorganic and Medicinal Chemistry Letters, 20(19), 5909-5912. https://doi.org/10.1016/j.bmcl.2010.07.081