Discovery of novel isoxazolines as anti-tuberculosis agents

Rajendra P. Tangallapally, Dianqing Sun, Rakesh, Nageshwar Budha, Robin E.B. Lee, Anne J.M. Lenaerts, Bernd Meibohm, Richard E. Lee

Research output: Contribution to journalArticle

62 Citations (Scopus)

Abstract

Nitrofuranyl isoxazolines with increased proteolytic stability over nitrofuranyl amides were designed and synthesized leading to discovery of several compounds with potent in vitro anti-tuberculosis activity. However, their in vivo activity was limited by high protein binding and poor distribution. Consequently, a series of non-nitrofuran containing isoxazolines were prepared to determine if the core had residual anti-tuberculosis activity. This led to the discovery of novel isoxazoline 12 as anti-tuberculosis agent with a MIC90 value of 1.56 μg/mL.

Original languageEnglish (US)
Pages (from-to)6638-6642
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume17
Issue number23
DOIs
StatePublished - Dec 1 2007

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Amides
Tuberculosis
Protein Binding
In Vitro Techniques

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Cite this

Tangallapally, R. P., Sun, D., Rakesh, Budha, N., Lee, R. E. B., Lenaerts, A. J. M., ... Lee, R. E. (2007). Discovery of novel isoxazolines as anti-tuberculosis agents. Bioorganic and Medicinal Chemistry Letters, 17(23), 6638-6642. https://doi.org/10.1016/j.bmcl.2007.09.048

Discovery of novel isoxazolines as anti-tuberculosis agents. / Tangallapally, Rajendra P.; Sun, Dianqing; Rakesh; Budha, Nageshwar; Lee, Robin E.B.; Lenaerts, Anne J.M.; Meibohm, Bernd; Lee, Richard E.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 17, No. 23, 01.12.2007, p. 6638-6642.

Research output: Contribution to journalArticle

Tangallapally, RP, Sun, D, Rakesh, Budha, N, Lee, REB, Lenaerts, AJM, Meibohm, B & Lee, RE 2007, 'Discovery of novel isoxazolines as anti-tuberculosis agents', Bioorganic and Medicinal Chemistry Letters, vol. 17, no. 23, pp. 6638-6642. https://doi.org/10.1016/j.bmcl.2007.09.048
Tangallapally RP, Sun D, Rakesh, Budha N, Lee REB, Lenaerts AJM et al. Discovery of novel isoxazolines as anti-tuberculosis agents. Bioorganic and Medicinal Chemistry Letters. 2007 Dec 1;17(23):6638-6642. https://doi.org/10.1016/j.bmcl.2007.09.048
Tangallapally, Rajendra P. ; Sun, Dianqing ; Rakesh ; Budha, Nageshwar ; Lee, Robin E.B. ; Lenaerts, Anne J.M. ; Meibohm, Bernd ; Lee, Richard E. / Discovery of novel isoxazolines as anti-tuberculosis agents. In: Bioorganic and Medicinal Chemistry Letters. 2007 ; Vol. 17, No. 23. pp. 6638-6642.
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