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A Two-Step Synthesis of Virstatin, A Virulence Inhibitor of Vibrio cholerae

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Chriss E. McDonald

Department of Chemistry, Lycoming College, Williamsport, PA 17701

J. Chem. Educ., 2009, 86 (4), p 482

DOI: 10.1021/ed086p482

Publication Date (Web): April 1, 2009

Section:

History, Education, and Documentation

Abstract

Virstatin, an N-butanoic acid substituted naphthalimide, inhibits the ability of Vibrio cholerae to cause disease. A three-week experiment involving synthesis, purification, and spectral characterization of this compound is described. This experiment is appropriate for organic chemistry. It has been performed with three lab sections of about fifteen students each and can be executed in three laboratory periods each lasting three hours.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Laboratory Instruction

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Carboxylic Acids

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This article has been cited by 1 ACS Journal articles (1 most recent appear below).

Molecular Models of Pharmaceuticals. Cholera Drugs and a Cough Suppressant
William F. Coleman
Journal of Chemical Education2009 86 (4), 528
- Molecular Models of Pharmaceuticals. Cholera Drugs and a Cough Suppressant
  William F. Coleman
  Journal of Chemical Education2009 86 (4), 528
  Models added to the JCE collection this month include ciprofloxacin, dextromethorphan, fluoroquinolone backbone, naphthalimide, naphthalimide conjugate base, nitazoxanide, tetracycline, and virstatin.
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