Molecules (Jul 2012)

Enzymatic Reduction of 9-Methoxytariacuripyrone by <em>Saccharomyces cerevisiae </em>and Its Antimycobacterial Activity

  • Víctor Manuel Navarro-García,
  • Silvia Marquina,
  • Patricia Alvarez-Fitz,
  • Laura Alvarez,
  • Julieta Luna-Herrera

DOI
https://doi.org/10.3390/molecules17078464
Journal volume & issue
Vol. 17, no. 7
pp. 8464 – 8470

Abstract

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Biotransformation processes have been successfully utilized to obtain products of pharmaceutical, chemical, food, and agricultural interest, which are difficult to obtain by classic chemical methods. The compound with antituberculous activity, 9-methoxy-tariacuripyrone (<strong>1</strong>), isolated from <em>Aristolochia brevipes</em>, was submitted to biotransformation with the yeast <em>Saccharomyces cerevisiae</em> under culture, yielding 5-amino-9-methoxy-3,4-dihydro-2<em>H</em>-benzo[h]chromen-2-one (<strong>2</strong>). The structure of <strong>2</strong> was elucidated on the basis of spectroscopic analyses. The results mainly show the reduction of the double bond and the nitro group of compound <strong>1</strong>. Metabolite <strong>2</strong> demonstrated an increase in anti-tuberculous activity (MIC = 3.12 µg/mL) against the drug-sensitive <em>Mycobacterium tuberculosis</em> (H37Rv) strain, with respect to that shown by <strong>1</strong>.

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