Molecules 2012, 17(7), 8464-8470; doi:10.3390/molecules17078464
Article

Enzymatic Reduction of 9-Methoxytariacuripyrone by Saccharomyces cerevisiae and Its Antimycobacterial Activity

1 Laboratory of Microbiology, Biomedical Research Center of the South (IMSS), Argentina 1, Col. Centro, 62790 Xochitepec, Morelos, Mexico 2 Center for Development of Biotic Products(IPN), Carretera Yautepec-Jojutla, Km. 6, Calle Ceprobi 8, Col San Isidro, Apdo. Postal 24, 62731 Yautepec, Morelos, Mexico 3 Chemical Research Center, University of Morelos (UAEM), Av. Universidad 1001, Col. Chamilpa, 62209 Cuernavaca, Morelos, Mexico 4 Immunochemistry Laboratory II, Department of Immunology, National School of Sciences Biology (IPN), Prolongación Carpio y Plan de Ayala S/N, 11340, D.F., Mexico
* Author to whom correspondence should be addressed.
Received: 11 May 2012; in revised form: 5 July 2012 / Accepted: 5 July 2012 / Published: 12 July 2012
(This article belongs to the Section Natural Products)
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Abstract: 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 (1), isolated from Aristolochia brevipes, was submitted to biotransformation with the yeast Saccharomyces cerevisiae under culture, yielding 5-amino-9-methoxy-3,4-dihydro-2H-benzo[h]chromen-2-one (2). The structure of 2 was elucidated on the basis of spectroscopic analyses. The results mainly show the reduction of the double bond and the nitro group of compound 1. Metabolite 2 demonstrated an increase in anti-tuberculous activity (MIC = 3.12 µg/mL) against the drug-sensitive Mycobacterium tuberculosis (H37Rv) strain, with respect to that shown by 1.
Keywords: biotransformation; Saccharomyces cerevisiae; 9-methoxytariacuripyrone; antituberculous activity

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MDPI and ACS Style

Alvarez-Fitz, P.; Alvarez, L.; Marquina, S.; Luna-Herrera, J.; Navarro-García, V.M. Enzymatic Reduction of 9-Methoxytariacuripyrone by Saccharomyces cerevisiae and Its Antimycobacterial Activity. Molecules 2012, 17, 8464-8470.

AMA Style

Alvarez-Fitz P, Alvarez L, Marquina S, Luna-Herrera J, Navarro-García VM. Enzymatic Reduction of 9-Methoxytariacuripyrone by Saccharomyces cerevisiae and Its Antimycobacterial Activity. Molecules. 2012; 17(7):8464-8470.

Chicago/Turabian Style

Alvarez-Fitz, Patricia; Alvarez, Laura; Marquina, Silvia; Luna-Herrera, Julieta; Navarro-García, Víctor Manuel. 2012. "Enzymatic Reduction of 9-Methoxytariacuripyrone by Saccharomyces cerevisiae and Its Antimycobacterial Activity." Molecules 17, no. 7: 8464-8470.

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