Biotransformations of baccharin from green propolis using filamentous fungi and bacteria from intestinal microbiota

Author(s)

Adriany Dias Fonseca

• Document type: Master's Dissertation
• Press: Ribeirão Preto.
• Institution: Universidade de São Paulo (USP). Faculdade de Ciências Farmacêuticas de Ribeirão Preto (PCARP/BC)
• Defense date: 2020-03-27

Examining board members

Niege Araçari Jacometti Cardoso Furtado; Antonio Eduardo Miller Crotti

• Advisor: Niege Araçari Jacometti Cardoso Furtado

Abstract

Green propolis is a bee product of high comercial and medicinal value. Its main botanical source is Baccharis dracunculifolia and one of its major constituents is baccharin. This substance inhibits the enzyme aldo-keto reductase 1C3, responsible for increasing the proliferation of cancer cells in the prostate and breast. Biotransformation studies are one of the alternatives for obtaining bioactive analogs based on green chemistry principle. In this study, we carried out biotransformation of baccharin with filamentous fungi, bacteria from intestinal microbiota and probiotic yeast. In the first step, baccharin was isolated using two strategies: high-speed countercurrent chromatography and vacuum liquid chromatography. After the obtention of the isolated compound, microdilution assays were performed in microplate to determine the values of minimum inhibitory concentration, minimum fungicidal concentration and minimum bactericidal concentration against the microorganisms used in biotransformation processes. Subsequently, screenings were performed with the fungi Cunninghamella elegans ATCC 10028b and Aspergillus alliaceus ATCC 10060 fungi, with the bacterium Escherichia coli ATCC 25922, with the probiotic yeast Saccharomyces boulardii and with the probiotic bacteria Lactobacillus acidophilus ATCC 53544 and L. jhonsonii ATCC 3320. After the analyses, the biotransformation processes carried out with fungi, E. coli and yeast were selected to scale up. Two biotransformation products were isolated from the process developed with A. alliaceus with 7.25 and 9.57% yield, one product of each process carried out with C. elegans, E. coli and S. boulardii was isolated with 5.5, 50 and 11.11% yield, respectively. Two isolated biotransformation products have been reported in the literature as secondary metabolites of marine and endophytic fungi, and one as a derivative of coumaric acid described in a patent. The processes carried out with E. coli and S. boulardii resulted in the biotransformation product identified as drupanin, a secondary metabolite found in green propolis. The achieved results contribute to obtaining new baccharin analogues, as well as to the understanding of the metabolic pathways of one green propolis constituent. (AU)

• FAPESP's process: 18/03476-0 - Biotransformations of baccharin from green propolis using filamentous fungi and bacteria from the intestinal microbiota
• Grantee: Adriany Dias Fonseca
• Support Opportunities: Scholarships in Brazil - Master