The use of bacteria from gastrointestinal tract and filamentous fungi for biotransformation studies of naphthoquinones

• Grant number: 11/21700-5
• Support Opportunities: Regular Research Grants
• Start date: March 01, 2012
• End date: February 28, 2014
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Niege Araçari Jacometti Cardoso Furtado
• Grantee: Niege Araçari Jacometti Cardoso Furtado
• Host Institution: Faculdade de Ciências Farmacêuticas de Ribeirão Preto (FCFRP). Universidade de São Paulo (USP). Ribeirão Preto , SP, Brazil
• Associated researchers: Raquel Alves dos Santos

Abstract

The human gastrointestinal tract possesses a great variety of aerobic and anaerobic bacteria which are capable of catalysing metabolic reactions of reduction, hydrolysis and heterocyclic ring rupture generating non-polar low molecular weight metabolites. Filamentous fungi are eukaryotic organisms and the enzymatic apparatus is similar to those of mammals producing polar high molecular weight metabolites via oxidation and conjugation. All drugs orally administered are subject to hepatic metabolism and it will be also subjected to bacterial metabolism, which occurs mainly in the lower gastrointestinal tract if it will not are totally absorbed in the upper gastrointestinal tract. Drugs that are delivered via the intravenous route or that are fully absorbed from the upper parts of the gastrointestinal tract may still reach the lower gut by secretion or diffusion from the systemic circulation into the intestinal lumen, or may be excreted in the bile, possibly as conjugates following a recycling process known as enterohepatic recirculation. Quinones are widespread in nature and are used as colorant in cosmetics and foods, besides its application in medicine as antitumor, anti-inflammatory, antimicrobial, among others. The aim of this project is to investigate the action of bacteria from human gastrointestinal tract, including probiotic strains, and filamentous fungi above naphthoquinones with different structural skeleton. The extracts from the cultures containing biotransformation products will be submitted to different chromatographic procedures in order to obtain isolated compounds, which will have their chemical structures elucidated and the majority compounds will be evaluated regarding their toxicity. (AU)

Scientific publications

(5)

(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)

PALUDO, CAMILA RAQUEL; DA SILVA-JUNIOR, EDUARDO AFONSO; SILVA, ELIANE DE OLIVEIRA; VESSECCHI, RICARDO; LOPES, NORBERTO PEPORINE; PUPO, MONICA TALLARICO; EMERY, FLAVIO DA SILVA; GONCALVES, NATALIA DOS SANTOS; DOS SANTOS, RAQUEL ALVES; JACOMETTI CARDOSO FURTADO, NIEGE ARACARI. Inactivation of beta-Lapachone Cytotoxicity by Filamentous Fungi that Mimic the Human Blood Metabolism. EUROPEAN JOURNAL OF DRUG METABOLISM AND PHARMACOKINETICS, v. 42, n. 2, p. 213-220, APR 2017. (11/21700-5, 11/01303-1, 09/51812-0)

SILVA, ELIANE DE OLIVEIRA; GONCALVES, NATALIA DOS SANTOS; DOS SANTOS, RAQUEL ALVES; JACOMETTI CARDOSO FURTADO, NIEGE ARACARI. Microbial Metabolism of Atovaquone and Cytotoxicity of the Produced Phase I Metabolite. EUROPEAN JOURNAL OF DRUG METABOLISM AND PHARMACOKINETICS, v. 41, n. 5, p. 645-650, OCT 2016. (11/21700-5)

SILVA, ELIANE O.; RUANO-GONZALEZ, ANTONIO; DOS SANTOS, RAQUEL A.; SANCHEZ-MAESTRE, ROSARIO; FURTADO, NIEGE A. J. C.; COLLADO, ISIDRO G.; ALEU, JOSEFINA. Antifungal and Cytotoxic Assessment of Lapachol Derivatives Produced by Fungal Biotransformation. NATURAL PRODUCT COMMUNICATIONS, v. 11, n. 1, p. 95-98, JAN 2016. (11/21700-5, 09/51812-0)

PALUDO, CAMILA R.; DA SILVA-JUNIOR, EDUARDO A.; SANTOS, RAQUEL A.; PUPO, MONICA T.; EMERY, FLAVIO S.; FURTADO, NIEGE A. J. C.. Microbial transformation of beta-lapachone to its glycosides by Cunninghamella elegans ATCC 10028b. PHYTOCHEMISTRY LETTERS, v. 6, n. 4, p. 657-661, NOV 2013. (11/21700-5, 11/01303-1, 09/51812-0)

OLIVEIRA SILVA, E.; CRUZ DE CARVALHO, T.; PARSHIKOV, I. A.; ALVES DOS SANTOS, R.; SILVA EMERY, F.; JACOMETTI CARDOSO FURTADO, N. A.. Cytotoxicity of lapachol metabolites produced by probiotics. Letters in Applied Microbiology, v. 59, n. 1, p. 108-114, JUL 2014. (11/21700-5, 09/51812-0)