دورية أكاديمية
Jacobsen catalyst as a cytochrome P450 biomimetic model for the metabolism of monensin A.
| العنوان: | Jacobsen catalyst as a cytochrome P450 biomimetic model for the metabolism of monensin A. |
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| المؤلفون: | Rocha BA; Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040-901 Ribeirão Preto, SP, Brazil., de Oliveira AR; Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040-901 Ribeirão Preto, SP, Brazil., Pazin M; Departamento de Análises Clínicas, Toxicológicas e Bromatológicas, Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo, 14040-903 Ribeirão Preto, SP, Brazil., Dorta DJ; Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040-901 Ribeirão Preto, SP, Brazil., Rodrigues AP; Laboratório de Pesquisa, Desenvolvimento e Inovação, Apis Flora Industrial e Comercial LTDA, 140120-670 Ribeirão Preto, SP, Brazil., Berretta AA; Laboratório de Pesquisa, Desenvolvimento e Inovação, Apis Flora Industrial e Comercial LTDA, 140120-670 Ribeirão Preto, SP, Brazil., Peti AP; Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040-901 Ribeirão Preto, SP, Brazil., de Moraes LA; Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040-901 Ribeirão Preto, SP, Brazil., Lopes NP; Núcleo de Pesquisas em Produtos Naturais e Sintéticos, Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo, 14040-903 Ribeirão Preto, SP, Brazil., Pospíšil S; Institute of Microbiology, Academy of Sciences of the Czech Republic, Vídeňská, CZ-142 20 Prague, Czech Republic., Gates PJ; School of Chemistry, University of Bristol, Bristol BS8 1TS, UK., Assis Md; Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040-901 Ribeirão Preto, SP, Brazil. |
| المصدر: | BioMed research international [Biomed Res Int] 2014; Vol. 2014, pp. 152102. Date of Electronic Publication: 2014 May 28. |
| نوع المنشور: | Journal Article; Research Support, Non-U.S. Gov't |
| اللغة: | English |
| بيانات الدورية: | Publisher: Hindawi Pub. Co Country of Publication: United States NLM ID: 101600173 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 2314-6141 (Electronic) NLM ISO Abbreviation: Biomed Res Int Subsets: MEDLINE |
| أسماء مطبوعة: | Original Publication: New York, NY : Hindawi Pub. Co. |
| مواضيع طبية MeSH: | Antifungal Agents*/pharmacokinetics , Antifungal Agents*/pharmacology , Models, Biological* , Monensin*/pharmacokinetics , Monensin*/pharmacology, Cytochrome P-450 Enzyme System/*metabolism , Mitochondria, Liver/*metabolism, Animals ; Bacteria/growth & development ; Oxidation-Reduction/drug effects ; Rats |
| مستخلص: | Monensin A is a commercially important natural product isolated from Streptomyces cinnamonensins that is primarily employed to treat coccidiosis. Monensin A selectively complexes and transports sodium cations across lipid membranes and displays a variety of biological properties. In this study, we evaluated the Jacobsen catalyst as a cytochrome P450 biomimetic model to investigate the oxidation of monensin A. Mass spectrometry analysis of the products from these model systems revealed the formation of two products: 3-O-demethyl monensin A and 12-hydroxy monensin A, which are the same ones found in in vivo models. Monensin A and products obtained in biomimetic model were tested in a mitochondrial toxicity model assessment and an antimicrobial bioassay against Staphylococcus aureus, S. aureus methicillin-resistant, Staphylococcus epidermidis, Pseudomonas aeruginosa, and Escherichia coli. Our results demonstrated the toxicological effects of monensin A in isolated rat liver mitochondria but not its products, showing that the metabolism of monensin A is a detoxification metabolism. In addition, the antimicrobial bioassay showed that monensin A and its products possessed activity against Gram-positive microorganisms but not for Gram-negative microorganisms. The results revealed the potential of application of this biomimetic chemical model in the synthesis of drug metabolites, providing metabolites for biological tests and other purposes. |
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| المشرفين على المادة: | 0 (Antifungal Agents) 9035-51-2 (Cytochrome P-450 Enzyme System) 906O0YJ6ZP (Monensin) |
| تواريخ الأحداث: | Date Created: 20140703 Date Completed: 20150212 Latest Revision: 20211021 |
| رمز التحديث: | 20240628 |
| مُعرف محوري في PubMed: | PMC4058456 |
| DOI: | 10.1155/2014/152102 |
| PMID: | 24987668 |
| قاعدة البيانات: | MEDLINE |
Full Text Finder | تدمد: | 2314-6141 |
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| DOI: | 10.1155/2014/152102 |