Biotransformation using Mucor rouxii for the production of oleanolic acid derivatives and their antimicrobial activity against oral pathogens

Autor(es)

Capel, Clarissa S. ^[1] ; de Souza, Ana C. D. ^[1] ; de Carvalho, Tatiane C. ^[1] ; de Sousa, Joao P. B. ^[1] ; Ambrosio, Sergio R. ^[2] ; Martins, Carlos H. G. ^[2] ; Cunha, Wilson R. ^[2] ; Galan, Rosario H. ^[3] ; Furtado, Niege A. J. C. ^[1]

Afiliação do(s) autor(es)

^[1] Univ Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, BR-14040903 Ribeirao Preto, SP - Brazil

^[2] Univ Franca, Nucleo Pesquisas Ciencias Exatas & Tecnol, BR-14404600 Franca, SP - Brazil

^[3] Univ Cadiz, Fac Ciencias, Puerto Real 11510 - Spain

• Tipo de documento: Artigo Científico
• Fonte: Journal of Industrial Microbiology & Biotechnology; v. 38, n. 9, p. 1493-1498, SEP 2011.
• Citações Web of Science: 15

Resumo

The goal of this study is to produce oleanolic acid derivatives by biotransformation process using Mucor rouxii and evaluate their antimicrobial activity against oral pathogens. The microbial transformation was carried out in shake flasks at 30A degrees C for 216 h with shaking at 120 rpm. Three new derivatives, 7 beta-hydroxy-3-oxo-olean-12-en-28-oic acid, 7 beta,21 beta-dihydroxy-3-oxo-olean-12-en-28-oic acid, and 3 beta,7 beta,21 beta-trihydroxyolean-12-en-28-oic acid, and one know compound, 21 beta-hydroxy-3-oxo-olean-12-en-28-oic acid, were isolated, and the structures were elucidated on the basis of spectroscopic analyses. The antimicrobial activity of the substrate and its transformed products was evaluated against five oral pathogens. Among these compounds, the derivative 21 beta-hydroxy-3-oxo-olean-12-en-28-oic acid displayed the strongest activity against Porphyromonas gingivalis, which is a primary etiological agent of periodontal disease. In an attempt to improve the antimicrobial activity of the derivative 21 beta-hydroxy-3-oxo-olean-12-en-28-oic acid, its sodium salt was prepared, and the minimum inhibitory concentration against P. gingivalis was reduced by one-half. The biotransformation process using M. rouxii has potential to be applied to the production of oleanolic acid derivatives. Research and antimicrobial activity evaluation of new oleanolic acid derivatives may provide an important contribution to the discovery of new adjunct agents for treatment of dental diseases such as dental caries, gingivitis, and periodontitis. (AU)

• Processo FAPESP: 05/59329-5 - Estudos sobre a biotransformação de triterpenos pentacíclicos por fungos filamentosos e avaliação das atividades antitumoral e tripanocida dos derivados obtidos
• Beneficiário: Niege Araçari Jacometti Cardoso Furtado
• Modalidade de apoio: Auxílio à Pesquisa - Programa BIOTA - Jovens Pesquisadores