Hydroxylation of 1,8-cineole by Mucor ramannianusand Aspergillus niger

Brazilian Journal of Microbiology

Aline De Souza Ramos¹  Joyce Benzaquem Ribeiro¹  Bruna Gomes Teixeira¹  José Luiz Pinto Ferreira¹  Jefferson Rocha De A. Silva¹  Alexandre Do Amaral Ferreira¹  Rodrigo Octavio Mendonça Alves De Souza¹  Ana Claudia F. Amaral¹ 

关键词: biotransformation;    monoterpene;    1;    8-cineole;    Mucor ramannianus;    Aspergillus niger;   

DOI  :  10.1590/S1517-838246120131020

来源: SciELO

【 摘 要 】

The monoterpenoid 1,8-cineole is obtained from the leaves of Eucalyptus globulus and it has important biological activities. It is a cheap natural substrate because it is a by-product of the Eucalyptuscultivation for wood and pulp production. In this study, it was evaluated the potential of three filamentous fungi in the biotransformation of 1,8-cineole. The study was divided in two steps: first, reactions were carried out with 1,8-cineole at 1 g/L for 24 h; afterwards, reactions were carried out with substrate at 5 g/L for 5 days. The substrate was hydroxylated into 2-exo-hydroxy-1,8-cineole and 3-exo-hydroxy-1,8-cineole by fungi Mucor ramannianus and Aspergillus niger with high stereoselectivity. Trichoderma harzianum was also tested but no transformation was detected. M. ramannianus led to higher than 99% of conversion within 24 h with a starting high substrate concentration (1 g/L). When substrate was added at 5 g/L, only M. ramannianuswas able to catalyze the reaction, but the conversion level was 21.7% after 5 days. Both products have defined stereochemistry and could be used as chiral synthons. Furthermore, biological activity has been described for 3-exo-hydroxy-1,8-cineol. To the best of our knowledge, this is the first report on the use of M. ramannianus in this reaction.

【 授权许可】

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