Copper and Manganese Cations Alter Secondary Metabolism in the Fungus Penicillium brasilianum

Author(s)

Taícia Pacheco Fill ^[1] ; Heloisa Fassina Pallini ^[2] ; Luciana da Silva Amaral ^[3] ; José Vinicius da Silva ^[4] ; Danielle Lazarin Bidóia ^[5] ; Francieli Peron ^[6] ; Francielle Pelegrin Garcia ^[7] ; Celso Vataru Nakamura ^[8] ; Edson Rodrigues-Filho ^[9]

Affiliation

^[1] Universidade Estadual de Campinas. Instituto de Química - Brasil

^[2] Universidade Federal de São Carlos. Departamento de Química - Brasil

^[3] Universidade Federal de São Carlos. Departamento de Química - Brasil

^[4] Universidade Federal de São Carlos. Departamento de Química - Brasil

^[5] Universidade Estadual de Maringá. Laboratório de Inovação Tecnológica no Desenvolvimento de Fármacos e Cosméticos - Brasil

^[6] Universidade Estadual de Maringá. Laboratório de Inovação Tecnológica no Desenvolvimento de Fármacos e Cosméticos - Brasil

^[7] Universidade Estadual de Maringá. Laboratório de Inovação Tecnológica no Desenvolvimento de Fármacos e Cosméticos - Brasil

^[8] Universidade Estadual de Maringá. Laboratório de Inovação Tecnológica no Desenvolvimento de Fármacos e Cosméticos - Brasil

^[9] Universidade Federal de São Carlos. Departamento de Química - Brasil

• Document type: Journal article
• Source: Journal of the Brazilian Chemical Society; v. 27, n. 8, p. 1444-1451, 2016-08-00.

Abstract

The fungus Penicillium brasilianum LaBioMMi 136 was isolated as an endophyte from Melia azedarach and has shown to be a prominent producer of great diversity of secondary metabolites, although it does not express some biosynthetic routes to other natural compounds found in Penicillium genera. The present study aimed at the diversification of P. brasilianum secondary metabolism by varying the chemical composition used for its growth. Medium composition supplemented with CuSO4 and MnSO4 locked verruculogen biosynthesis and addressed proline to the production of a series of cyclodepsipeptides identified as JBIR 113, JBIR 114 and JBIR 115, never described for this species so far. The induced cyclodepsipeptide JBIR 113 was isolated by the use of combined chromatographic procedures and identified by spectroscopic methods. The unique structure with three neighboring cyclic amino acids proline and twice pipecolinic acid is rare as natural products and has been described for the first time in terrestrial organism. Verruculogen and JBIR 113 exhibited weak antiparasitary activity against Leishmania amazonensis. (AU)

• FAPESP's process: 14/03510-2 - Biosynthetic studies of secondary metabolites produced by Penicillium brasilianum
• Grantee: Taicia Pacheco Fill
• Support Opportunities: Scholarships in Brazil - Post-Doctoral