Copper and Manganese Cations Alter Secondary Metabolism in the Fungus Penicillium brasilianum
Autor(a) principal: | |
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Data de Publicação: | 2016 |
Outros Autores: | , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Journal of the Brazilian Chemical Society (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532016000801444 |
Resumo: | 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. |
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Copper and Manganese Cations Alter Secondary Metabolism in the Fungus Penicillium brasilianumcyclodepsipeptideverruculogenPenicillium brasilianumJBIR 113The 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.Sociedade Brasileira de Química2016-08-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532016000801444Journal of the Brazilian Chemical Society v.27 n.8 2016reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.5935/0103-5053.20160163info:eu-repo/semantics/openAccessFill,Taícia PachecoPallini,Heloisa FassinaAmaral,Luciana da SilvaSilva,José Vinicius daBidóia,Danielle LazarinPeron,FrancieliGarcia,Francielle PelegrinNakamura,Celso VataruRodrigues-Filho,Edsoneng2016-08-19T00:00:00Zoai:scielo:S0103-50532016000801444Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2016-08-19T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Copper and Manganese Cations Alter Secondary Metabolism in the Fungus Penicillium brasilianum |
title |
Copper and Manganese Cations Alter Secondary Metabolism in the Fungus Penicillium brasilianum |
spellingShingle |
Copper and Manganese Cations Alter Secondary Metabolism in the Fungus Penicillium brasilianum Fill,Taícia Pacheco cyclodepsipeptide verruculogen Penicillium brasilianum JBIR 113 |
title_short |
Copper and Manganese Cations Alter Secondary Metabolism in the Fungus Penicillium brasilianum |
title_full |
Copper and Manganese Cations Alter Secondary Metabolism in the Fungus Penicillium brasilianum |
title_fullStr |
Copper and Manganese Cations Alter Secondary Metabolism in the Fungus Penicillium brasilianum |
title_full_unstemmed |
Copper and Manganese Cations Alter Secondary Metabolism in the Fungus Penicillium brasilianum |
title_sort |
Copper and Manganese Cations Alter Secondary Metabolism in the Fungus Penicillium brasilianum |
author |
Fill,Taícia Pacheco |
author_facet |
Fill,Taícia Pacheco Pallini,Heloisa Fassina Amaral,Luciana da Silva Silva,José Vinicius da Bidóia,Danielle Lazarin Peron,Francieli Garcia,Francielle Pelegrin Nakamura,Celso Vataru Rodrigues-Filho,Edson |
author_role |
author |
author2 |
Pallini,Heloisa Fassina Amaral,Luciana da Silva Silva,José Vinicius da Bidóia,Danielle Lazarin Peron,Francieli Garcia,Francielle Pelegrin Nakamura,Celso Vataru Rodrigues-Filho,Edson |
author2_role |
author author author author author author author author |
dc.contributor.author.fl_str_mv |
Fill,Taícia Pacheco Pallini,Heloisa Fassina Amaral,Luciana da Silva Silva,José Vinicius da Bidóia,Danielle Lazarin Peron,Francieli Garcia,Francielle Pelegrin Nakamura,Celso Vataru Rodrigues-Filho,Edson |
dc.subject.por.fl_str_mv |
cyclodepsipeptide verruculogen Penicillium brasilianum JBIR 113 |
topic |
cyclodepsipeptide verruculogen Penicillium brasilianum JBIR 113 |
description |
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. |
publishDate |
2016 |
dc.date.none.fl_str_mv |
2016-08-01 |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532016000801444 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532016000801444 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.5935/0103-5053.20160163 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
text/html |
dc.publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
dc.source.none.fl_str_mv |
Journal of the Brazilian Chemical Society v.27 n.8 2016 reponame:Journal of the Brazilian Chemical Society (Online) instname:Sociedade Brasileira de Química (SBQ) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Journal of the Brazilian Chemical Society (Online) |
collection |
Journal of the Brazilian Chemical Society (Online) |
repository.name.fl_str_mv |
Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
||office@jbcs.sbq.org.br |
_version_ |
1750318178691448832 |