Water-Soluble Glutamic Acid Derivatives Produced in Culture by Penicillium solitum IS1-A from King George Island, Maritime Antarctica
Autor(a) principal: | |
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Data de Publicação: | 2020 |
Outros Autores: | , , , , , , , , , , , , , , , , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.1021/acs.jnatprod.9b00635 http://hdl.handle.net/11449/196539 |
Resumo: | A new method of screening was developed to generate 770 organic and water-soluble fractions from extracts of nine species of marine sponges, from the growth media of 18 species of marine-derived fungi, and from the growth media of 13 species of endophytic fungi. The screening results indicated that water-soluble fractions displayed significant bioactivity in cytotoxic, antibiotic, anti-Leishmania, anti-Trypanosoma cruzi, and inhibition of proteasome assays. Purification of water-soluble fractions from the growth medium of Penicillium solitum IS1-A provided the new glutamic acid derivatives solitumine A (1), solitumine B (2), and solitumidines A-D (3-6). The structures of compounds 1-6 have been established by analysis of spectroscopic data, chemical derivatizations, and vibrational circular dichroism calculations. Although no biological activity could be observed for compounds 1-6, the new structures reported for 1-6 indicate that the investigation of water-soluble natural products represents a relevant strategy in finding new secondary metabolites. |
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Water-Soluble Glutamic Acid Derivatives Produced in Culture by Penicillium solitum IS1-A from King George Island, Maritime AntarcticaA new method of screening was developed to generate 770 organic and water-soluble fractions from extracts of nine species of marine sponges, from the growth media of 18 species of marine-derived fungi, and from the growth media of 13 species of endophytic fungi. The screening results indicated that water-soluble fractions displayed significant bioactivity in cytotoxic, antibiotic, anti-Leishmania, anti-Trypanosoma cruzi, and inhibition of proteasome assays. Purification of water-soluble fractions from the growth medium of Penicillium solitum IS1-A provided the new glutamic acid derivatives solitumine A (1), solitumine B (2), and solitumidines A-D (3-6). The structures of compounds 1-6 have been established by analysis of spectroscopic data, chemical derivatizations, and vibrational circular dichroism calculations. Although no biological activity could be observed for compounds 1-6, the new structures reported for 1-6 indicate that the investigation of water-soluble natural products represents a relevant strategy in finding new secondary metabolites.Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Univ Sao Paulo, Inst Quim Sao Carlos, CP 780, BR-13560970 Sao Carlos, SP, BrazilUniv Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP, BrazilUniv Estadual Paulista, Inst Biociencias, Dept Bioquim & Microbiol, Campus Rio Claro,Avenida 24-A,1515, Rio Claro, SP, BrazilUniv Fed Sao Paulo, Inst Ciencia & Tecnol, BR-12231280 Sao Jose Dos Campos, SP, BrazilUniv Franca, Nucleo Pesquisa Ciencia & Tecnol, Ave Dr Armando Salles Oliveira,201 Pq Univ, BR-14404600 Franca, SP, BrazilUniv Sao Paulo, Dept Ciencias Exatas, Escola Super Agr Luiz de Queiroz, Agron, Ave Padua Dias 11,CP 9, BR-13418900 Piracicaba, SP, BrazilNatl Ctr Res Energy & Mat, Brazilian Biosci Natl Lab, Giuseppe Maximo Scolfaro 10000, BR-13083970 Campinas, SP, BrazilUniv Estadual Campinas, Inst Biol, BR-13083862 Campinas, SP, BrazilUniv Estadual Paulista, Inst Biociencias, Dept Bioquim & Microbiol, Campus Rio Claro,Avenida 24-A,1515, Rio Claro, SP, BrazilFAPESP: 2013/50228-8FAPESP: 2016/21341-9FAPESP: 2017/06014-4FAPESP: 2013/23153-7FAPESP: 2016/16033-3Amer Chemical SocUniversidade de São Paulo (USP)Universidade Federal de São Carlos (UFSCar)Universidade Estadual Paulista (Unesp)Universidade Federal de São Paulo (UNIFESP)Univ FrancaNatl Ctr Res Energy & MatUniversidade Estadual de Campinas (UNICAMP)Rodriguez, Julie P. G.Bernardi, Darlon I.Gubiani, Juliana R.Oliveira, Juliana Magalhaes deMorais-Urano, Raquel P.Bertonha, Ariane F.Bandeira, Karin F.Bulla, Jairo I. Q.Sette, Lara D. [UNESP]Ferreira, Antonio G.Batista, Joao M.Silva, Thayna de SouzaSantos, Raquel Alves dosMartins, Carlos H. G.Lira, Simone P.Cunha, Marcos G. daTrivella, Daniela B. B.Grazzia, NathaliaGomes, Natalia E. S.Gadelha, FernandaMiguel, Danilo C.Cauz, Ana Carolina G.Brocchi, MarceloBerlinck, Roberto G. S.2020-12-10T19:48:12Z2020-12-10T19:48:12Z2020-01-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article55-65http://dx.doi.org/10.1021/acs.jnatprod.9b00635Journal Of Natural Products. Washington: Amer Chemical Soc, v. 83, n. 1, p. 55-65, 2020.0163-3864http://hdl.handle.net/11449/19653910.1021/acs.jnatprod.9b00635WOS:000510076700009Web of Sciencereponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal Of Natural Productsinfo:eu-repo/semantics/openAccess2021-10-23T07:59:25Zoai:repositorio.unesp.br:11449/196539Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462021-10-23T07:59:25Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Water-Soluble Glutamic Acid Derivatives Produced in Culture by Penicillium solitum IS1-A from King George Island, Maritime Antarctica |
title |
Water-Soluble Glutamic Acid Derivatives Produced in Culture by Penicillium solitum IS1-A from King George Island, Maritime Antarctica |
spellingShingle |
Water-Soluble Glutamic Acid Derivatives Produced in Culture by Penicillium solitum IS1-A from King George Island, Maritime Antarctica Rodriguez, Julie P. G. |
title_short |
Water-Soluble Glutamic Acid Derivatives Produced in Culture by Penicillium solitum IS1-A from King George Island, Maritime Antarctica |
title_full |
Water-Soluble Glutamic Acid Derivatives Produced in Culture by Penicillium solitum IS1-A from King George Island, Maritime Antarctica |
title_fullStr |
Water-Soluble Glutamic Acid Derivatives Produced in Culture by Penicillium solitum IS1-A from King George Island, Maritime Antarctica |
title_full_unstemmed |
Water-Soluble Glutamic Acid Derivatives Produced in Culture by Penicillium solitum IS1-A from King George Island, Maritime Antarctica |
title_sort |
Water-Soluble Glutamic Acid Derivatives Produced in Culture by Penicillium solitum IS1-A from King George Island, Maritime Antarctica |
author |
Rodriguez, Julie P. G. |
author_facet |
Rodriguez, Julie P. G. Bernardi, Darlon I. Gubiani, Juliana R. Oliveira, Juliana Magalhaes de Morais-Urano, Raquel P. Bertonha, Ariane F. Bandeira, Karin F. Bulla, Jairo I. Q. Sette, Lara D. [UNESP] Ferreira, Antonio G. Batista, Joao M. Silva, Thayna de Souza Santos, Raquel Alves dos Martins, Carlos H. G. Lira, Simone P. Cunha, Marcos G. da Trivella, Daniela B. B. Grazzia, Nathalia Gomes, Natalia E. S. Gadelha, Fernanda Miguel, Danilo C. Cauz, Ana Carolina G. Brocchi, Marcelo Berlinck, Roberto G. S. |
author_role |
author |
author2 |
Bernardi, Darlon I. Gubiani, Juliana R. Oliveira, Juliana Magalhaes de Morais-Urano, Raquel P. Bertonha, Ariane F. Bandeira, Karin F. Bulla, Jairo I. Q. Sette, Lara D. [UNESP] Ferreira, Antonio G. Batista, Joao M. Silva, Thayna de Souza Santos, Raquel Alves dos Martins, Carlos H. G. Lira, Simone P. Cunha, Marcos G. da Trivella, Daniela B. B. Grazzia, Nathalia Gomes, Natalia E. S. Gadelha, Fernanda Miguel, Danilo C. Cauz, Ana Carolina G. Brocchi, Marcelo Berlinck, Roberto G. S. |
author2_role |
author author author author author author author author author author author author author author author author author author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade de São Paulo (USP) Universidade Federal de São Carlos (UFSCar) Universidade Estadual Paulista (Unesp) Universidade Federal de São Paulo (UNIFESP) Univ Franca Natl Ctr Res Energy & Mat Universidade Estadual de Campinas (UNICAMP) |
dc.contributor.author.fl_str_mv |
Rodriguez, Julie P. G. Bernardi, Darlon I. Gubiani, Juliana R. Oliveira, Juliana Magalhaes de Morais-Urano, Raquel P. Bertonha, Ariane F. Bandeira, Karin F. Bulla, Jairo I. Q. Sette, Lara D. [UNESP] Ferreira, Antonio G. Batista, Joao M. Silva, Thayna de Souza Santos, Raquel Alves dos Martins, Carlos H. G. Lira, Simone P. Cunha, Marcos G. da Trivella, Daniela B. B. Grazzia, Nathalia Gomes, Natalia E. S. Gadelha, Fernanda Miguel, Danilo C. Cauz, Ana Carolina G. Brocchi, Marcelo Berlinck, Roberto G. S. |
description |
A new method of screening was developed to generate 770 organic and water-soluble fractions from extracts of nine species of marine sponges, from the growth media of 18 species of marine-derived fungi, and from the growth media of 13 species of endophytic fungi. The screening results indicated that water-soluble fractions displayed significant bioactivity in cytotoxic, antibiotic, anti-Leishmania, anti-Trypanosoma cruzi, and inhibition of proteasome assays. Purification of water-soluble fractions from the growth medium of Penicillium solitum IS1-A provided the new glutamic acid derivatives solitumine A (1), solitumine B (2), and solitumidines A-D (3-6). The structures of compounds 1-6 have been established by analysis of spectroscopic data, chemical derivatizations, and vibrational circular dichroism calculations. Although no biological activity could be observed for compounds 1-6, the new structures reported for 1-6 indicate that the investigation of water-soluble natural products represents a relevant strategy in finding new secondary metabolites. |
publishDate |
2020 |
dc.date.none.fl_str_mv |
2020-12-10T19:48:12Z 2020-12-10T19:48:12Z 2020-01-01 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://dx.doi.org/10.1021/acs.jnatprod.9b00635 Journal Of Natural Products. Washington: Amer Chemical Soc, v. 83, n. 1, p. 55-65, 2020. 0163-3864 http://hdl.handle.net/11449/196539 10.1021/acs.jnatprod.9b00635 WOS:000510076700009 |
url |
http://dx.doi.org/10.1021/acs.jnatprod.9b00635 http://hdl.handle.net/11449/196539 |
identifier_str_mv |
Journal Of Natural Products. Washington: Amer Chemical Soc, v. 83, n. 1, p. 55-65, 2020. 0163-3864 10.1021/acs.jnatprod.9b00635 WOS:000510076700009 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Journal Of Natural Products |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
55-65 |
dc.publisher.none.fl_str_mv |
Amer Chemical Soc |
publisher.none.fl_str_mv |
Amer Chemical Soc |
dc.source.none.fl_str_mv |
Web of Science reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
_version_ |
1797789872693444608 |