Water-Soluble Glutamic Acid Derivatives Produced in Culture by Penicillium solitum IS1-A from King George Island, Maritime Antarctica

Detalhes bibliográficos
Autor(a) principal: Rodriguez, Julie P. G.
Data de Publicação: 2020
Outros Autores: 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.
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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spelling 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
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