Synthesis and identification of pentathiepin-based Inhibitors of Sporothrix brasiliensis

Detalhes bibliográficos
Autor(a) principal: Asquith, Christopher R. M.
Data de Publicação: 2019
Outros Autores: Machado, Ana C. S., Miranda, Luisa H. M. de, Konstantinova, Lidia S., Almeida-Paes, Rodrigo, Rakitin, Oleg A., Pereira, Sandro A.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da FIOCRUZ (ARCA)
Texto Completo: https://www.arca.fiocruz.br/handle/icict/38647
Resumo: University of North Carolina at Chapel Hill. School of Medicine. Department of Pharmacology. Chapel Hill, NC, USA.
id CRUZ_1900c1153ff5f19954587946ef370600
oai_identifier_str oai:www.arca.fiocruz.br:icict/38647
network_acronym_str CRUZ
network_name_str Repositório Institucional da FIOCRUZ (ARCA)
repository_id_str 2135
spelling Asquith, Christopher R. M.Machado, Ana C. S.Miranda, Luisa H. M. deKonstantinova, Lidia S.Almeida-Paes, RodrigoRakitin, Oleg A.Pereira, Sandro A.2019-12-17T13:43:26Z2019-12-17T13:43:26Z2019ASQUITH, Christopher R. M. et al. Synthesis and identification of pentathiepin-based Inhibitors of Sporothrix brasiliensis. Antibiotics, v. 8, n. 249, p. 1-11, 2019.2079-6382https://www.arca.fiocruz.br/handle/icict/3864710.3390/antibiotics80402492079-6382engMDPISynthesis and identification of pentathiepin-based Inhibitors of Sporothrix brasiliensisinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleUniversity of North Carolina at Chapel Hill. School of Medicine. Department of Pharmacology. Chapel Hill, NC, USA.Fundação Oswaldo Cruz. Instituto Nacional de Infectologia Evandro Chagas. Laboratório de Pesquisa Clínica em Dermatozoonoses em Animais Domésticos. Rio de Janeiro, RJ, Brasil.Fundação Oswaldo Cruz. Instituto Nacional de Infectologia Evandro Chagas. Laboratório de Pesquisa Clínica em Dermatozoonoses em Animais Domésticos. Rio de Janeiro, RJ, Brasil.Russian Academy of Sciences. Zelinsky Institute of Organic Chemistry. Moscow, Russia / South Ural State University. Nanotechnology Education and Research Center. Chelyabinsk, Russia.Fundação Oswaldo Cruz. Instituto Nacional de Infectologia Evandro Chagas. Laboratório de Micologia. Rio de Janeiro, RJ, Brasil.Russian Academy of Sciences. Zelinsky Institute of Organic Chemistry. Moscow, Russia / South Ural State University. Nanotechnology Education and Research Center. Chelyabinsk, Russia.Fundação Oswaldo Cruz. Instituto Nacional de Infectologia Evandro Chagas. Laboratório de Pesquisa Clínica em Dermatozoonoses em Animais Domésticos. Rio de Janeiro, RJ, Brasil.Sporothrix brasiliensis is the causative agent of zoonotic sporotrichosis in Brazil and is currently referred to as the most virulent species among those of clinical importance within the genus. Sporotrichosis is an emergent disease that has come to the forefront over two decades with a recent hot spot of sporotrichosis infection emerging in the state of Rio de Janeiro. The source of these infections is now at epidemic proportions with more than 4000 cases reported in Rio de Janeiro, Brazil, alone since 1998. We developed a focused library of a rare pentathiepin ring system and identified a potent substitution pattern that yielded compounds 21 and 22. These compounds were more potent than itraconazole which is the current standard of care for sporotrichosis.Sporotrichosis1,2,3,4,5-pentathiepinVaracinAnti-fungalSulfur heterocycleinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da FIOCRUZ (ARCA)instname:Fundação Oswaldo Cruz (FIOCRUZ)instacron:FIOCRUZLICENSElicense.txtlicense.txttext/plain; charset=utf-83104https://www.arca.fiocruz.br/bitstream/icict/38647/1/license.txt79178e5f2a0eb066867a274556814938MD51ORIGINALve_Asquith_Christopher_etal_INI_2019.pdfve_Asquith_Christopher_etal_INI_2019.pdfapplication/pdf644733https://www.arca.fiocruz.br/bitstream/icict/38647/2/ve_Asquith_Christopher_etal_INI_2019.pdf8173dd9fe3854996613c6578b3c29556MD52TEXTve_Asquith_Christopher_etal_INI_2019.pdf.txtve_Asquith_Christopher_etal_INI_2019.pdf.txtExtracted texttext/plain40032https://www.arca.fiocruz.br/bitstream/icict/38647/3/ve_Asquith_Christopher_etal_INI_2019.pdf.txt27ec44aa2c3911bbafbd761b73a0c2a6MD53icict/386472019-12-18 02:16:39.047oai:www.arca.fiocruz.br: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Repositório InstitucionalPUBhttps://www.arca.fiocruz.br/oai/requestrepositorio.arca@fiocruz.bropendoar:21352019-12-18T05:16:39Repositório Institucional da FIOCRUZ (ARCA) - Fundação Oswaldo Cruz (FIOCRUZ)false
dc.title.pt_BR.fl_str_mv Synthesis and identification of pentathiepin-based Inhibitors of Sporothrix brasiliensis
title Synthesis and identification of pentathiepin-based Inhibitors of Sporothrix brasiliensis
spellingShingle Synthesis and identification of pentathiepin-based Inhibitors of Sporothrix brasiliensis
Asquith, Christopher R. M.
Sporotrichosis
1,2,3,4,5-pentathiepin
Varacin
Anti-fungal
Sulfur heterocycle
title_short Synthesis and identification of pentathiepin-based Inhibitors of Sporothrix brasiliensis
title_full Synthesis and identification of pentathiepin-based Inhibitors of Sporothrix brasiliensis
title_fullStr Synthesis and identification of pentathiepin-based Inhibitors of Sporothrix brasiliensis
title_full_unstemmed Synthesis and identification of pentathiepin-based Inhibitors of Sporothrix brasiliensis
title_sort Synthesis and identification of pentathiepin-based Inhibitors of Sporothrix brasiliensis
author Asquith, Christopher R. M.
author_facet Asquith, Christopher R. M.
Machado, Ana C. S.
Miranda, Luisa H. M. de
Konstantinova, Lidia S.
Almeida-Paes, Rodrigo
Rakitin, Oleg A.
Pereira, Sandro A.
author_role author
author2 Machado, Ana C. S.
Miranda, Luisa H. M. de
Konstantinova, Lidia S.
Almeida-Paes, Rodrigo
Rakitin, Oleg A.
Pereira, Sandro A.
author2_role author
author
author
author
author
author
dc.contributor.author.fl_str_mv Asquith, Christopher R. M.
Machado, Ana C. S.
Miranda, Luisa H. M. de
Konstantinova, Lidia S.
Almeida-Paes, Rodrigo
Rakitin, Oleg A.
Pereira, Sandro A.
dc.subject.en.pt_BR.fl_str_mv Sporotrichosis
1,2,3,4,5-pentathiepin
Varacin
Anti-fungal
Sulfur heterocycle
topic Sporotrichosis
1,2,3,4,5-pentathiepin
Varacin
Anti-fungal
Sulfur heterocycle
description University of North Carolina at Chapel Hill. School of Medicine. Department of Pharmacology. Chapel Hill, NC, USA.
publishDate 2019
dc.date.accessioned.fl_str_mv 2019-12-17T13:43:26Z
dc.date.available.fl_str_mv 2019-12-17T13:43:26Z
dc.date.issued.fl_str_mv 2019
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.citation.fl_str_mv ASQUITH, Christopher R. M. et al. Synthesis and identification of pentathiepin-based Inhibitors of Sporothrix brasiliensis. Antibiotics, v. 8, n. 249, p. 1-11, 2019.
dc.identifier.uri.fl_str_mv https://www.arca.fiocruz.br/handle/icict/38647
dc.identifier.issn.pt_BR.fl_str_mv 2079-6382
dc.identifier.doi.none.fl_str_mv 10.3390/antibiotics8040249
dc.identifier.eissn.none.fl_str_mv 2079-6382
identifier_str_mv ASQUITH, Christopher R. M. et al. Synthesis and identification of pentathiepin-based Inhibitors of Sporothrix brasiliensis. Antibiotics, v. 8, n. 249, p. 1-11, 2019.
2079-6382
10.3390/antibiotics8040249
url https://www.arca.fiocruz.br/handle/icict/38647
dc.language.iso.fl_str_mv eng
language eng
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv MDPI
publisher.none.fl_str_mv MDPI
dc.source.none.fl_str_mv reponame:Repositório Institucional da FIOCRUZ (ARCA)
instname:Fundação Oswaldo Cruz (FIOCRUZ)
instacron:FIOCRUZ
instname_str Fundação Oswaldo Cruz (FIOCRUZ)
instacron_str FIOCRUZ
institution FIOCRUZ
reponame_str Repositório Institucional da FIOCRUZ (ARCA)
collection Repositório Institucional da FIOCRUZ (ARCA)
bitstream.url.fl_str_mv https://www.arca.fiocruz.br/bitstream/icict/38647/1/license.txt
https://www.arca.fiocruz.br/bitstream/icict/38647/2/ve_Asquith_Christopher_etal_INI_2019.pdf
https://www.arca.fiocruz.br/bitstream/icict/38647/3/ve_Asquith_Christopher_etal_INI_2019.pdf.txt
bitstream.checksum.fl_str_mv 79178e5f2a0eb066867a274556814938
8173dd9fe3854996613c6578b3c29556
27ec44aa2c3911bbafbd761b73a0c2a6
bitstream.checksumAlgorithm.fl_str_mv MD5
MD5
MD5
repository.name.fl_str_mv Repositório Institucional da FIOCRUZ (ARCA) - Fundação Oswaldo Cruz (FIOCRUZ)
repository.mail.fl_str_mv repositorio.arca@fiocruz.br
_version_ 1798324881340760064