Improved synthesis of seven aromatic Baylis–Hillman adducts (BHA): evaluation against Artemia salina Leach. and Leishmania chagasi

Detalhes bibliográficos
Autor(a) principal: Barbosa, Ticiano Pereira
Data de Publicação: 2009
Outros Autores: Silva, Fábio P. L., Lopes, Horacimone Mendes, Batista, Guilherme N., Silva, Thiago G. da, Silva, Tânia Maria Sarmento da
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UFBA
Texto Completo: http://www.repositorio.ufba.br/ri/handle/ri/13235
Resumo: Texto completo: acesso restrito. p. 1726-1730
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spelling Barbosa, Ticiano PereiraSilva, Fábio P. L.Lopes, Horacimone MendesBatista, Guilherme N.Silva, Thiago G. daSilva, Tânia Maria Sarmento daBarbosa, Ticiano PereiraSilva, Fábio P. L.Lopes, Horacimone MendesBatista, Guilherme N.Silva, Thiago G. daSilva, Tânia Maria Sarmento da2013-10-15T15:20:21Z20090223-5234http://www.repositorio.ufba.br/ri/handle/ri/13235v. 44, n. 4Texto completo: acesso restrito. p. 1726-1730We described a very efficient procedure to prepare seven aromatic compounds (1–7), a new class of antileishmanial substances, through Baylis–Hillman reaction (BHR). With one, all the Baylis–Hillman adducts were prepared in quantitative yields by reaction of the corresponding aromatic aldehydes in acrylonitrile at 0 °C in only 10–40 min reaction time. We present our results about the toxicities of these compounds evaluated on the microcrustaceous Artemia salina Leach. and against promastigote Leishmania chagasi. All substances evaluated in this work have showed high bioactivity. The 3-hydroxy-2-methylene-3-(4-bromopheny)propanenitrile (4) (LC50 = 30.9 μg/mL on A. salina; IC50 = 25.2 μM on L. chagasi) was the most active compound evaluated on A. salina Leach. and on promastigote L. chagasi. The 2-[hydroxy(pyridin-4-yl)methyl]acrylonitrile (7) (LC50 = 30.9 μg/mL on A. salina Leach.; IC50 = 4.8 μg/mL on L. chagasi) was also a very active substance evaluated in this work on promastigote L. chagasi.Submitted by Suelen Reis (suziy.ellen@gmail.com) on 2013-10-15T15:20:21Z No. of bitstreams: 1 1-s2.0-S0223523408001347-main.pdf: 235749 bytes, checksum: 313f9ca590ed91e5d01b798cd3017a31 (MD5)Made available in DSpace on 2013-10-15T15:20:21Z (GMT). No. of bitstreams: 1 1-s2.0-S0223523408001347-main.pdf: 235749 bytes, checksum: 313f9ca590ed91e5d01b798cd3017a31 (MD5) Previous issue date: 2009http://dx.doi.org/10.1016/j.ejmech.2008.03.016reponame:Repositório Institucional da UFBAinstname:Universidade Federal da Bahia (UFBA)instacron:UFBABaylis–Hillman adductsGreen chemistryLeishmania chagasiArtemia salina LeachImproved synthesis of seven aromatic Baylis–Hillman adducts (BHA): evaluation against Artemia salina Leach. and Leishmania chagasiEuropean Journal of Medicinal Chemistryinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article10000-01-01enginfo:eu-repo/semantics/openAccessLICENSElicense.txtlicense.txttext/plain1365https://repositorio.ufba.br/bitstream/ri/13235/2/license.txt5371a150bdc863f78dcf39281543bd86MD52ORIGINAL1-s2.0-S0223523408001347-main.pdf1-s2.0-S0223523408001347-main.pdfapplication/pdf235749https://repositorio.ufba.br/bitstream/ri/13235/1/1-s2.0-S0223523408001347-main.pdf313f9ca590ed91e5d01b798cd3017a31MD51TEXT1-s2.0-S0223523408001347-main.pdf.txt1-s2.0-S0223523408001347-main.pdf.txtExtracted texttext/plain22547https://repositorio.ufba.br/bitstream/ri/13235/3/1-s2.0-S0223523408001347-main.pdf.txtca27e50fe01668736e42754ee99a2106MD53ri/132352022-08-08 13:17:35.698oai:repositorio.ufba.br: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Repositório InstitucionalPUBhttp://192.188.11.11:8080/oai/requestopendoar:19322022-08-08T16:17:35Repositório Institucional da UFBA - Universidade Federal da Bahia (UFBA)false
dc.title.pt_BR.fl_str_mv Improved synthesis of seven aromatic Baylis–Hillman adducts (BHA): evaluation against Artemia salina Leach. and Leishmania chagasi
dc.title.alternative.pt_BR.fl_str_mv European Journal of Medicinal Chemistry
title Improved synthesis of seven aromatic Baylis–Hillman adducts (BHA): evaluation against Artemia salina Leach. and Leishmania chagasi
spellingShingle Improved synthesis of seven aromatic Baylis–Hillman adducts (BHA): evaluation against Artemia salina Leach. and Leishmania chagasi
Barbosa, Ticiano Pereira
Baylis–Hillman adducts
Green chemistry
Leishmania chagasi
Artemia salina Leach
title_short Improved synthesis of seven aromatic Baylis–Hillman adducts (BHA): evaluation against Artemia salina Leach. and Leishmania chagasi
title_full Improved synthesis of seven aromatic Baylis–Hillman adducts (BHA): evaluation against Artemia salina Leach. and Leishmania chagasi
title_fullStr Improved synthesis of seven aromatic Baylis–Hillman adducts (BHA): evaluation against Artemia salina Leach. and Leishmania chagasi
title_full_unstemmed Improved synthesis of seven aromatic Baylis–Hillman adducts (BHA): evaluation against Artemia salina Leach. and Leishmania chagasi
title_sort Improved synthesis of seven aromatic Baylis–Hillman adducts (BHA): evaluation against Artemia salina Leach. and Leishmania chagasi
author Barbosa, Ticiano Pereira
author_facet Barbosa, Ticiano Pereira
Silva, Fábio P. L.
Lopes, Horacimone Mendes
Batista, Guilherme N.
Silva, Thiago G. da
Silva, Tânia Maria Sarmento da
author_role author
author2 Silva, Fábio P. L.
Lopes, Horacimone Mendes
Batista, Guilherme N.
Silva, Thiago G. da
Silva, Tânia Maria Sarmento da
author2_role author
author
author
author
author
dc.contributor.author.fl_str_mv Barbosa, Ticiano Pereira
Silva, Fábio P. L.
Lopes, Horacimone Mendes
Batista, Guilherme N.
Silva, Thiago G. da
Silva, Tânia Maria Sarmento da
Barbosa, Ticiano Pereira
Silva, Fábio P. L.
Lopes, Horacimone Mendes
Batista, Guilherme N.
Silva, Thiago G. da
Silva, Tânia Maria Sarmento da
dc.subject.por.fl_str_mv Baylis–Hillman adducts
Green chemistry
Leishmania chagasi
Artemia salina Leach
topic Baylis–Hillman adducts
Green chemistry
Leishmania chagasi
Artemia salina Leach
description Texto completo: acesso restrito. p. 1726-1730
publishDate 2009
dc.date.issued.fl_str_mv 2009
dc.date.accessioned.fl_str_mv 2013-10-15T15:20:21Z
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://www.repositorio.ufba.br/ri/handle/ri/13235
dc.identifier.issn.none.fl_str_mv 0223-5234
dc.identifier.number.pt_BR.fl_str_mv v. 44, n. 4
identifier_str_mv 0223-5234
v. 44, n. 4
url http://www.repositorio.ufba.br/ri/handle/ri/13235
dc.language.iso.fl_str_mv eng
language eng
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
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dc.source.pt_BR.fl_str_mv http://dx.doi.org/10.1016/j.ejmech.2008.03.016
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