Your browser doesn't support javascript.
loading
Synthesis, Mechanism Elucidation and Biological Insights of Tellurium(IV)-Containing Heterocycles.
Souza, João Pedro A; Menezes, Leociley R A; Garcia, Francielle P; Scariot, Débora B; Bandeira, Pamela T; Bespalhok, Mateus B; Giese, Siddhartha O K; Hughes, David L; Nakamura, Celso V; Barison, Andersson; Oliveira, Alfredo R M; Campos, Renan B; Piovan, Leandro.
Afiliação
  • Souza JPA; Department of Chemistry, Universidade Federal do Paraná, Curitiba, PR, 81.931-480, Brazil.
  • Menezes LRA; Department of Chemistry, Universidade Federal do Paraná, Curitiba, PR, 81.931-480, Brazil.
  • Garcia FP; Health Sciences Center, Universidade Estadual de Maringá, Maringá, PR, 87.020-900, Brazil.
  • Scariot DB; Health Sciences Center, Universidade Estadual de Maringá, Maringá, PR, 87.020-900, Brazil.
  • Bandeira PT; Department of Chemistry, Universidade Federal do Paraná, Curitiba, PR, 81.931-480, Brazil.
  • Bespalhok MB; Department of Chemistry, Universidade Federal do Paraná, Curitiba, PR, 81.931-480, Brazil.
  • Giese SOK; Department of Chemistry, Universidade Federal do Paraná, Curitiba, PR, 81.931-480, Brazil.
  • Hughes DL; School of Chemistry, University of East Anglia, Norwich, NR4 7TJ, UK.
  • Nakamura CV; Health Sciences Center, Universidade Estadual de Maringá, Maringá, PR, 87.020-900, Brazil.
  • Barison A; Department of Chemistry, Universidade Federal do Paraná, Curitiba, PR, 81.931-480, Brazil.
  • Oliveira ARM; Department of Chemistry, Universidade Federal do Paraná, Curitiba, PR, 81.931-480, Brazil.
  • Campos RB; Academic Department of Chemistry and Biology, Universidade Tecnológica Federal do Paraná, Curitiba, PR, 81.280-340, Brazil.
  • Piovan L; Department of Chemistry, Universidade Federal do Paraná, Curitiba, PR, 81.931-480, Brazil.
Chemistry ; 27(58): 14427-14437, 2021 Oct 19.
Article em En | MEDLINE | ID: mdl-34406689
Inspired by the synthetic and biological potential of organotellurium substances, a series of five- and six-membered ring organotelluranes containing a Te-O bond were synthesized and characterized. Theoretical calculations elucidated the mechanism for the oxidation-cyclization processes involved in the formation of the heterocycles, consistent with chlorine transfer to hydroxy telluride, followed by a cyclization step with simultaneous formation of the new Te-O bond and deprotonation of the OH group. Moreover, theoretical calculations also indicated anti-diastereoisomers to be major products for two chirality center-containing compounds. Antileishmanial assays against Leishmania amazonensis promastigotes disclosed 1,2λ4 -oxatellurane LQ50 (IC50 =4.1±1.0; SI=12), 1,2λ4 -oxatellurolane LQ04 (IC50 =7.0±1.3; SI=7) and 1,2λ4 -benzoxatellurole LQ56 (IC50 =5.7±0.3; SI=6) as more powerful and more selective compounds than the reference, being up to four times more active. A stability study supported by 125 Te NMR analyses showed that these heterocycles do not suffer structural modifications in aqueous-organic media or at temperatures up to 65 °C.
Assuntos
Palavras-chave
Texto completo
Adicionar na Minha BVS
Imprimir
XML
PubMed Links
Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Telúrio Idioma: En Revista: Chemistry Assunto da revista: QUIMICA Ano de publicação: 2021 Tipo de documento: Article País de afiliação: Brasil País de publicação: Alemanha
Texto completo
Adicionar na Minha BVS
Imprimir
XML
PubMed Links
Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Telúrio Idioma: En Revista: Chemistry Assunto da revista: QUIMICA Ano de publicação: 2021 Tipo de documento: Article País de afiliação: Brasil País de publicação: Alemanha