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Rapid structural characterisation of benzylisoquinoline and aporphine alkaloids from Ocotea spixiana acaricide extract by HPTLC-DESI-MSn.
Conceição, Rodrigo S; Reis, Isabella M A; Cerqueira, Amanda P M; Perez, Consuelo J; Junior, Manoelito C Dos Santos; Branco, Alexsandro; Ifa, Demian R; Botura, Mariana B.
Afiliação
  • Conceição RS; Department of Health, State University of Feira de Santana, Feira de Santana, Bahia, Brazil.
  • Reis IMA; Centre for Research in Mass Spectrometry, Department of Chemistry, York University, Toronto, Ontario, Canada.
  • Cerqueira APM; Department of Health, State University of Feira de Santana, Feira de Santana, Bahia, Brazil.
  • Perez CJ; Department of Health, State University of Feira de Santana, Feira de Santana, Bahia, Brazil.
  • Junior MCDS; Centre for Research in Mass Spectrometry, Department of Chemistry, York University, Toronto, Ontario, Canada.
  • Branco A; Department of Health, State University of Feira de Santana, Feira de Santana, Bahia, Brazil.
  • Ifa DR; Department of Health, State University of Feira de Santana, Feira de Santana, Bahia, Brazil.
  • Botura MB; Centre for Research in Mass Spectrometry, Department of Chemistry, York University, Toronto, Ontario, Canada.
Phytochem Anal ; 31(6): 711-721, 2020 Nov.
Article em En | MEDLINE | ID: mdl-32291820
INTRODUCTION: Lauraceae alkaloids are a structurally diverse class of plant specialised secondary metabolites that play an important role in modern pharmacotherapy, being useful as well as model compounds for the development of synthetic analogues. However, alkaloids characterisation is challenging due to low concentrations, the complexity of plant extracts, and long processes for accurate structural determinations. OBJECTIVE: The use of high-performance thin layer chromatography coupled with desorption electrospray ionisation multistage mass spectrometry (HPTLC DESI-MSn ) as a fast tool to identify alkaloids present in Ocotea spixiana extract and evaluate the extract's acaricide activity. METHODS: Ocotea spixiana twigs were extracted by conventional liquid-liquid partitioning. HPTLC analysis of the ethyl acetate extract was performed to separate isobaric alkaloids prior to DESI-MSn analysis, performed from MS3 up to MS7 . The extract's acaricide activity against Rhipicephalus microplus was evaluated by in vitro (larval immersion test) and in silico tests. RESULTS: HPTLC-DESI-MSn analysis was performed to identify a total of 13 aporphine and four benzylisoquinoline-type alkaloids reported for the first time in O. spixiana. In vitro evaluation of the extract and the alkaloid boldine showed significant activity against R. microplus larvae. It was established in silico that boldine had important intermolecular interactions with R. microplus acetylcholinesterase enzyme. CONCLUSION: The present study demonstrated that HPTLC-DESI-MSn is a useful analytical tool to identify isoquinoline alkaloids in plant extracts. The acaricide activity of the O. spixiana ethyl acetate extract can be correlated to the presence of alkaloids.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Aporfinas / Ocotea / Benzilisoquinolinas / Alcaloides / Acaricidas Idioma: En Revista: Phytochem Anal Assunto da revista: BOTANICA / QUIMICA Ano de publicação: 2020 Tipo de documento: Article País de afiliação: Brasil País de publicação: Reino Unido
Texto completo
Adicionar na Minha BVS
Imprimir
XML
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Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Aporfinas / Ocotea / Benzilisoquinolinas / Alcaloides / Acaricidas Idioma: En Revista: Phytochem Anal Assunto da revista: BOTANICA / QUIMICA Ano de publicação: 2020 Tipo de documento: Article País de afiliação: Brasil País de publicação: Reino Unido