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Crotalaria spectabilis as a source of pyrrolizidine alkaloids and phenolic compounds: HPLC-MS/MS dereplication and monocrotaline quantification of seed and leaf extracts

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Autor(es):
Scupinari, Tamires ; Russo, Helena Mannochio ; Sabino Ferrari, Anna Beatriz [1] ; Bolzani, Vanderlan Silva [2] ; Dias, Waldir Pereira [3] ; Nunes, Estela de Oliveira [3] ; Hoffmann-Campo, Clara Beatriz [3] ; Zeraik, Maria Luiza [1]
Número total de Autores: 8
Afiliação do(s) autor(es):
[1] State Univ Londrina UEL, Dept Chem, Lab Phytochem & Biomol LabFitoBio, Rodovia Celso Garcia Cid, PR 445, Km 380, BR-86057970 Londrina, Parana - Brazil
[2] Sao Paulo State Univ UNESP, Inst Chem, Dept Organ Chem, Nuclei Bioassays Biosynth & Ecophysiol Nat Prod N, Araraquara, SP - Brazil
[3] Brazilian Agr Res Corp Embrapa Soybean, Londrina, Parana - Brazil
Número total de Afiliações: 3
Tipo de documento: Artigo Científico
Fonte: Phytochemical Analysis; MAY 2020.
Citações Web of Science: 0
Resumo

Introduction Crotalaria spectabilis is an important species used as a pre-plant cover for soybean crops to control the proliferation of endoparasitic nematodes. Species from the Crotalaria genus are known for presenting pyrrolizidine alkaloids (PAs) in their composition, however, C. spectabilis is still considered chemically under-explored. Objective The goal of this manuscript is the development and validation of a method for PAs and flavonoids identification and quantification of C. spectabilis seeds and leaves, a toxic plant used for nematode proliferation control in soil, especially in soybean crops. Materials and methods Seeds and leaves extracts were analysed by high-performance liquid chromatography coupled to tandem mass spectrometry (HPLC-MS/MS) for the identification of the compounds. Results PAs and phenolic compounds could be identified in both samples based on the MS/MS fragmentation pattern. Molecular formulas of the annotated compounds were confirmed by ultra-high-performace liquid chromatography-quadrupole time-of-flight (UHPLC-QToF), and monocrotaline could also be confirmed by standard comparison. The quantification of monocrotaline was performed by HPLC-MS/MS, resulting in 123 times higher monocrotaline content in seeds than in the leaves, which could explain its efficiency in combating nematode proliferation in soil. Conclusion This was the first report of phenolic compounds in C. spectabilis. The current study highlights the importance of C. spectabilis for nematode control due to the presence of toxic PAs, and the employment of analytical techniques for identification and quantification of compounds present in the extracts. (AU)

Processo FAPESP: 14/50926-0 - INCT 2014: biodiversidade e produtos naturais
Beneficiário:Vanderlan da Silva Bolzani
Linha de fomento: Auxílio à Pesquisa - Programa BIOTA - Temático
Processo FAPESP: 13/07600-3 - CIBFar - Centro de Inovação em Biodiversidade e Fármacos
Beneficiário:Glaucius Oliva
Linha de fomento: Auxílio à Pesquisa - Centros de Pesquisa, Inovação e Difusão - CEPIDs
Processo FAPESP: 16/16970-7 - Estudo do impacto da função de eIF5A no perfil proteômico celular utilizando o modelo de Saccharomyces cerevisiae
Beneficiário:Cleslei Fernando Zanelli
Linha de fomento: Auxílio à Pesquisa - Regular