title: Post-column sodiation to enhance the detection of polyacetylene glycosides in LC-DAD-MS analyses: an example from Bidens gardneri (Asteraceae).
abstract: The use of liquid chromatography-electrospray ionization-mass spectrometry (LC-ESI-MS) in dereplication studies of medicinal plants is a common strategy, but the analyses of polyacetylenes by LC-ESI-MS are little explored and require huge efforts, especially if there are low concentrations in the extracts. A post-column sodiation strategy was successfully applied to enhance the detection of polyacetylene glycosides. Their molecular formulae were proposed by HRESI, whereas the polyacetylene chromophores were determined by UV data. The use of acetic acid in the mobile phase was essential to obtain satisfactory chromatographic resolution, and only the addition of sodium chloride solution allowed good mass spectra, internal calibration and undoubtedly the molar mass determination of polyacetylenes. This new approach has allowed the identification of polyacetylene glycosides from Bidens gardneri extract, guiding the isolation procedures, and two new compounds were obtained. The structures of the isolated polyacetylenes have been confirmed by 1D and 2D NMR, HRMS.
authors: Núcleo de Pesquisas em Produtos Naturais e Sintéticos - NPPNS, Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo, Avenida Bandeirantes 3900, 14040-903 Ribeirão Preto, SP, Brazil.
authors: Denise Brentan
authors: DB
authors: Silva
authors: Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, Avenida dos Bandeirantes 3900, 14040-901 Ribeirão Preto, SP, Brazil; Departamento de Química, Universidade Federal de Mato Grosso do Sul, CP 549, 79070-900 Campo Grande, MS, Brazil.
authors: Edilene Delphino
authors: ED
authors: Rodrigues
authors: Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, Avenida dos Bandeirantes 3900, 14040-901 Ribeirão Preto, SP, Brazil.
authors: Gil Valdo José
authors: GV
authors: da Silva
authors: Núcleo de Pesquisas em Produtos Naturais e Sintéticos - NPPNS, Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo, Avenida Bandeirantes 3900, 14040-903 Ribeirão Preto, SP, Brazil. Electronic address: npelopes@fcfrp.usp.br.
authors: Norberto Peporine
authors: NP
authors: Lopes
authors: Núcleo de Pesquisas em Produtos Naturais e Sintéticos - NPPNS, Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo, Avenida Bandeirantes 3900, 14040-903 Ribeirão Preto, SP, Brazil.
authors: Dionéia Camilo Rodrigues
authors: DC
authors: de Oliveira
mesh_terms: D031176:Bidens; D002853:Chromatography, Liquid; D006027:Glycosides / Q000032:analysis*; D010936:Plant Extracts / Q000737:chemistry*; D018515:Plant Leaves; D018547:Plant Stems; D053279:Polyynes / Q000032:analysis*; D021241:Spectrometry, Mass, Electrospray Ionization; D053719:Tandem Mass Spectrometry
chemical_list: D006027:Glycosides; D010936:Plant Extracts; D053279:Polyynes
keywords: Asteraceae; Bidens gardneri; Complexation; ESI; LC–MS; Polyacetylenes