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Identification of polyphenols from antiviral Chamaecrista nictitans extract using high-resolution LC–ESI–MS/MS

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Abstract

Chamaecrista nictitans (L) extract possesses antiviral properties; it acts against the herpes simplex virus, and this may be attributed to its constituent phenolics. Here, high-resolution LC–ESI–MS/MS is used to identify the phenolic components of the most potent fraction of the extract. The fraction is a complex mixture rich in oligomeric proanthocyanidins with a high content of monohydroxyphenol moieties ((epi)fisetinidol, (epi)afzelechin and (epi)guibourtinidol) and A-type linkages, uncommon in other proanthocyanidin-rich phenolic extracts, such as those from grape seeds or pine bark. As monohydroxyphenolic structures and A-type linkages have been related to antiviral effects, particularly through the inhibition of late transcription, we suggest that the fraction of C. nictitans extract exerts its action through a particularly effective combination of proanthocyanidins that include these two structural features.

MS spectrum of the most active fraction of a Chamaecrista Nictitans Extract

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Acknowledgments

This research was funded by a joint project between the CRUSA Foundation (Costa Rica-USA Foundation for Cooperation in Costa Rica) and the Spanish National Research Council, CSIC (project 2010CR0011). AJ is grateful to the Costa Rican Ministry of Science and Technology for partial support, and GT is grateful to the University of Costa Rica for a complementary funding (grant 809-B1-544).

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Author notes

  1. Elisabet Fuguet

    Present address: Departament de Química Analítica, Universitat de Barcelona, Martí i Franquès 1-11, 08028, Barcelona, Spain

Authors and Affiliations

  1. Institute of Advanced Chemistry of Catalonia (IQAC-CSIC), Jordi Girona 18-26, 08034, Barcelona, Spain

    María Luisa Mateos-Martín, Elisabet Fuguet & Josep Lluís Torres

  2. Unidad Estratégica de Bioprospección, Instituto Nacional de Biodiversidad (INBio), Santo Domingo, Santo Domingo de Heredia, 22-3100, Costa Rica

    Allan Jiménez-Ardón & Giselle Tamayo-Castillo

  3. Centro de Investigación en Enfermedades Tropicales, Facultad de Microbiología, Universidad de Costa Rica, San Pedro de Montes de Oca, San José, 2060, Costa Rica

    Libia Herrero-Uribe

  4. CIPRONA and Escuela de Química, Universidad de Costa Rica, San Pedro de Montes de Oca, San José, 2060, Costa Rica

    Giselle Tamayo-Castillo

Authors
  1. María Luisa Mateos-Martín
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  2. Elisabet Fuguet
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  3. Allan Jiménez-Ardón
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  4. Libia Herrero-Uribe
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  5. Giselle Tamayo-Castillo
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  6. Josep Lluís Torres
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Corresponding author

Correspondence to Elisabet Fuguet.

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Mateos-Martín, M.L., Fuguet, E., Jiménez-Ardón, A. et al. Identification of polyphenols from antiviral Chamaecrista nictitans extract using high-resolution LC–ESI–MS/MS. Anal Bioanal Chem 406, 5501–5506 (2014). https://doi.org/10.1007/s00216-014-7982-6

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  • DOI: https://doi.org/10.1007/s00216-014-7982-6

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