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Secondary metabolites from two Hispaniola Ageratina species and their cytotoxic activity

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Abstract

Study of the aerial parts of the two species of Ageratina: A. dictyoneura and A. illita afforded four new ent-labdane diterpenoids (1–4). Two known labdanes: 2β,3α,15-trihydroxy-ent-labd-7-ene (5), and 2β,3α-trihydroxy-ent-labd-7-en-15-oic acid (6); two sesquiterpene lactones: 8β-hydroxy-β-cyclocostunolide (7) and eupatoriopicrin (8), one benzofuran, and six flavonoids were also isolated. Their chemical structures were determined based on extensive spectroscopic study, comparison with reported data and chemical transformations. The cytotoxicity of the new ent-labdane diterpenoids 1–3, sesquiterpene lactone 7, and the flavonoid: quercetin 3,7-dimethylether were assessed against the human myeloid leukemia U-937 cell line and found that compound 7 and quercetin 3,7-dimethylether were cytotoxic against this cell line.

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Acknowledgements

This research was partially supported by the Ministerio de Educación Superior, Ciencia y Tecnología (MESCYT), Dominican Republic, FONDOCYT Program, under grants 2009-2C3-016 and 2013-1D4-003.

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Authors and Affiliations

  1. Departamento de Química, Universidad de Las Palmas de Gran Canaria, Campus de Tafira, 35017 Las Palmas de Gran Canaria, Canary Islands, Spain

    José Luis Eiroa, Jorge Triana & Francisco J. Pérez

  2. Escuela de Química and Instituto de Química, Universidad Autónoma de Santo Domingo (UASD), Facultad de Ciencias, Ciudad Universitaria, Santo Domingo, D.N., Dominican Republic

    Quírico A. Castillo

  3. Instituto de Productos Naturales y Agrobiología-Consejo Superior de Investigaciones Científicas (CSIC), Avda. Astrofísico Francisco Sánchez 3, 38206, La Laguna, Tenerife, Spain

    Ignacio Brouard & Francisco León

  4. Departamento de Bioquímica, Unidad Asociada al CSIC, Instituto Universitario de Investigaciones Biomédicas y Sanitarias (IUIBS), Universidad de Las Palmas de Gran Canaria, Paseo Blas Cabrera Felipe s/n, 35016 Las Palmas de Gran Canaria, Canary Islands, Spain

    José Quintana & Francisco Estévez

  5. Department of Medicinal Chemistry, College of Pharmacy, University of Florida, Gainesville, FL, 32610, USA

    Francisco León

Authors
  1. José Luis Eiroa
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  2. Jorge Triana
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  3. Francisco J. Pérez
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  4. Quírico A. Castillo
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  5. Ignacio Brouard
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  6. José Quintana
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  7. Francisco Estévez
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  8. Francisco León
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Correspondence to José Luis Eiroa or Francisco León.

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In memoriam: Professor Dr. Francisco J. Pérez.

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Eiroa, J.L., Triana, J., Pérez, F.J. et al. Secondary metabolites from two Hispaniola Ageratina species and their cytotoxic activity. Med Chem Res 27, 1792–1799 (2018). https://doi.org/10.1007/s00044-018-2192-y

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  • DOI: https://doi.org/10.1007/s00044-018-2192-y

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