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Anthratectone and Naphthotectone, Two Quinones from Bioactive Extracts of Tectona grandis

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Abstract

Two new quinones, (an isoprenoid quinone, and a dimeric anthraquinone) named naphthotectone and anthratectone, respectively, were isolated from bioactive leaf extracts from Tectona grandis. Their structures were determined by a combination of 1D and 2D NMR techniques. The bioactivity profile of naphthotectone was assessed using the etiolated wheat coleoptiles bioassay in aqueous solutions at concentrations ranging from 10−3 to 10−5M, as well as the standard target species lettuce, cress, tomato, and onion. Naphthotectone showed high level of activities in both bioassays. This fact, along with the presence of this compound as the major component in Tectona grandis, suggests that it may be involved in the allelopathic activity previously described for this species, and probably in other defense mechanisms.

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Acknowledgements

This research was supported by the Ministerio de Ciencia y Tecnología, Spain (Ministerio de Ciencia e Innovación; Project No. AGL2008-04716/AGR).

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Authors and Affiliations

  1. Grupo de Alelopatía, Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Cádiz, Campus de Excelencia Internacional Agroalimentario, ceiA3, C/ República Saharaui s/n, 11510, Puerto Real, Cádiz, Spain

    Rodney Lacret, Rosa M. Varela, José M. G. Molinillo & Francisco A. Macías

  2. Centro de Estudios de Productos Naturales, Departamento de Química Orgánica, Facultad de Química, Universidad de la Habana, La Habana, Cuba

    Clara Nogueiras

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  1. Rodney Lacret
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  2. Rosa M. Varela
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  3. José M. G. Molinillo
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  4. Clara Nogueiras
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  5. Francisco A. Macías
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Correspondence to Francisco A. Macías.

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Lacret, R., Varela, R.M., Molinillo, J.M.G. et al. Anthratectone and Naphthotectone, Two Quinones from Bioactive Extracts of Tectona grandis . J Chem Ecol 37, 1341–1348 (2011). https://doi.org/10.1007/s10886-011-0048-8

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  • DOI: https://doi.org/10.1007/s10886-011-0048-8

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