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Isolation and Phytotoxicity of Terpenes from Tectona grandis

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Abstract

A study was carried out on the allelopathic potential of four forest species, Tectona grandis, Aleurites fordii, Gliricidia sepium, and Maytenus buxifolia. The most active species, T. grandis, was selected to perform a phytochemical study. A new compound, abeograndinoic acid, was isolated, and elucidation of its structure showed that this compound has an unusual carbon skeleton. A further 21 known terpenoids—including 4 sesquiterpenoids, 8 diterpenes and 9 triterpenes—also were isolated. A biosynthetic scheme for the presence of the new compound is proposed. Bioactivity profiles that used etiolated wheat coleoptiles and phytotoxicity bioassays on the isolated compounds were conducted. The compounds that presented the highest phytotoxic activity are the diterpenes 9 (2-oxokovalenic acid) and 12 (19-hydroxyferruginol).

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Acknowledgement

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, C/ República Saharaui s/n, Apdo. 40, 11510, Puerto Real, Cádiz, Spain

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

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

    Clara Nogueiras

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

Electronic Supplementary Materials

Supporting Information. NMR spectra of compound 11 and effects of compounds 7–9 and 12 on the growth of standard target species are available at http://www

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Macías, F.A., Lacret, R., Varela, R.M. et al. Isolation and Phytotoxicity of Terpenes from Tectona grandis . J Chem Ecol 36, 396–404 (2010). https://doi.org/10.1007/s10886-010-9769-3

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  • DOI: https://doi.org/10.1007/s10886-010-9769-3

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