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Characterisation and properties of the inclusion complex of 24-epibrassinolide with β-cyclodextrin

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Abstract

This paper reports the first study of an inclusion complex of abrassinosteroid with β-cyclodextrin. The formation of inclusion complexesbetween 24-epibrassinolide and β-cyclodextrin was confirmed by theirphysicochemical properties and the compounds were analysed by differentialscanning calorimetry, powder X-ray diffraction, nuclear magnetic resonancespectrometry and scanning electron microscopy. Theoretical calculations usingthe MM+ HyperChem force field showed a preference for inclusion of thesidechain of the epibrassinolide molecule into the β-cyclodextrin cavity toform a 1:1 inclusion complex, although complexes involving inclusion ofthe steroidal nucleus also possess a favourable interaction energy. Rice laminainclination assay, employing IAC-103 and IAC-104 cultivars, showed an improvedactivity for the epibrassinolide-cyclodextrin complex compared to theepibrassinolide itself. The results suggest that brassinosteroid complexationwith cyclodextrins may enhance the biological activity of these plant growthregulators.

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Authors and Affiliations

  1. Phytochemistry Laboratory, Instituto Agronômico – IAC, Campinas, CEP, 13001-970, Brazil (

    M.B.M. De Azevedo, M.A.T. Zullo & T.J.G. Salva

  2. Organic Chemistry Department, Universidad de Concepción, Concepción

    J.B. Alderete

  3. Universidade Estadual de Campinas – UNICAMP, Biological Chemistry Laboratory, Instituto de Química, Campinas, CEP, 13083-970, Brazil

    M.M.M. De Azevedo & N. Durán

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  1. M.B.M. De Azevedo
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  2. M.A.T. Zullo
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  3. J.B. Alderete
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  4. M.M.M. De Azevedo
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  5. T.J.G. Salva
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  6. N. Durán
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De Azevedo, M., Zullo, M., Alderete, J. et al. Characterisation and properties of the inclusion complex of 24-epibrassinolide with β-cyclodextrin. Plant Growth Regulation 37, 233–240 (2002). https://doi.org/10.1023/A:1020842727497

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