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Inclusion complex of (−)-linalool and β-cyclodextrin

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Abstract

(−)-Linalool is a monoterpene alcohol which is present in the essential oils of several aromatic plants. Recent studies suggest that (−)-linalool has antimicrobial, anti-inflammatory, anticancer, antioxidant, and antinociceptive properties in different animal models. The aim of this study was to prepare and characterize inclusion complexes of (−)-linalool with β-cyclodextrin (β-CD). Equimolar binary (−)-linalool/β-CD systems were prepared by physical mixture, paste (PM), and slurry methods (SC) and characterized by differential scanning calorimetry, thermogravimetric analysis, FT-IR spectroscopy, X-ray diffractometry, Karl Fisher titration, and scanning electron microscopy. Thermal characterization indicates the occurrence of complexation, mainly in paste complexes, which is present in the interval from 140 to 280 °C a gradual mass loss (4.6 %), probably related to (−)-linalool loss. FT-IR spectra showed changes that may be related to the formation of intermolecular hydrogen bonds between (−)-linalool and β-CD. The new solid-phase formed using the PM and SC methods, had a crystal structure which was different from the original morphology of β-CD.

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Acknowledgements

We would like to thank the Conselho Nacional de Desenvolvimento Científico e Tecnológico/CNPq/Brazil) and Fundação de Amparo à Pesquisa do Estado de Sergipe/FAPITEC-SE for the financial support.

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Authors and Affiliations

  1. Departamento de Fisiologia, Universidade Federal de Sergipe, Av. Marechal Rondon, s/n, Cidade Universitária, São Cristóvão, Sergipe, 49100-000, Brazil

    P. P. Menezes, M. R. Serafini, L. J. Quintans-Júnior, J. C. C. Souza & A. A. S. Araújo

  2. Departamento de Engenharia Química, Universidade Federal de Sergipe, Av. Marechal Rondon, s/n, Cidade Universitária, São Cristóvão, Sergipe, 49100-000, Brazil

    G. F. Silva

  3. Departamento de Química Fundamental, Instituto de Química, Universidade de São Paulo, Av. Lineu Prestes, 748, São Paulo, SP, 05508-000, Brazil

    J. F. Oliveira & J. R. Matos

  4. Departamento de Mineralogia e Geotectônia, Instituto de Geociências, Universidade de São Paulo, São Paulo, SP, Brazil

    F. M. S. Carvalho

  5. Departamento de Química, Universidade Federal de Sergipe, Av. Marechal Rondon, s/n, Cidade Universitária, São Cristóvão, Sergipe, 49100-000, Brazil

    P. B. Alves & I. L. Matos

  6. Department of Applied Chemistry and Organic-Natural Compounds Engineering, Faculty of Industrial Chemistry and Environmental Engineering, “Politehnica” University of Timisoara, Victory Sq. 2, 300006, Timisoara, Romania

    Daniel I. Hădărugă

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  1. P. P. Menezes
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  2. M. R. Serafini
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  3. L. J. Quintans-Júnior
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  4. G. F. Silva
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  5. J. F. Oliveira
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  6. F. M. S. Carvalho
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  7. J. C. C. Souza
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  8. J. R. Matos
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  9. P. B. Alves
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  10. I. L. Matos
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  11. Daniel I. Hădărugă
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  12. A. A. S. Araújo
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Correspondence to A. A. S. Araújo.

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Menezes, P.P., Serafini, M.R., Quintans-Júnior, L.J. et al. Inclusion complex of (−)-linalool and β-cyclodextrin. J Therm Anal Calorim 115, 2429–2437 (2014). https://doi.org/10.1007/s10973-013-3367-x

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  • DOI: https://doi.org/10.1007/s10973-013-3367-x

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