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Interaction of p-cymene with β-cyclodextrin

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An Erratum to this article was published on 05 August 2011

Abstract

In this investigation, the study of inclusion complexes formation between p-cymene and β-cyclodextrin using the methods of physical mixture, paste (PC) and slurry (SC), was evaluated. The results of DSC and TG/DTG showed that the products prepared by PC and SC methods were able to incorporate greater amounts of p-cymene, as evidenced by the weight loss of 7.15 and 3.97%, respectively, which occurred between 120 and 270 °C. SEM images showed decreased size of the household, especially in the SC product. The absorption bands in the IR spectrum, characteristic of p-cymene, were also identified in the preparations, indicating the presence of the compound in the complex.

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References

  1. Luengo MAM, Yates M, Domingo MJM, Casal B, Iglesias M, Esteban M, Ruiz-Hitzky E. Synthesis of p-cymene from limonene, a renewable feedstock. Appl Catal B Environ. 2008;81:218–24.

    Article  Google Scholar 

  2. Philis JG. The S1 ←S0 spectrum of jet-cooled p-cymene. Spectrochim Acta Part A. 2005;61:1239–41.

    Article  Google Scholar 

  3. Abdoh AA, Zughul MB, Eric J, Davies D, Badwan AA. Inclusion complexation of diclofenac with natural and modified cyclodextrins explored through phase solubility, 1H-NMR and molecular modeling studies. J Incl Phenom Macrocycl Chem. 2007;57:503–10.

    Article  CAS  Google Scholar 

  4. Ali H, Marzouqi A, Solieman A, Shehadi I, Adem A. Influence of the preparation method on the physicochemical properties of econazole-β-cyclodextrin complexes. J Incl Phenom Macrocycl Chem. 2008;60:85–93.

    Article  Google Scholar 

  5. Zielenkiewicz W, Kozbiał M, Golankiewicz B, Poznanski J. Enhancement of aqueous solubility of tricyclic acyclovirderivatives by their complexation with hydroxypropyl-b-cyclodextrin. J Therm Anal Calorim. 2010;101:555–60.

    Article  CAS  Google Scholar 

  6. Fernandes LP, Oliveira WP, Sztatisz J, Szilágyi IM, Cs. Novák. Solid state studies on molecular inclusions of Lippia sidoides essential oil obtained by spray drying. J Therm Anal Calorim, 2009;95(3):855–63.

  7. Ambrus R, Aigner Z, Catenacci L, Bettinetti G, Szabo-Révész P, Sorrenti M. Physico-chemical characterization and dissolution properties of nifluminic acid-cyclodextrin-PVP ternary systems. J Therm Anal Calorim. 2011;104:291–7.

    Article  CAS  Google Scholar 

  8. Ali SM, Upadhyay SK, Maheshwari A. NMR spectroscopic study of the inclusion complex of desloratadine with β -cyclodextrin in solution. J Incl Phenom Macrocycl Chem. 2007;59:351–5.

    Article  CAS  Google Scholar 

  9. Salústio PJ, Feio G, Figueirinhas JL, Pinto JF, Marques HMC. The influence of the preparation methods on the inclusion of model drugs in a β-cyclodextrin cavity. Eur J Pharm Biopharm. 2009;71:377–86.

    Article  Google Scholar 

  10. Marques HMC, Hadgraft J, Kellawat IW. Studies of cyclodextrin inclusion complexes. I. The salbutamol-cyclodextrin complex as studied by phase solubility and DSC. Int J Pharm. 1990;63:259–66.

    Article  Google Scholar 

  11. Tsai Y, Tsai H, Wu C, Tsai F. Preparation, characterisation and activity of the inclusion complex of paeonol with β-cyclodextrin. Food Chem. 2010;120:837–41.

    Article  CAS  Google Scholar 

  12. Marreto RN, Almeida EECV, Alves PB, Niculau ES, Nunes RS, Matos CRS, Araújo AAS. Thermal analysis and gas chromatography coupled mass spectrometry analyses of hydroxypropyl-β-cyclodextrin inclusion complex containing Lippia gracilis essential oil. Thermochim Acta. 2008;475:53–8.

    Article  CAS  Google Scholar 

  13. Rodríguez-Tenreiro C, Alvarez-Lorenzo C, Concheiro A, Torres-Labandeira JJ. Characterization of cyclodextrincarbopol interactions by DSC and FTIR. J Therm Anal Calorim. 2004;77:403–11.

    Article  Google Scholar 

  14. Xu P, Song LX, Wang HM. Study on thermal decomposition behavior of survived β-cyclodextrin in its inclusion complex of clove oil by nonisothermal thermogravimetry and gas chromatography coupled to time-of-flight mass spectrometry analyses. Thermochim Acta. 2008;469:36–42.

    Article  CAS  Google Scholar 

  15. Martins AP, Craveiro AA, Machado MIL, Raffin FN, Moura TF, Novák Cs., Zsuzsanna Éhen J. Preparation and characterization of Mentha × villosa Hudson oil-β-cyclodextrin complex. J Therm Anal Calorim 2007;88:363–71.

  16. Szente L. Analytical methods for cyclodextrins, cyclodextrin derivatives and cyclodextrin complexes. In: Comprehensive supramolecular chemistry, vol 3. Oxford: Pergamon Press; 1996. p. 253–78.

  17. Nunes OS, Bezerra MS, Costa LP, Cardoso JC, Albuquerque RLC Jr, Rodrigues MO, Barin GB, Silva FA, Araújo AAS. Thermal characterization of usnic acid/collagen-based films. J Therm Anal Calorim. 2010;99:1011–4.

    Article  CAS  Google Scholar 

  18. Cardoso JC, Albuquerque RLC Jr, Padilha FF, Bittencourt FO, Freitas O, Nunes PS, Pereira NL, Fonseca MJV, Araújo AAS. Effect of the Maillard reaction on properties of casein and casein films. J Therm Anal Calorim. 2011;104:249–54.

    Article  CAS  Google Scholar 

  19. Brito MB, Barin GB, Araújo AAS, Sousa DP, Cavalcanti SCH, Lira AAM, Nunes RS. The action modes of Lippia sidoides (Cham) essential oil as penetration enhacers on snake skin. J Therm Anal Calorim 2009;97(1):323–7.

    Google Scholar 

  20. Martin Del Valle EM. Cyclodextrins and their uses: a review. Process Biochem 2004;39:1033–46.

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Acknowledgements

The authors would like to acknowledge the financial support provided by the Conselho Nacional de Desenvolvimento Científico e Tecnológico/CNPq/Brazil) and Fundação de Amparo à Pesquisa do Estado de Sergipe/FAPITEC-SE.

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Authors and Affiliations

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

    M. R. Serafini, P. P. Menezes, L. J. Quintans Jr, S. Grangeiro Jr, P. S. Nunes, L. R. Bonjadim & A. A. S. Araújo

  2. Instituto de Tecnologia e Pesquisa da Universidade Tiradentes-ITP/UNIT, Av. Murilo Dantas, 300, Aracaju, SE, CEP 49032-490, Brazil

    L. P. Costa, C. M. Lima & J. C. Cardoso

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

    J. R. Matos

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

    J. L. Soares-Sobrinho

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  1. M. R. Serafini
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  2. P. P. Menezes
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  3. L. P. Costa
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  4. C. M. Lima
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  5. L. J. Quintans Jr
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  6. J. C. Cardoso
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  7. J. R. Matos
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  8. J. L. Soares-Sobrinho
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  9. S. Grangeiro Jr
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  10. P. S. Nunes
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  11. L. R. Bonjadim
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  12. A. A. S. Araújo
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Corresponding author

Correspondence to A. A. S. Araújo.

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Serafini, M.R., Menezes, P.P., Costa, L.P. et al. Interaction of p-cymene with β-cyclodextrin. J Therm Anal Calorim 109, 951–955 (2012). https://doi.org/10.1007/s10973-011-1736-x

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  • DOI: https://doi.org/10.1007/s10973-011-1736-x

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