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Inclusion complexes of sulphanilamide drugs and β-cyclodextrin: a theoretical approach

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Abstract

PM3 theoretical methodology was used to access and compare the relative stability of inclusion complexes formed by sulphadiazene, sulphisomidine, sulphamethazine and sulphanilamide with β-cyclodextrin (β-CD). The study predicted that (i) the heterocyclic ring is encapsulated in the hydrophobic part and aniline ring is present in the hydrophilic part of the β-CD cavity and (ii) intermolecular hydrogen bonds were formed between host and guest molecules. The negative free energy and enthalpy changes indicated that all the four inclusion complexation processes were spontaneous and enthalpy driven process. HOMO and LUMO orbital investigation confirmed that the stability increased in the inclusion complexes and also proved no significant change in the electronic structure of the guest and host molecules after complexation.

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Acknowledgments

This work was supported by the CSIR [No. 01(2549)/12/EMR-II], UGC [No. F-351-98/2011 (SR)] and DST, New Delhi, India (No. SR/FTP/CS-14/2005). We thank Dr. V. K. Subramanian, Department of Chemistry, Annamalai University, for carrying out the grammatical corrections in this article. We also thank the reviewers of this article for their valuable suggestions. One of the authors G. Venkatesh is thankful to UGC for the award of RFSMS fellowship.

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Authors and Affiliations

  1. Department of Chemistry, Annamalai University, Annamalai Nagar, Chidambaram, 608 002, Tamil nadu, India

    G. Venkatesh, T. Sivasankar, M. Karthick & N. Rajendiran

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  1. G. Venkatesh
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  2. T. Sivasankar
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  3. M. Karthick
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  4. N. Rajendiran
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Correspondence to N. Rajendiran.

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Venkatesh, G., Sivasankar, T., Karthick, M. et al. Inclusion complexes of sulphanilamide drugs and β-cyclodextrin: a theoretical approach. J Incl Phenom Macrocycl Chem 77, 309–318 (2013). https://doi.org/10.1007/s10847-012-0248-z

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