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Sci. Pharm. 2018, 86(2), 20; https://doi.org/10.3390/scipharm86020020

Host-Guest Interactions of Plumbagin with β-Cyclodextrin, Dimethyl-β-Cyclodextrin and Hydroxypropyl-β-Cyclodextrin: Semi-Empirical Quantum Mechanical PM6 and PM7 Methods

1
School of Bio-Chemical Engineering and Technology, Sirindhorn International Institute of Technology, Thammasat University, Pathum Thani 12120, Thailand
2
School of Information Science, Japan Advanced Institute of Science and Technology, Nomi, Ishikawa 923-1292, Japan
3
School of Information, Computer and Communication Technology, Sirindhorn International Institute of Technology, Thammasat University, Pathum Thani 12000, Thailand
4
National Electronics and Computer Technology Center, National Science and Technology Development Agency, Pathumthani 12120, Thailand
*
Author to whom correspondence should be addressed.
Received: 20 March 2018 / Revised: 27 April 2018 / Accepted: 9 May 2018 / Published: 15 May 2018
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Abstract

Molecular interactions of plumbagin inclusion complexes with β-cyclodextrin (BCD), dimethyl--cyclodextrin (MBCD), and hydroxypropyl-β-cyclodextrin (HPBCD) were investigated by semi-empirical, Parameterization Method 6 and 7 (PM6, and PM7) in the aqueous phase using polarizable continuum calculations. The results revealed two different binding modes of the plumbagin molecule inside the BCD cavity with a negative value of the complexation energy. In conformation-I, the hydroxyl phenolic group of plumbagin was placed in the BCD cavity near the narrow-side of the host molecule. In the other model, conformation-II, the methyl quinone group of plumbagin was placed in the cavity of BCD near the narrow-side of the host molecule. The higher the negative value of the complexation energy, the more favorable is the pathway of inclusion-complex formation. View Full-Text
Keywords: plumbagin; cyclodextrin; inclusion complex; host–guest interaction plumbagin; cyclodextrin; inclusion complex; host–guest interaction
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).
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Srihakulung, O.; Maezono, R.; Toochinda, P.; Kongprawechnon, W.; Intarapanich, A.; Lawtrakul, L. Host-Guest Interactions of Plumbagin with β-Cyclodextrin, Dimethyl-β-Cyclodextrin and Hydroxypropyl-β-Cyclodextrin: Semi-Empirical Quantum Mechanical PM6 and PM7 Methods. Sci. Pharm. 2018, 86, 20.

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