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Co-solvation effect on the binding mode of the α-mangostin/β-cyclodextrin inclusion complex
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Metadata
Document Title
Co-solvation effect on the binding mode of the α-mangostin/β-cyclodextrin inclusion complex
Author
Rungnim C., Phunpee S., Kunaseth M., Namuangruk S., Rungsardthong K., Rungrotmongkol T., Ruktanonchai U.
Name from Authors Collection
Affiliations
National Nanotechnology Center (NANOTEC), National Science and Technology Development Agency (NSTDA), Pathumthani, 12120, Thailand; Faculty of Pharmacy, Thammasat University, Rangsit Center, Pathumthani, 12120, Thailand; Structural and Computational Biology Unit, Department of Biochemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand; Ph.D. Program in Bioinformatics and Computational Biology, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand
Type
Article
Source Title
Beilstein Journal of Organic Chemistry
ISSN
18605397
Year
2015
Volume
11
Page
2306-2317
Open Access
Gold, Green
Publisher
Beilstein-Institut Zur Forderung der Chemischen Wissenschaften
DOI
10.3762/bjoc.11.251
Abstract
Cyclodextrins (CDs) have been extensively utilized as host molecules to enhance the solubility, stability and bioavailability of hydrophobic drug molecules through the formation of inclusion complexes. It was previously reported that the use of co-solvents in such studies may result in ternary (host:guest:co-solvent) complex formation. The objective of this work was to investigate the effect of ethanol as a co-solvent on the inclusion complex formation between α-mangostin (α-MGS) and β-CD, using both experimental and theoretical studies. Experimental phase-solubility studies were carried out in order to assess complex formation, with the mechanism of association being probed using a mathematical model. It was found that α-MGS was poorly soluble at low ethanol concentrations (0-10% v/v), but higher concentrations (10-40% v/v) resulted in better α-MGS solubility at all β-CD concentrations studied (0-10 mM). From the equilibrium constant calculation, the inclusion complex is still a binary complex (1:1), even in the presence of ethanol. The results from our theoretical study confirm that the binding mode is binary complex and the presence of ethanol as co-solvent enhances the solubility of α-MGS with some effects on the binding affinity with β-CD, depending on the concentration employed. © 2015 Rungnim et al; licensee Beilstein-Institut.
Keyword
Binary complex | Inclusion complex | α-Mangostin | β-cyclodextrin
Industrial Classification
Knowledge Taxonomy Level 1
Knowledge Taxonomy Level 2
Knowledge Taxonomy Level 3
Funding Sponsor
Chulalongkorn University; Thailand Research Fund; National Nanotechnology Center
License
CC BY
Rights
Author
Publication Source
Scopus