Devine, Robert and Martin, D.S.D. and Kinsella, Gemma K. and Findlay, John B.C. and Stephens, J.C. (2020) Characterization of an aryl piperazine/2-hydroxypropyl-β-cyclodextrin association, a complex with antidiabetic potential. Results in Chemistry, 2 (100026). ISSN 2211-7156

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Abstract

This study explores the molecular association between 4-(thiophen-2-yl)-1-(4-(4-(trifluoromethyl)phenyl) piperazin-1-yl)butan-1-one (RTC1), an antidiabetic compound recently reported by our research group with challenging aqueous solubility, and 2-hydroxypropyl-β-cyclodextrin (HPBCD). The formation of a RTC1/HPBCD complex resulted in improved solubility. A phase-solubility diagram was used to determine the complex stability constant and stoichiometric ratio. 2D 1 H NMR spectroscopy was utilized to study the molecular interaction between RTC1 and HPBCD in the complex. Differential scanning calorimetry and scanning electron microscopy was also employed to confirm complex formation. In vitro biological evaluation, using a glucose uptake assay, showed that the homogeneous RTC1/HPBCD complex solution showed the same activity to that of RTC1 alone, with no reduction in activity due to the presence of HPBCD.

Item Type:	Article
Keywords:	Diabetes; Aryl piperazine; 2-Hydroxypropyl-β-cyclodextrin;
Academic Unit:	Faculty of Science and Engineering > Chemistry
Item ID:	15016
Identification Number:	https://doi.org/10.1016/j.rechem.2020.100026
Depositing User:	Dr John Stephens
Date Deposited:	15 Nov 2021 16:30
Journal or Publication Title:	Results in Chemistry
Publisher:	Elsevier
Refereed:	Yes
URI:	Publisher
Use Licence:	This item is available under a Creative Commons Attribution Non Commercial Share Alike Licence (CC BY-NC-SA). Details of this licence are available here

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