Studies on the inclusion behavior of 9-Aminoacridine into cyclodextrins: spectroscopic and theoretical evidences.

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Manivannan C, Vijay Solomon R, Venuvanalingam P, Renganathan R

Studies on the inclusion behavior of 9-Aminoacridine into cyclodextrins: spectroscopic and theoretical evidences.

Spectrochim Acta A Mol Biomol Spectrosc. 2013 Feb 15;103:18-24. doi: 10.1016/j.saa.2012.11.014. Epub 2012 Nov 16.

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23257326 [ View in PubMed
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Abstract

9-Aminoacridine (9-AA) is an important attractive pharmaceutical drug employed as chemotheraptic agent for wound dressings. However, 9-AA possesses limited solubility and rapid metabolic decomposition renders this potential drug to limit its applications. Here we propose cyclodextrins (CDs) as a drug carrier to improve the bioavailability, solubility of 9-AA. The interaction between 9-AA and CDs (alpha-CD and beta-CD) has been studied using UV-Vis absorption, steady state time resolved fluorescence, (1)H NMR and FT-IR spectroscopy techniques. The spectroscopic measurements show that 9-AA does not form stable complex with alpha-CD and also confirmed by DFT calculations. On the other hand, 9-AA forms inclusion complex with beta-CD in a 1:1 stoichiometry ratio. Our DFT results suggest that 9-AA stabilizes inside the CD environment through hydrogen bonding that has unambiguously confirmed by AIM analysis. Thus our studies provide a useful insights in the development of Aminoacridine based drugs & its delivery through a suitable carrier like CDs.

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