Juni Ekowati and Rr. Retno Widyowati and Dewi Isadiartuti (2017) Preparation of An Inclusion Complex System of Ethyl p-Methoxycinnamate-Hydroxypropyl-β-Cyclodextrin: Characterization and Solubility Evaluation. Research Journal of Pharmaceutical, Biological and Chemical Sciences, 8 (1). pp. 1486-1494. ISSN 0975-8585

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Abstract

Ethyl p-methoxycinnamate (EPMC) isolated from Kaempferia galanga rhizome is a potential compound which shows many biological activities, but it has poor solubility in water and it is difficult to prepare in oral formulation. Therefore, it was formed as an EPMC inclusion complex using hydroxypropylβ-cyclodextrin (HP-β-CD) to increase its solubility. The objective of this work were preparation of the EPMC/HP-β-CD inclusion complex by kneading method (at 1:1 molar ratio); characterization of its physicochemical properties by FTIR and ROESY 1 H-NMR spectroscopic method, differential thermal analysis (DTA), X-Ray diffractometry (XRD) and evaluation of its thermodynamic interaction in water solution. Thermodynamic interaction of the inclusion complex was performed by the formation of inclusion complexes in water containing various concentrations of HP-β-CD and evaluation of their solubility in various temperatures. The result established that inclusion complex of EPMC-HP-β-CD has been generated. Dissolution rate of the EPMC-HP- β-CD inclusion complex is higher than EPMC and its physical mixture. The solubility of EPMC enhanced by the increasing the concentration of HP-β-CD but an increase in temperature causes the complex stability constanta slightly decline. The formation of inclusion complexes between EPMC-HP-β-CD has a negative ΔH, a negative ΔG, and a positive ΔS value.

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