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Solubility and in vitro drug permeation behavior of ethenzamide cocrystals regulated in physiological pH environments

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Abstract

Diffusivity of a drug across biological membranes can arise not only due to membrane-based efflux mechanisms, but also due to a number of structural and interactive features. We prepared several cocrystals consisting of a BCS class-II drug, ethenzamide, combined with gentisic acid, γ-resorcylic acid, protocatechuic acid or α-resorcylic acid, and investigated the drug⋯coformer and solute⋯solvent non-covalent interactions, which can play significant roles in understanding drug solubility and permeation behavior. The solubility and membrane diffusion behavior through a cellulose membrane were determined in different physiological pH environments, and enhanced drug absorption, release and distribution was observed in vitro. The change in the lipophilic nature manifested by the conformational adjustment of the parent drug has established a link to explain the enhanced properties that are described herein. Further, this study sheds light upon the trade-off action between solubility and diffusivity, which is crucial for the advancement of pharmaceutical science.

Graphical abstract: Solubility and in vitro drug permeation behavior of ethenzamide cocrystals regulated in physiological pH environments

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Publication details

The article was received on 10 Sep 2017, accepted on 28 Oct 2017 and first published on 30 Oct 2017


Article type: Paper
DOI: 10.1039/C7CE01626C
Citation: CrystEngComm, 2017, Advance Article
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    Solubility and in vitro drug permeation behavior of ethenzamide cocrystals regulated in physiological pH environments

    R. Khatioda, B. Saikia, P. J. Das and B. Sarma, CrystEngComm, 2017, Advance Article , DOI: 10.1039/C7CE01626C

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