Combinations of Piperine with Hydroxypropyl-β-Cyclodextrin as a Multifunctional System

胡椒碱与羟丙基-β-环糊精的复合多功能体系

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作者:Anna Stasiłowicz, Natalia Rosiak, Ewa Tykarska, Maciej Kozak, Jacek Jenczyk, Piotr Szulc, Joanna Kobus-Cisowska, Kornelia Lewandowska, Anita Płazińska, Wojciech Płaziński, Judyta Cielecka-Piontek

Abstract

Piperine is an alkaloid that has extensive pharmacological activity and impacts other active substances bioavailability due to inhibition of CYP450 enzymes, stimulation of amino acid transporters and P-glycoprotein inhibition. Low solubility and the associated low bioavailability of piperine limit its potential. The combination of piperine with 2-hydroxypropyl-β-cyclodextrin (HP-β-CD) causes a significant increase in its solubility and, consequently, an increase in permeability through gastrointestinal tract membranes and the blood-brain barrier. X-ray powder diffraction (XRPD), differential scanning calorimetry (DSC), Fourier-transform infrared spectroscopy (FT-IR), nuclear magnetic resonance (NMR) were used to characterize interactions between piperine and HP-β-CD. The observed physicochemical changes should be combined with the process of piperine and CD system formation. Importantly, with an increase in solubility and permeability of piperine as a result of interaction with CD, it was proven to maintain its biological activity concerning the antioxidant potential (2,2-diphenyl-1-picryl-hydrazyl-hydrate assay), inhibition of enzymes essential for the inflammatory process and for neurodegenerative changes (hyaluronidase, acetylcholinesterase, butyrylcholinesterase).

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