Hydroxypropyl-β-cyclodextrin as an effective carrier of curcumin - piperine nutraceutical system with improved enzyme inhibition properties

Anna Stasiłowicz; Ewa Tykarska; Kornelia Lewandowska; Maciej Kozak; Andrzej Miklaszewski; Joanna Kobus-Cisowska; Daria Szymanowska; Tomasz Plech; Jacek Jenczyk; Judyta Cielecka-Piontek

doi:10.1080/14756366.2020.1801670

Hydroxypropyl-β-cyclodextrin as an effective carrier of curcumin - piperine nutraceutical system with improved enzyme inhibition properties

J Enzyme Inhib Med Chem. 2020 Dec;35(1):1811-1821. doi: 10.1080/14756366.2020.1801670.

Affiliations

¹ Department of Pharmacognosy, Faculty of Pharmacy, Poznan University of Medical Sciences, Poznań, Poland.
² Department of Chemical Technology of Drugs, Poznan University of Medical Sciences, Poznan, Poland.
³ Department of Molecular Crystals Institute, Molecular Physics Polish Academy Sciences, Poznan, Poland.
⁴ Department of Macromolecular Physics, Adam Mickiewicz University in Poznan, Poznan, Poland.
⁵ Division of Functional Nanomaterials, Poznan University of Technology, Poznan, Poland.
⁶ Department of Gastronomy Sciences and Functional Foods, Faculty of Food Science and Nutrition, Poznan University of Life Sciences, Poznan, Poland.
⁷ Department of Biotechnology and Food Microbiology, Poznan University of Life Sciences, Poznan, Poland.
⁸ Department of Pharmacology, Medical University of Lublin, Lublin, Poland.
⁹ NanoBioMedical Centre, Adam Mickiewicz University, Poznań, Poland.

Abstract

The nutraceutical system of curcumin-piperine in 2-hydroxypropyl-β-cyclodextrin was prepared by using the kneading technique. Interactions between the components of the system were defined by X-ray powder diffraction (XRPD), differential scanning calorimetry (DSC), infrared spectroscopy (FT-IR), nuclear magnetic resonance (NMR). Application of hydroxypropyl-β-cyclodextrin as a carrier-solubiliser improved solubility of the curcumin-piperine system, its permeability through biological membranes (gastrointestinal tract, blood-brain barrier) as well as the antioxidant, antimicrobial and enzyme inhibitory activities against acetylcholinesterase and butyrylcholinesterase.

Keywords: Curcumin; acetylcholinesterase; cyclodextrin; hyaluronidase; piperine.

MeSH terms

2-Hydroxypropyl-beta-cyclodextrin / chemistry*
Acetylcholinesterase / metabolism*
Alkaloids / chemistry*
Alkaloids / pharmacology
Anti-Infective Agents / chemistry
Anti-Infective Agents / pharmacology
Antioxidants / chemistry
Antioxidants / pharmacology
Benzodioxoles / chemistry*
Benzodioxoles / pharmacology
Biological Transport
Blood-Brain Barrier / metabolism
Butyrylcholinesterase / metabolism*
Cholinesterase Inhibitors / chemistry*
Cholinesterase Inhibitors / pharmacology
Curcumin / chemistry*
Curcumin / pharmacology
Dietary Supplements
Drug Carriers / chemistry*
Drug Compounding
Gastrointestinal Tract / metabolism
Humans
Piperidines / chemistry*
Piperidines / pharmacology
Polyunsaturated Alkamides / chemistry*
Polyunsaturated Alkamides / pharmacology
Solubility

Substances

Alkaloids
Anti-Infective Agents
Antioxidants
Benzodioxoles
Cholinesterase Inhibitors
Drug Carriers
Piperidines
Polyunsaturated Alkamides
2-Hydroxypropyl-beta-cyclodextrin
Acetylcholinesterase
Butyrylcholinesterase
Curcumin
piperine

Grants and funding

The scientific work was performed within the project “Uniwersalna platforma modułowa do przeprowadzania badań uwalniania symulujących warunki fizjologiczne dla doustnych postaci leku” supported by The National Centre for Research and Development in the program EUROSTARS-2.