title: A new complex of curcumin with sulfobutylether-β-cyclodextrin: characterization studies and in vitro evaluation of cytotoxic and antioxidant activity on HepG-2 cells.
abstract: Curcumin (CR) is a natural polyphenol with antioxidative, anti-inflammatory, and anticancer properties but its therapeutic potential is substantially hindered by the rather low-water solubility and bioavailability. Thus, in this work, a new soluble inclusion complex of CR with sulfobutylether-β-cyclodextrin (SBE-β-CD) was prepared in solution and at the solid state using different preparation techniques and characterized by Fourier transform infrared, nuclear magnetic resonance, differential scanning calorimetry, scanning electron microscopy, phase solubility studies, and Job's plot method. Results clearly indicate that CR reacts with SBE-β-CD to form a host-guest complex with an apparent formation constant of 1455 M(-1) . Moreover, SBE-β-CD strongly increases water solubility of CR (from 0.56 to 102.78 μg/mL, at 25°C), and lyophilization method seems to be the best preparation technique to obtain the complex at the solid state. Finally, an in vitro test on a human hepatic cancer cell line (HepG-2) shows that complexation positively influences CR anticancer and antioxidant activity.
authors.affiliation: Department of Pharmacy-Drug Sciences, University of Bari "Aldo Moro", Bari, Italy. Electronic address: annalisa.cutrignelli@uniba.it.
authors.forename: Annalisa
authors.initials: A
authors.lastname: Cutrignelli
authors.affiliation: Department of Pharmacy-Drug Sciences, University of Bari "Aldo Moro", Bari, Italy.
authors.forename: Angela
authors.initials: A
authors.lastname: Lopedota
authors.affiliation: Department of Pharmacy-Drug Sciences, University of Bari "Aldo Moro", Bari, Italy.
authors.forename: Nunzio
authors.initials: N
authors.lastname: Denora
authors.affiliation: Department of Pharmacy-Drug Sciences, University of Bari "Aldo Moro", Bari, Italy; Istituto tumori IRCCS Giovanni Paolo II, Bari, Italy.
authors.forename: Rosa Maria
authors.initials: RM
authors.lastname: Iacobazzi
authors.affiliation: Department of Chemistry, University of Bari "Aldo Moro", Bari, Italy; CNR-Institute for Physical and Chemical Processes UOS, Bari, Italy.
authors.forename: Elisabetta
authors.initials: E
authors.lastname: Fanizza
authors.affiliation: Department of Pharmacy-Drug Sciences, University of Bari "Aldo Moro", Bari, Italy.
authors.forename: Valentino
authors.initials: V
authors.lastname: Laquintana
authors.affiliation: Department of Pharmacy-Drug Sciences, University of Bari "Aldo Moro", Bari, Italy.
authors.forename: Mara
authors.initials: M
authors.lastname: Perrone
authors.affiliation: Department of Pharmacy-Drug Sciences, University of Bari "Aldo Moro", Bari, Italy.
authors.forename: Vito
authors.initials: V
authors.lastname: Maggi
authors.affiliation: Department of Pharmacy-Drug Sciences, University of Bari "Aldo Moro", Bari, Italy.
authors.forename: Massimo
authors.initials: M
authors.lastname: Franco
mesh_terms: D000975:Antioxidants / Q000737:chemistry* / Q000494:pharmacology*; D001682:Biological Availability; D002152:Calorimetry, Differential Scanning / Q000379:methods; D045744:Cell Line, Tumor; D003474:Curcumin / Q000737:chemistry* / Q000494:pharmacology*; D004339:Drug Compounding / Q000379:methods; D005612:Freeze Drying / Q000379:methods; D056945:Hep G2 Cells; D006801:Humans; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D019999:Pharmaceutical Solutions / Q000737:chemistry / Q000494:pharmacology; D012995:Solubility; D017550:Spectroscopy, Fourier Transform Infrared / Q000379:methods; D047392:beta-Cyclodextrins / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000975:Antioxidants; D019999:Pharmaceutical Solutions; D047392:beta-Cyclodextrins; C093196:SBE4-beta-cyclodextrin; D003474:Curcumin
keywords: UV-VIS spectroscopy; antioxidant activity; cell culture; complexation; curcumin; cytotoxicity; solid state; solubility; sulfobutylether-β-cyclodextrin