title: Chitosan impregnation with biologically active tryaryl imidazoles in supercritical carbon dioxide.
abstract: The presented paper is focused on impregnation of chitosan and its derivatives with a biologically active triaryl imidazole model compound ((2-2-hydroxyphenyl)-4.5-diphenyl-1H-imidazole) in the supercritical carbon dioxide medium. Since initial chitosan represents a polycation-exchange resin and does not swell in supercritical carbon dioxide, the impregnation was carried out in the presence of water (0.15-3.0 vol%). The maximum 2-2-hydroxyphenyl)-4.5-diphenyl-1H-imidazole concentration in a chitosan film was achieved at the ~5 × 10(-3) g/cm(3) water content in the reactor. We also used hydroxy carboxylic acid derivatives of chitosan and its copolymer with polylactide as matrices for introduction of hydrophobic 2-2-hydroxyphenyl)-4.5-diphenyl-1H-imidazole. We have shown that unmodified chitosan contains the greatest amount of 2-2-hydroxyphenyl)-4.5-diphenyl-1H-imidazole, as compared with its hydrophobic derivatives. The kinetics of 2-2-hydroxyphenyl)-4.5-diphenyl-1H-imidazole diffusion from a chitosan matrix was studied in acidified water with pH 1.6. We found that the complete release of 2-2-hydroxyphenyl)-4.5-diphenyl-1H-imidazole into the aqueous phase from unmodified chitosan films occurred in 48 h, while its complete release from chitosan modified with hydroxy carboxylic acids occurred in 5 min or less.
authors.affiliation: N.N.Semenov Institute of Chemical Physics, Department of Polymers and Composites, 4 Kosygin St., Moscow, 119991, Russia.
authors.forename: Anastasia V
authors.initials: AV
authors.lastname: Cherkasova
authors.affiliation: N.N.Semenov Institute of Chemical Physics, Department of Polymers and Composites, 4 Kosygin St., Moscow, 119991, Russia.
authors.forename: Nikolay N
authors.initials: NN
authors.lastname: Glagolev
authors.affiliation: N.N.Semenov Institute of Chemical Physics, Department of Polymers and Composites, 4 Kosygin St., Moscow, 119991, Russia.
authors.forename: Andrey I
authors.initials: AI
authors.lastname: Shienok
authors.affiliation: N.S. Enikolopov Institute of Synthetic Polymeric Materials, 70 Profsoyuznaya St., Moscow, 117393, Russia.
authors.forename: Tatiana S
authors.initials: TS
authors.lastname: Demina
authors.affiliation: N.N.Semenov Institute of Chemical Physics, Department of Polymers and Composites, 4 Kosygin St., Moscow, 119991, Russia. slkotova@mail.ru.
authors.forename: Svetlana L
authors.identifier: http://orcid.org/0000-0001-7011-4503
authors.initials: SL
authors.lastname: Kotova
authors.affiliation: N.N.Semenov Institute of Chemical Physics, Department of Polymers and Composites, 4 Kosygin St., Moscow, 119991, Russia.
authors.forename: Natalia L
authors.initials: NL
authors.lastname: Zaichenko
authors.affiliation: N.S. Enikolopov Institute of Synthetic Polymeric Materials, 70 Profsoyuznaya St., Moscow, 117393, Russia.
authors.forename: Tatiana A
authors.initials: TA
authors.lastname: Akopova
authors.affiliation: Institute of Photonic Technologies, Research Center of Crystallography and Photonics, 2 Pionerskaia St., Troitsk, Moscow, 142190, Russia.|Sechenov First Moscow State Medical University, Institute for Regenerative Medicine, 2-4 Bolshaya Pirogovskaya St., Moscow, 119991, Russia.
authors.forename: Peter S
authors.initials: PS
authors.lastname: Timashev
authors.affiliation: Institute of Photonic Technologies, Research Center of Crystallography and Photonics, 2 Pionerskaia St., Troitsk, Moscow, 142190, Russia.
authors.forename: Victor N
authors.initials: VN
authors.lastname: Bagratashvili
authors.affiliation: N.N.Semenov Institute of Chemical Physics, Department of Polymers and Composites, 4 Kosygin St., Moscow, 119991, Russia.
authors.forename: Anna B
authors.initials: AB
authors.lastname: Solovieva
mesh_terms: D001672:Biocompatible Materials / Q000737:chemistry; D002245:Carbon Dioxide / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry; D002412:Cations; D048271:Chitosan / Q000737:chemistry*; D004058:Diffusion; D016503:Drug Delivery Systems; D055772:Green Chemistry Technology; D006863:Hydrogen-Ion Concentration; D007093:Imidazoles / Q000737:chemistry*; D007700:Kinetics; D049449:Luminescence; D011108:Polymers / Q000737:chemistry; D011312:Pressure; D012997:Solvents / Q000737:chemistry; D013056:Spectrophotometry, Ultraviolet; D013696:Temperature; D014867:Water / Q000737:chemistry
chemical_list: D001672:Biocompatible Materials; D002264:Carboxylic Acids; D002412:Cations; D007093:Imidazoles; D011108:Polymers; D012997:Solvents; D014867:Water; D002245:Carbon Dioxide; D048271:Chitosan