title: Synthesis of N-succinyl- and N-glutaryl-chitosan derivatives and their antioxidant, antiplatelet, and anticoagulant activity.
abstract: The effects of temperature, reactant ratio, pH, and reaction time were studied on the polymers formed by the reactions of succinic and glutaric anhydrides with chitosan under both homogeneous and heterogeneous conditions. As a result, protocols were developed for the synthesis of succinyl- and glutaryl-chitosan derivatives (SC and GC, respectively) with a specific degree of substitution. The polymers were characterized by NMR spectroscopy, including two-dimensional NMR techniques, that confirms N-substitution of chitosan under reaction conditions used. SC and GC both show pronounced and similar antioxidant activity, which slightly increases with an increase in the degree of substitution. Both SC and GC showed antiplatelet and anticoagulant activity. The platelet aggregation is suppressed more strongly in the experiments with GC than with SC, although the latter exhibits a more pronounced anticoagulant activity.
authors.affiliation: Institute of Macromolecular Compounds of the Russian Academy of Sciences, Bolshoi pr. VO 31, St. Petersburg 199004, Russian Federation; Institute of Chemistry, St. Petersburg State University, Universitetskii pr. 26, Petrodvorets, St. Petersburg 198504, Russian Federation; Institute of Experimental Medicine, Federal Almazov Medical Research Centre, Akkuratova Str. 2, St. Petersburg 197341, Russian Federation. Electronic address: yury_skorik@mail.ru.
authors.forename: Yury A
authors.initials: YA
authors.lastname: Skorik
authors.affiliation: Institute of Macromolecular Compounds of the Russian Academy of Sciences, Bolshoi pr. VO 31, St. Petersburg 199004, Russian Federation.
authors.forename: Andreii S
authors.initials: AS
authors.lastname: Kritchenkov
authors.affiliation: Technische Universität Darmstadt, 16 Alarich-Weiss-Str., Darmstadt 64287, Germany.
authors.forename: Yulia E
authors.initials: YE
authors.lastname: Moskalenko
authors.affiliation: Institute of Macromolecular Compounds of the Russian Academy of Sciences, Bolshoi pr. VO 31, St. Petersburg 199004, Russian Federation.
authors.forename: Anton A
authors.initials: AA
authors.lastname: Golyshev
authors.affiliation: Institute of Macromolecular Compounds of the Russian Academy of Sciences, Bolshoi pr. VO 31, St. Petersburg 199004, Russian Federation; St. Petersburg State Chemical Pharmaceutical Academy, Prof. Popov St. 14, St. Petersburg 197022, Russian Federation.
authors.forename: Sergei V
authors.initials: SV
authors.lastname: Raik
authors.affiliation: St. Petersburg State Chemical Pharmaceutical Academy, Prof. Popov St. 14, St. Petersburg 197022, Russian Federation.
authors.forename: Andrei K
authors.initials: AK
authors.lastname: Whaley
authors.affiliation: Institute of Experimental Medicine, Federal Almazov Medical Research Centre, Akkuratova Str. 2, St. Petersburg 197341, Russian Federation.
authors.forename: Lyubov V
authors.initials: LV
authors.lastname: Vasina
authors.affiliation: Institute of Experimental Medicine, Federal Almazov Medical Research Centre, Akkuratova Str. 2, St. Petersburg 197341, Russian Federation; Pavlov First Saint Petersburg State Medical University, Lev Tolstoy Str. 6/8, St. Petersburg 197022, Russian Federation.
authors.forename: Dmitry L
authors.initials: DL
authors.lastname: Sonin
mesh_terms: D000328:Adult; D000925:Anticoagulants / Q000494:pharmacology*; D000975:Antioxidants / Q000494:pharmacology*; D048271:Chitosan / Q000138:chemical synthesis*; D005260:Female; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D010975:Platelet Aggregation Inhibitors / Q000494:pharmacology*; D013696:Temperature
chemical_list: D000925:Anticoagulants; D000975:Antioxidants; D010975:Platelet Aggregation Inhibitors; D048271:Chitosan
keywords: Anticoagulant activity; Antioxidant activity; Antiplatelet activity; Glutaryl-chitosan; Succinyl-chitosan