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Journal of Bioactive and Compatible Polymers
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Synthesis and Anticoagulant Properties of a Novel Heparinoid N-Sulfate-Bearing Vinylpolymer

N. Sakamoto

Department of Applied Chemistry and Chemical Engineering, Faculty of Engineering, Kagoshima University, 1-21-40 Korimoto, Kagoshima 890-0065, Japan

T. Yumura

Department of Applied Chemistry and Chemical Engineering, Faculty of Engineering, Kagoshima University, 1-21-40 Korimoto, Kagoshima 890-0065, Japan

M. Akashi

Department of Applied Chemistry and Chemical Engineering, Faculty of Engineering, Kagoshima University, 1-21-40 Korimoto, Kagoshima 890-0065, Japan

M. Onishi

R&D Department, Terumo Corporation, 1500 Inokuchi, Nakai-machi, Ashigarakami-gun, Kanagawa 259-0151, Japan

A novel heparinoid polymer was prepared with an N-sulfate side chain group by sulfation of poly(N-vinylacetamide-co-vinylamine) [poly(NVA-co-VAm)] which was obtained by the partial hydrolysis of poly(N-vinylacetamide) [poly(NVA)]. The hydrolysis of poly(NVA) was controlled by reaction time and temperature and the sulfation of poly(NVA-co-VAm) was performed with chlorosulfonic acid. Poly(N-vinylacetamide-co-vinylamine-co-vinylsulfamic acid) [poly(NVA-co-VAm-co-VSA)] was confirmed by means of IR spectroscopy, and the degree of sulfation of poly(NVA-co-VAm-co-VSA) was estimated by elemental analysis. The anticoagulant properties of poly(NVA-co-VAm-co-VSA) were evaluated using the Lee-White clotting test and activated partial thromboplastin time (APTT) test. The human whole blood clotting time in the presence of poly(NVA-co-VAm-co-VSA) was prolonged compared with poly(NVA) and poly(NVA-co-VAm). The clotting time was prolonged with increased N-sulfate groups on the polymer. APTT tests of the polymer were also prolonged with N-sulfate increases. The results suggest that the N-sulfate components on the polymer can endow anticoagulant activity to synthetic polymers.

Journal of Bioactive and Compatible Polymers, Vol. 14, No. 2, 150-161 (1999)
DOI: 10.1177/088391159901400204


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