New scope for synthesis of divinyl ether and maleic anhydride copolymer with narrow molecular mass distribution

Abstract

The alternating copolymer of divinyl ether and maleic anhydride (DIVEMA) possesses diverse biological activity and uses for production of drug delivery systems. DIVEMA's biological effects are determined by molecular mass, therefore it is necessary to have information about copolymer molecular mass and its distribution. A direct method for gel permeation chromatography analysis of DIVEMA molecular mass characteristics in aqua solution without any preliminary modification was developed. The effect of a number of factors (the concentration of monomers and their ratios, the concentration of initiator, the nature of the solvents) on DIVEMA's solution properties and molecular mass distribution was studied by gel permeation chromatography and viscometry. The approach to synthesis of DIVEMA with narrow molecular mass distribution was designed. The substantial influence of water on DIVEMA molecular mass characteristics was determined. The proposal was made that water may play a part in the formation of charge‐transfer complexes playing a significant role in copolymerization. Copyright © 2003 John Wiley & Sons, Ltd.

Bioengineering functional copolymers. XIV. Synthesis and interaction of poly(N-isopropylacrylamide-co-3,4-dihydro-2H-pyran-alt-maleic anhydride)s with SCLC cancer cells

“…1,2 It processes antitumor, antiviral, antibacterial and antifungal activities, induces interferon formation, and acts as an anticoagulant and anti-inflammatory agent. 1,[11][12][13][14][15] Hirano et al 16,17 reported that the anhydride functionalized pyran copolymer conjugated with bovine erythrocyte superoxide dismutase (SOD) is resistant against the proteolytic enzymes in serum, and shows a prolonged half-life in vivo. They established an increase in half-life after intravenous injection, as well as its decreased immunogenicity.…”

Bioengineering functional copolymers. XII. Interaction of boron-containing and PEO branched derivatives of poly(MA-alt-MVE) with HeLa cells

“…Poly (MA-alt-DVE), known as pyran copolymer is one of the well known bioengineering polymers having a wide range of biological activity. It processes antitumor, antiviral, antibacterial and antifungal activities, induces interferon formation, and acts as an anticoagulant and anti-inflammatory agent [8,[12][13][14][15][16][17]. Hirano et al [18,19] reported that the poly (MA-alt-DVE) conjugated with bovine erythrocyte superoxide dismutase (SOD) is resistant against the proteolytic enzymes in serum, and shows a prolonged half-life in vivo.…”

Bioengineering functional copolymers. XV. Synthesis and characterization of poly(N‐isopropyl acrylamide‐co‐3,4‐dihydro‐2H‐pyran‐alt‐maleic anhydride)s and their PEO branched derivatives

“…Han et al6, 7 have reported the synthesis, characterization and bioactivity of poly(DHP‐ alt‐ MA) and its derivatives, with different substituents (e.g., acetoxy, methoxy, ethoxy, methoxycarbonyl, formyl, acetoxymethyl, and tosyloxymethyl groups, as well as guanine derivatives) in the 2‐position of pyran ring of the copolymer backbone. These pyran‐containing copolymers with a high density of carboxylic acid functionality as the polynucleotide analogues exhibit antitumor activities in in vitro , which were found to have higher activities against the tumor cells (B16 and 3LL) than those of their acyclic analogues, especially alternating cyclocopolymer of divinyl ether with MA ( M n = 5500 g/mol and M w / M n = 1.3), whose biological activities have well been reported 8–10. It was found that poly(DHP‐ alt ‐MA) and its derivatives, which comprise different substituents (e.g., acetoxy, alkoxy, methoxycarbonyl, formyl, and tosyloxymethyl groups) in the 2‐position of the tetrahydropyran ring of the copolymer backbone, have higher antitumor activity against the selective tumor cells in vitro and in vivo 6.…”