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Polymer derivatives of glucocorticoid hormones
Author(s) -
Panarin E. F.,
Baikov V. E.,
Timofeevsky S. L.,
Nezhentsev M. V.,
Vinogradov O. V.,
Kalinin G. V.
Publication year - 1996
Publication title -
macromolecular symposia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.257
H-Index - 76
eISSN - 1521-3900
pISSN - 1022-1360
DOI - 10.1002/masy.19961030121
Subject(s) - copolymer , methacrylate , steroid , chemistry , polymer , polymer chemistry , polyelectrolyte , acylation , cationic polymerization , hormone , organic chemistry , biochemistry , catalysis
Abstract The activated derivatives of hydrocortisone, prednisolone, and dexamethasone, crotonates, methacrylates, and haloacetates were synthesized by acylating native hormones with chloroanhydrides of the corresponding acids. Water‐soluble conjugates of steroids which bear a positive sign were obtained by reactions in chains of copolymers of vinylpyrrolidone and vinyl‐, allylamine, diethylaminoethyl methacrylate and diethylaminoethyl crotonate with steroid haloacetates. Water‐soluble derivatives bearing a negative sign were obtained by the acylation of steroids using vinylpyrrolidone copolymer with maleic anhydride. Non‐ionogenic water‐soluble polymers were synthesized by the copolymerization of vinylpyrrolidone with steroid methacrylates and crotonates. Cationic and anionic polyelectrolytes bearing steroid units were also obtained by the ternary copolymerization of vinylpyrrolidone with steroid crotonates, diethylaminoethyl crotonate and crotonic acid. The polymer steroids exhibit high specificity in the interaction with trans‐cortine and antybodies to cortisol and to target cells, thymocytes. The in vivo experiments revealed anti‐inflammatory activity on the level of native hormones. The antishock activity of polymer conjugates exeeds that of native hormones. It was detected that negative side effects characteristic of native hormones decrease markedly after they are bonded to a molecule of water‐soluble polymer. No effect of the sign of the macromolecule on the biological activity of modified hormones was detected.