WATER-SOLUBLE COPOLYMERS OF AN ANTIVIRAL AGENT - SYNTHESIS AND THEIR INTERACTION WITH A BIOMEMBRANE MODEL

被引:34
作者
GIAMMONA, G [1 ]
CARLISI, B [1 ]
PITARRESI, G [1 ]
CAVALLARO, G [1 ]
LIVERI, VT [1 ]
机构
[1] UNIV PALERMO,DIPARTIMENTO CHIM FIS,I-90123 PALERMO,ITALY
关键词
POLYASPARTAMIDE; AMANTADINE; POLYMERIC PRODRUGS; SURFACTANT; CALORIMETRY;
D O I
10.1016/0168-3659(92)90094-8
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Amantadine was modified by direct acylation with succinic and glutaric anhydrides and the covalent bond with alpha,beta-poly(N-hydroxyethyl)-DL-aspartamide (PHEA) was realized. The amount of amantadine in the obtained copolymers was evaluated by hydrolysis of the conjugates. The enthalpic effect due to the interaction between the two synthesized polymeric prodrugs and sodium dodecylsulphate micelles as a simple system mimicking the cellular membrane, was measured by the calorimetric technique and compared with that of PHEA. Binding of PHEA-succinylamantadine (PHEA-S-AMA) to surfactant micelles appeared to be stronger than that shown by PHEA-glutarylamantadine (PHEA-G-AMA).
引用
收藏
页码:197 / 204
页数:8
相关论文
共 28 条
[1]  
[Anonymous], J POLYM SCI, V2021, P59
[2]   HYDRODYNAMIC PROPERTIES OF A NEW PLASMA EXPANDER - POLYHYDROXYETHYLASPARTAMIDE [J].
ANTONI, G ;
NERI, P ;
PEDERSEN, TG ;
OTTESEN, M .
BIOPOLYMERS, 1974, 13 (09) :1721-1729
[3]  
Bianchine J.R., 1980, GOODMAN GILMANS PHAR, P475
[4]   INTERACTION OF MACROMOLECULAR PRO-DRUGS WITH LIPID MODEL MEMBRANE - CALORIMETRIC STUDY OF 4-BIPHENYLACETIC ACID LINKED TO ALPHA,BETA-POLY(N-HYDROXYETHYL)-DL-ASPARTAMIDE INTERACTING WITH PHOSPHATIDYLCHOLINE VESICLES [J].
CASTELLI, F ;
GIAMMONA, G ;
PUGLISI, G ;
CARLISI, B ;
GURRIERI, S .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 1990, 59 (01) :19-25
[5]   MACROMOLECULAR PRODRUGS INTERACTION WITH MIXED LIPID-MEMBRANE - A CALORIMETRIC STUDY OF NAPROXEN LINKED TO POLYASPARTAMIDE INTERACTING WITH PHOSPHATIDYLCHOLINE AND PHOSPHATIDYLCHOLINE-PHOSPHATIDIC ACID VESICLES [J].
CASTELLI, F ;
GIAMMONA, G ;
RAUDINO, A ;
PUGLISI, G .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 1991, 70 (1-2) :43-52
[6]  
DUNCAN R, 1983, POLYM MED BIOMEDICAL, P97
[7]  
DUNCAN R, 1987, CONTROLLED DRUG DELI, P582
[8]   ATOMIC AND MOLECULAR CLUSTERS IN MEMBRANE MIMETIC CHEMISTRY [J].
FENDLER, JH .
CHEMICAL REVIEWS, 1987, 87 (05) :877-899
[9]   REACTION OF ALPHA, BETA-POLY(N-HYDROXYETHYL)-DL-ASPARTAMIDE WITH DERIVATIVES OF CARBOXYLIC-ACIDS [J].
GIAMMONA, G ;
CARLISI, B ;
PALAZZO, S .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1987, 25 (10) :2813-2818
[10]   HYDROPHILIC AND HYDROPHOBIC POLYMERIC DERIVATIVES OF ANTIINFLAMMATORY AGENTS SUCH AS ALCLOFENAC, KETOPROFEN, AND IBUPROFEN [J].
GIAMMONA, G ;
CARLISI, B ;
PITARRESI, G ;
FONTANA, G .
JOURNAL OF BIOACTIVE AND COMPATIBLE POLYMERS, 1991, 6 (02) :129-141