C-13 AND H-1-NMR STUDIES OF THE INTERACTION OF TRICYCLIC ANTIDEPRESSANT DRUGS WITH MICELLAR AGGREGATES

被引:22
作者
CASAROTTO, MG [1 ]
CRAIK, DJ [1 ]
机构
[1] VICTORIAN COLL PHARM LTD,SCH PHARMACEUT CHEM,381 ROYAL PARADE,PARKVILLE 3052,VIC,AUSTRALIA
关键词
D O I
10.1021/j100171a070
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
C-13 NMR relaxation parameters including T1, the spin-lattice relaxation time, and NOE, the nuclear Overhauser effect, have been measured for mixtures of tricyclic antidepressants (TCAs) and sodium dodecyl sulfate (SDS) micelles. The relaxation parameters were measured at 75 and 100 MHz and were interpreted in terms of the overall and internal motion of these micellar aggregates. It is suggested that the drug molecules are partitioned almost totally within the SDS micelle, resulting in significant increases in micellar volume and a reduction in mobility of SDS alkyl chains. The mobility of the TCA molecules was also examined by using chemical shift data and 2D NMR techniques. It is found that the TCA molecules adopt an extended conformation, with the tricyclic moiety occupying the hydrophobic region of the micelle and the dimethylammonium moiety residing at the micelle/water interface.
引用
收藏
页码:7093 / 7099
页数:7
相关论文
共 33 条
[11]   ISOPIESTIC COMPOSITIONS OF AQUEOUS IONIC SURFACTANT SYSTEMS AS A MEASURE OF PREFERENTIAL INTERACTIONS - APPLICATION TO THE DETERMINATION OF MICELLE AGGREGATION NUMBERS BY EQUILIBRIUM ULTRA-CENTRIFUGATION [J].
DOUGHTY, DA .
JOURNAL OF PHYSICAL CHEMISTRY, 1979, 83 (20) :2621-2628
[12]   MOLECULAR-DYNAMICS IN SODIUM DODECYL-SULFATE MICELLES ELUCIDATED USING C-13 AND H-1 SPIN-LATTICE RELAXATION, C-13 SPIN SPIN RELAXATION, AND H-1 NUCLEAR OVERHAUSER EFFECT SPECTROSCOPY [J].
ELLENA, JF ;
DOMINEY, RN ;
CAFISO, DS .
JOURNAL OF PHYSICAL CHEMISTRY, 1987, 91 (01) :131-137
[13]   NUCLEAR MAGNETIC-RESONANCE STUDIES OF MOLECULAR-MOTION AND STRUCTURE OF CUBIC LIQUID-CRYSTALLINE PHASES [J].
ERIKSSON, PO ;
KHAN, A ;
LINDBLOM, G .
JOURNAL OF PHYSICAL CHEMISTRY, 1982, 86 (03) :387-393
[14]   NUCLEAR MAGNETIC-RELAXATION BEHAVIOR OF LECITHIN MULTILAYERS [J].
FEIGENSON, GW ;
CHAN, SI .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (05) :1312-1319
[15]   CHEMICAL RELAXATION IN MIXED MICELLAR SOLUTIONS CONTAINING SURFACE-ACTIVE DRUGS AND HEXADECYLTRIMETHYLAMMONIUM BROMIDE MICELLES [J].
GORMALLY, J ;
SHARMA, S .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS I, 1986, 82 :2497-2503
[16]   SURFACE-POTENTIAL MEASUREMENTS IN PENTANOL SODIUM DODECYL-SULFATE MICELLES [J].
HARTLAND, GV ;
GRIESER, F ;
WHITE, LR .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS I, 1987, 83 :591-613
[17]   COMMENTS ON SOME NOVEL APPROACHES FOR THE DETERMINATION OF MICELLAR AGGREGATION NUMBERS [J].
KRATOHVIL, JP .
JOURNAL OF COLLOID AND INTERFACE SCIENCE, 1980, 75 (01) :271-275
[18]  
KUHN R, 1957, Schweiz Med Wochenschr, V87, P1135
[19]   INTRAMOLECULAR AND INTERMOLECULAR H-1-H-1 NUCLEAR OVERHAUSER EFFECT STUDIES ON THE INTERACTIONS OF CHLORPROMAZINE WITH LECITHIN VESICLES [J].
KURODA, Y ;
KITAMURA, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (01) :1-6
[20]  
LEE SC, 1990, INT J PEPT PROT RES, V35, P367