Synthesis of a series of sulfinic acid analogs of GABA and evaluation of their GABAA receptor affinities

被引:12
作者
Carruthers, NI
Spitler, JM
Wong, SC
Blythin, DJ
Chen, X
Shue, HJ
She, HS
Lee, JF
Rizzo, C
Ting, PC
West, RE
机构
[1] Schering Plough Corp, Res Inst, Dept Chem Res, Kenilworth, NJ 07033 USA
[2] Schering Plough Corp, Res Inst, Dept Allergy & Immunol, Kenilworth, NJ 07033 USA
关键词
D O I
10.1016/S0960-894X(98)00565-4
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A series of gamma-aminobutyric acid (GABA) I analogs was prepared in which the carboxylic acid group of GABA was replaced with a sulfinic acid group and their affinity for the GABAB receptor investigated. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3059 / 3064
页数:6
相关论文
共 11 条
[1]  
ASANO T, 1985, J BIOL CHEM, V260, P2653
[2]   SYNTHESIS AND RESOLUTION OF BETA-(AMINOMETHYL)-4-CHLOROBENZENEETHANESULFINIC ACID A POTENT GABA(B) RECEPTOR-LIGAND [J].
CARRUTHERS, NJ ;
SPITLER, JM ;
WONG, SC ;
BLYTHIN, DJ ;
CHEN, X ;
SHUE, HJ ;
MITTELMAN, S .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (03) :237-240
[3]   FURTHER EVIDENCE FOR PREJUNCTIONAL GABA-B INHIBITION OF CHOLINERGIC AND PEPTIDERGIC BRONCHOCONSTRICTION IN GUINEA-PIGS - STUDIES WITH NEW AGONISTS AND ANTAGONISTS [J].
CHAPMAN, RW ;
DANKO, G ;
DELPRADO, M ;
EGAN, RW ;
KREUTNER, W ;
RIZZO, CA ;
HEY, JA .
PHARMACOLOGY, 1993, 46 (06) :315-323
[4]   METALLATION OF 5-MEMBERED AND 6-MEMBERED RING SULTONES [J].
DURST, T ;
DUMANOIR, J .
CANADIAN JOURNAL OF CHEMISTRY, 1969, 47 (07) :1230-&
[5]   POLYMER-BOUND SULFONYLHYDRAZINE FUNCTIONALITY - PREPARATION, CHARACTERIZATION, AND REACTIONS OF COPOLY(STYRENE-DIVINYLBENZENESULFONYLHYDRAZINE) [J].
EMERSON, DW ;
EMERSON, RR ;
JOSHI, SC ;
SORENSEN, EM ;
TUREK, JE .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (25) :4634-4640
[6]   PHOSPHINIC ACID ANALOGS OF GABA .1. NEW POTENT AND SELECTIVE GABA(B) AGONISTS [J].
FROESTL, W ;
MICKEL, SJ ;
HALL, RG ;
VONSPRECHER, G ;
STRUB, D ;
BAUMANN, PA ;
BRUGGER, F ;
GENTSCH, C ;
JAEKEL, J ;
OLPE, HR ;
RIHS, G ;
VASSOUT, A ;
WALDMEIER, PC ;
BITTIGER, H .
JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (17) :3297-3312
[7]   PHOSPHINIC ACID ANALOGS OF GABA .2. SELECTIVE, ORALLY-ACTIVE GABA(B) ANTAGONISTS [J].
FROESTL, W ;
MICKEL, SJ ;
VONSPRECHER, G ;
DIEL, PJ ;
HALL, RG ;
MAIER, L ;
STRUB, D ;
MELILLO, V ;
BAUMANN, PA ;
BERNASCONI, R ;
GENTSCH, C ;
HAUSER, K ;
JAEKEL, J ;
KARLSSON, G ;
KLEBS, K ;
MAITRE, L ;
MARESCAUX, C ;
POZZA, MF ;
SCHMUTZ, M ;
STEINMANN, MW ;
VANRIEZEN, H ;
VASSOUT, A ;
MONDADORI, C ;
OLPE, HR ;
WALDMEIER, PC ;
BITTIGER, H .
JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (17) :3313-3331
[8]   GABA SYNAPTIC MECHANISMS - STEREOCHEMICAL AND CONFORMATIONAL REQUIREMENTS [J].
KROGSGAARDLARSEN, P .
MEDICINAL RESEARCH REVIEWS, 1988, 8 (01) :27-56
[9]  
Shue HJ, 1996, BIOORG MED CHEM LETT, V6, P1709
[10]   A CONVENIENT AND GENERAL-SYNTHESIS OF ALKANE SULFINIC ACIDS [J].
UENO, Y ;
KOJIMA, A ;
OKAWARA, M .
CHEMISTRY LETTERS, 1984, (12) :2125-2128