REVERSIBLE INHIBITORS OF THE GASTRIC (H+/K+)-ATPASE .2. 1-ARYLPYRROLO[3,2-C]QUINOLINES - EFFECT OF THE 4-SUBSTITUENT

被引：57

作者：

LEACH, CA

BROWN, TH

IFE, RJ

KEELING, DJ

LAING, SM

PARSONS, ME

PRICE, CA

WIGGALL, KJ

机构：

[1] SmithKline Beecham Pharmaceuticals R & D, Herts AL6 9AR, Frythe, Welwyn

[2] AB Hässle, S-431 83, Mölndal

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1992年 / 35卷 / 10期

关键词：

D O I：

10.1021/jm00088a021

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Further work on compounds 1 has identified the 4-position as a site where substantial modifications are tolerated, leading to analogues which are more potent and less toxic than those described previously. The best compound in the series is 13a (SK&F 96356), which is a potent inhibitor of gastric acid secretion in both the pentagastrin-stimulated rat and the histamine-stimulated dog. This compound shows reversible, K+-competitive binding to the enzyme. Because of its fluorescent properties, it is also proving useful in vitro as a probe of the structure and function of the (H+/K+)-ATPase.

引用

页码：1845 / 1852

页数：8

共 14 条

[1] REVERSIBLE INHIBITORS OF THE GASTRIC (H+/K+)-ATPASE .1. 1-ARYL-4-METHYLPYRROLO[3,2-C]QUINOLINES AS CONFORMATIONALLY RESTRAINED ANALOGS OF 4-(ARYLAMINO)QUINOLINES
BROWN, TH
IFE, RJ
KEELING, DJ
LAING, SM
LEACH, CA
PARSONS, ME
PRICE, CA
REAVILL, DR
WIGGALL, KJ
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (02) : 527 - 533
[2] THE SYNTHESIS OF DICTAMNINE AND GAMMA-FAGARINE
GRUNDON, MF
MCCORKINDALE, NJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1957, (MAY): : 2177 - 2185
[3] THE PREPARATION OF A PYRROLO (3'-2'-3-4)QUINOLONE FROM (2-ETHOXYETHYL)MALONDIANILIDE
GRUNDON, MF
MCCORKINDALE, NJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1957, (AUG): : 3448 - 3450
[4] THE SYNTHESIS OF FURANO(3',2'-3,4)QUINOLINES AND THE STRUCTURE OF DICTAMNIC ACID
GRUNDON, MF
MCCORKINDALE, NJ
RODGER, MN
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1955, : 4284 - 4290
[5] Hansch C., 1979, SUBSTITUENT CONSTANT
[6] IFE RJ, 1990, ANNU REP MED CHEM, V25, P159
[7] ANTIULCER AGENTS .4. CONFORMATIONAL CONSIDERATIONS AND THE ANTIULCER ACTIVITY OF SUBSTITUTED IMIDAZO[1,2-A]PYRIDINES AND RELATED ANALOGS
KAMINSKI, JJ
PUCHALSKI, C
SOLOMON, DM
RIZVI, RK
CONN, DJ
ELLIOTT, AJ
LOVEY, RG
GUZIK, H
CHIU, PJS
LONG, JF
MCPHAIL, AT
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (08) : 1686 - 1700
[8] METHOD FOR SYNTHESIS OF UNSATURATED CARBONYL-COMPOUNDS
KSANDER, GM
MCMURRY, JE
JOHNSON, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (07) : 1180 - 1185
[9] ANTIULCER AGENTS - 4-SUBSTITUTED 2-GUANIDINOTHIAZOLES - REVERSIBLE, COMPETITIVE, AND SELECTIVE INHIBITORS OF GASTRIC H+,K+-ATPASE
LAMATTINA, JL
MCCARTHY, PA
REITER, LA
HOLT, WF
YEH, LA
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (02) : 543 - 552
[10] EFFECT OF OMEPRAZOLE - A GASTRIC PROTON PUMP INHIBITOR - ON PENTAGASTRIN STIMULATED ACID-SECRETION IN MAN
LIND, T
CEDERBERG, C
EKENVED, G
HAGLUND, U
OLBE, L
[J]. GUT, 1983, 24 (04) : 270 - 276

← 1 2 →