Nishida A, Miyata K, Tsutsumi R, Yuki H, Akuzawa S, Kobayashi A, Kamato T, Ito H, Yamano M, Katuyama Y
Institute for Drug Discovery Research, Yamanouchi Pharmaceutical Co. Ltd., Ibaraki, Japan.
J Pharmacol Exp Ther. 1994 May;269(2):725-31.
(R)-1-[2,3-dihydro-1-(2'-methylphenacyl)-2-oxo-5-phenyl-1H-1,4- benzodiazepin-3-yl]-3-(3-methylphenyl)urea (YM022) is an extremely potent and highly selective gastrin/cholecystokinin (CCK)-B receptor antagonist. We compared the gastrin/CCK-B receptor-blocking properties of this compound with those of the racemate (mixture of YM022 and its S-form), its enantiomer (S-form), L-365, 260 and Cl-988 in vitro and in vivo. YM022 replaced specific binding of [125I]CCK-8 to rat brain gastrin/CCK-B receptors in a stereoselective and competitive manner. The Ki value of YM022 for gastrin/CCK-B receptors in brain were estimated to be 0.068 nM. The racemate, the S-form of YM022, L-365,260 and Cl-988 also replaced gastrin/CCK-B receptor binding, with Ki values of 0.11, 140, 19 and 6.3 nM, respectively. The affinity of YM022 for gastrin/CCK-B receptor was more than 2 orders of magnitude higher than that for rat pancreatic CCK-A receptor and various other receptors, such as benzodiazepine. In vivo, intravenous (i.v.) administration of YM022 inhibited pentagastrin-induced gastric acid secretion in anesthetized rats, with an ED50 value of 0.0078 mumol/kg. Inhibition by the S-form of YM022 was only 33.8% even at the relatively high dose of 1 mumol/kg i.v. L-365,260 (1-10 mumol/kg i.v.) and Cl-988 (0.3-3 mumol/kg i.v.) also antagonized acid secretion induced by pentagastrin, with ED50 values of 4.23 and 1.01 mumol/kg, respectively.(ABSTRACT TRUNCATED AT 250 WORDS)
(R)-1-[2,3-二氢-1-(2'-甲基苯甲酰)-2-氧代-5-苯基-1H-1,4-苯并二氮杂卓-3-基]-3-(3-甲基苯基)脲(YM022)是一种极其强效且高度选择性的胃泌素/胆囊收缩素(CCK)-B受体拮抗剂。我们在体外和体内比较了该化合物与消旋体(YM022及其S型异构体的混合物)、其对映体(S型异构体)、L-365,260和Cl-988的胃泌素/CCK-B受体阻断特性。YM022以立体选择性和竞争性方式取代[125I]CCK-8与大鼠脑海泌素/CCK-B受体的特异性结合。YM022对脑海泌素/CCK-B受体的Ki值估计为0.068 nM。消旋体、YM022的S型异构体、L-365,260和Cl-988也能取代胃泌素/CCK-B受体结合,其Ki值分别为0.11、140、19和6.3 nM。YM022对胃泌素/CCK-B受体的亲和力比对大鼠胰腺CCK-A受体和其他各种受体(如苯二氮卓受体)高2个多数量级。在体内,静脉注射YM022可抑制麻醉大鼠中五肽胃泌素诱导的胃酸分泌,ED50值为0.0078 μmol/kg。即使在静脉注射1 μmol/kg的相对高剂量下,YM022的S型异构体的抑制率也仅为33.8%。L-365,260(静脉注射1-10 μmol/kg)和Cl-988(静脉注射0.3-3 μmol/kg)也能拮抗五肽胃泌素诱导的胃酸分泌,其ED50值分别为4.23和1.01 μmol/kg。(摘要截短于250字)