Effect on insulin release of compounds structurally related to the potassium-channel opener 7-chloro-3-isopropylamino-4H-1,2,4-benzothiadiazine 1,1-dioxide (BPDZ 73):: introduction of heteroatoms on the 3-alkylamino side chain of the benzothiadiazine 1,1-dioxide ring

被引:12
作者
Boverie, S
Antoine, MH
de Tullio, P
Somers, F
Becker, B
Sebille, S
Lebrun, P
Pirotte, B
机构
[1] Univ Liege, Lab Chim Pharmaceut, B-4000 Liege, Belgium
[2] Free Univ Brussels, Lab Pharmacodynamie & Therapeut, B-1070 Brussels, Belgium
关键词
D O I
10.1211/0022357011776216
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
7-Chloro-3-pyridyl(alkyl)amino-4H-1,2,4-benzothiadiazine 1,1-dioxides and 3-alkylamino-7-chloro-4H-1,2,4-benzothiadiazine 1,1-dioxides containing one or more heteroatoms on the side chain in the 3 position have been synthesized in an attempt to discover new potent K-ATP-channel openers. The compounds were tested as putative pancreatic B-cells K-ATP channel openers by measuring their inhibitory activity on the insulin releasing process. The influence on the biological activity of the nature of the side chain in the 3 position is discussed.
引用
收藏
页码:973 / 980
页数:8
相关论文
共 21 条
[11]   PINACIDIL INHIBITS INSULIN RELEASE BY INCREASING K-(+) OUTFLOW FROM PANCREATIC B-CELLS [J].
LEBRUN, P ;
DEVREUX, V ;
HERMANN, M ;
HERCHUELZ, A .
EUROPEAN JOURNAL OF PHARMACOLOGY, 1988, 156 (02) :283-286
[12]   K+ CHANNEL OPENERS AND INSULIN RELEASE [J].
LEBRUN, P ;
ANTOINE, MH ;
HERCHUELZ, A .
LIFE SCIENCES, 1992, 51 (11) :795-806
[13]  
LEBRUN P, 1989, J PHARMACOL EXP THER, V250, P1011
[14]   A potent diazoxide analogue activating ATP-sensitive K+ channels and inhibiting insulin release [J].
Lebrun, P ;
Arkhammar, P ;
Antoine, MH ;
Nguyen, QA ;
Hansen, JB ;
Pirotte, B .
DIABETOLOGIA, 2000, 43 (06) :723-732
[15]   MULTIPLE EFFECTS OF LEUCINE ON GLUCAGON, INSULIN, AND SOMATOSTATIN SECRETION FROM THE PERFUSED RAT PANCREAS [J].
LECLERCQMEYER, V ;
MARCHAND, J ;
WOUSSENCOLLE, MC ;
GIROIX, MH ;
MALAISSE, WJ .
ENDOCRINOLOGY, 1985, 116 (03) :1168-1174
[16]   ATP-REGULATED K+ CHANNELS IN CARDIAC-MUSCLE [J].
NOMA, A .
NATURE, 1983, 305 (5930) :147-148
[17]   A PYRIDOTHIADIAZINE (BPDZ-44) AS A NEW AND POTENT ACTIVATOR OF ATP-SENSITIVE K+ CHANNELS [J].
PIROTTE, B ;
ANTOINE, MH ;
DETULLIO, P ;
HERMANN, M ;
HERCHUELZ, A ;
DELARGE, J ;
LEBRUN, P .
BIOCHEMICAL PHARMACOLOGY, 1994, 47 (08) :1381-1386
[18]   3-(ALKYLAMINO)-4H-PYRIDOL[4,3-E]-1,2,4-THIADIAZINE 1,1-DIOXIDES AS POWERFUL INHIBITORS OF INSULIN RELEASE FROM RAT PANCREATIC B-CELLS - A NEW CLASS OF POTASSIUM CHANNEL OPENERS [J].
PIROTTE, B ;
DETULLIO, P ;
LEBRUN, P ;
ANTOINE, MH ;
FONTAINE, J ;
MASEREEL, B ;
SCHYNTS, M ;
DUPONT, L ;
HERCHUELZ, A ;
DELARGE, J .
JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (21) :3211-3213
[19]   ATP-sensitive and inwardly rectifying potassium channels in smooth muscle [J].
Quayle, JM ;
Nelson, MT ;
Standen, NB .
PHYSIOLOGICAL REVIEWS, 1997, 77 (04) :1165-1232
[20]   HYPERPOLARIZING VASODILATORS ACTIVATE ATP-SENSITIVE K+ CHANNELS IN ARTERIAL SMOOTH-MUSCLE [J].
STANDEN, NB ;
QUAYLE, JM ;
DAVIES, NW ;
BRAYDEN, JE ;
HUANG, Y ;
NELSON, MT .
SCIENCE, 1989, 245 (4914) :177-180