N-(CARBOBENZYLOXY)ISATIN - A SLOW BINDING ALPHA-KETO LACTAM INHIBITOR OF ALPHA-CHYMOTRYPSIN

被引:11
作者
IYER, RA
HANNA, PE
机构
[1] UNIV MINNESOTA,DEPT PHARMACOL,MINNEAPOLIS,MN 55455
[2] UNIV MINNESOTA,DEPT MED CHEM,MINNEAPOLIS,MN 55455
关键词
D O I
10.1016/0960-894X(94)00464-Q
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The N-carbobenzyloxy derivative of 2,3-dioxindole (N-Cbz-isatin) (1) has been synthesized and shown to be a slow binding inhibitor of chymotrypsin. Compound 1 does not inhibit porcine pancreatic elastase. The N-tert-butoxycarbonyl derivative of 2,3-dioxindole (2) is a weak: inhibitor of chymotrypsin and does not inhibit porcine pancreatic elastase.
引用
收藏
页码:89 / 92
页数:4
相关论文
共 11 条
[1]   METAL TEMPLATE REACTIONS .25. N-ACYL ISATIN PRECURSORS FOR THE SYNTHESIS OF MALONAMIDO MACROCYCLIC METAL-COMPLEXES [J].
BLACK, DS ;
CHAICHIT, N ;
GATEHOUSE, BM ;
MOSS, GI .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1987, 40 (10) :1745-1754
[2]   TIGHT-BINDING INHIBITORS .1. KINETIC-BEHAVIOR [J].
CHA, S .
BIOCHEMICAL PHARMACOLOGY, 1975, 24 (23) :2177-2185
[3]   SYNTHETIC INHIBITORS OF ELASTASE [J].
EDWARDS, PD ;
BERNSTEIN, PR .
MEDICINAL RESEARCH REVIEWS, 1994, 14 (02) :127-194
[4]   SUBSTITUTED 3-OXO-1,25-THIADIAZOLIDINE 1,1-DIOXIDES - A NEW CLASS OF POTENTIAL MECHANISM-BASED INHIBITORS OF HUMAN-LEUKOCYTE ELASTASE AND CATHEPSIN-G [J].
GROUTAS, WC ;
KUANG, RZ ;
VENKATARAMAN, R .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1994, 198 (01) :341-349
[5]   STEREOSPECIFIC SYNTHESIS OF PEPTIDYL ALPHA-KETO AMIDES AS INHIBITORS OF CALPAIN [J].
HARBESON, SL ;
ABELLEIRA, SM ;
AKIYAMA, A ;
BARRETT, R ;
CARROLL, RM ;
STRAUB, JA ;
TKACZ, JN ;
WU, CC ;
MUSSO, GF .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (18) :2918-2929
[6]  
HENKIN J, 1993, ANNU REP MED CHEM, V28, P151
[7]  
KRANTZ A, 1993, ANNU REP MED CHEM, V28, P187
[8]  
MORRISON JF, 1988, ADV ENZYMOL RAMB, V61, P201
[9]   1,3-OXAZINO[4,5-B]INDOLE-2,4-(1H,9H)-DIONES AND 5,6-DIMETHYLPYRROLO-[2,3-D]-1,3-OXAZIN-2,4-(1H,7H)-DIONES AS SERINE-PROTEASE INHIBITORS [J].
PLAYER, MR ;
SOWELL, JW ;
PATIL, GS ;
KAM, CM ;
POWERS, JC .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (07) :949-954
[10]  
Powell J.L., 1986, PROTEINASE INHIBITOR, P55