Solution-phase synthesis of a combinatorial monocyclic β-lactam library:: Potential protease inhibitors

被引:33
作者
Pitlik, J [1 ]
Townsend, CA [1 ]
机构
[1] Johns Hopkins Univ, Dept Chem, Baltimore, MD 21218 USA
关键词
D O I
10.1016/S0960-894X(97)10170-6
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A 126-member library of monocyclic beta-lactams was generated in parallel fashion by solution-phase Ugi four-component condensation reaction between beta-amino acids, aldehydes, and isocyanides, The library was designed to identify potential human leukocyte elastase inhibitors. The approach is also capable of optimizing the lead compounds generated in the original library. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:3129 / 3134
页数:6
相关论文
共 35 条
[21]   Postcondensation modifications of Ugi four-component condensation products: 1-Isocyanocyclohexene as a convertible isocyanide. Mechanism of conversion, synthesis of diverse structures, and demonstration of resin capture [J].
Keating, TA ;
Armstrong, RW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (11) :2574-2583
[22]   Synthetic design for combinatorial chemistry. Solution and polymer-supported synthesis of polycyclic lactams by intramolecular cyclization of azomethine ylides [J].
Marx, MA ;
Grillot, AL ;
Louer, CT ;
Beaver, KA ;
Bartlett, PA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (26) :6153-6167
[23]   Solid phase synthesis of pyrroles derived from a four component condensation [J].
Mjalli, AMM ;
Sarshar, S ;
Baiga, TJ .
TETRAHEDRON LETTERS, 1996, 37 (17) :2943-2946
[24]  
Pitlik J, 1996, PHARMAZIE, V51, P700
[25]   Imidazole libraries on solid support [J].
Sarshar, S ;
Siev, D ;
Mjalli, AMM .
TETRAHEDRON LETTERS, 1996, 37 (06) :835-838
[26]   ORALLY ACTIVE BETA-LACTAM INHIBITORS OF HUMAN-LEUKOCYTE ELASTASE-1 - ACTIVITY OF 3,3-DIETHYL-2-AZETIDINONES [J].
SHAH, SK ;
DORN, CP ;
FINKE, PE ;
HALE, JJ ;
HAGMANN, WK ;
BRAUSE, KA ;
CHANDLER, GO ;
KISSINGER, AL ;
ASHE, BM ;
WESTON, H ;
KNIGHT, WB ;
MAYCOCK, AL ;
DELLEA, PS ;
FLETCHER, DS ;
HAND, KM ;
MUMFORD, RA ;
UNDERWOOD, DJ ;
DOHERTY, JB .
JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (21) :3745-3754
[27]   A solid-phase combinatorial method for the synthesis of novel 5- and 6-membered ring lactams [J].
Short, KM ;
Mjalli, AMM .
TETRAHEDRON LETTERS, 1997, 38 (03) :359-362
[28]   Exploitation of the Ugi 4CC reaction: Preparation of small molecule combinatorial libraries via solid phase [J].
Short, KM ;
Ching, BW ;
Mjalli, AMM .
TETRAHEDRON, 1997, 53 (19) :6653-6679
[29]   Solution-phase synthesis of a combinatorial thiohydantoin library [J].
Sim, MM ;
Ganesan, A .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (10) :3230-3235
[30]   Solid-phase, parallel syntheses by Ugi multicomponent condensation [J].
Tempest, PA ;
Brown, SD ;
Armstrong, RW .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (06) :640-642