Heteroatom- and carbon-linked biphenyl analogs of brequinar as immunosuppressive agents

被引:28
作者
Batt, DG [1 ]
Petraitis, JJ [1 ]
Sherk, SR [1 ]
Copeland, RA [1 ]
Dowling, RL [1 ]
Taylor, TL [1 ]
Jones, EA [1 ]
Magolda, RL [1 ]
Jaffee, BD [1 ]
机构
[1] Dupont Merck Pharmaceut Co, Wilmington, DE 19880 USA
关键词
D O I
10.1016/S0960-894X(98)00308-4
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Structure-activity relationships were explored for some analogs of Brequinar having a linking atom between the 2-biphenyl substituent and the quinoline ring. Activities as inhibitors of dihydroorotate dehydrogenase and the mixed lymphocyte reaction were related to the overall shape and lipophilicity of the 2-substituent. (C) 1998 The DuPont Merck Pharmaceutical Company. Published by Elsevier Science Ltd.All rights reserved.
引用
收藏
页码:1745 / 1750
页数:6
相关论文
共 15 条
[1]   NOVEL SYNTHESIS OF HETEROCYCLIC KETONES [J].
ANTHONY, WC .
JOURNAL OF ORGANIC CHEMISTRY, 1960, 25 (11) :2049-2053
[2]   THE REACTION OF VINYL GRIGNARD-REAGENTS WITH 2-SUBSTITUTED NITROARENES - A NEW APPROACH TO THE SYNTHESIS OF 7-SUBSTITUTED INDOLES [J].
BARTOLI, G ;
PALMIERI, G ;
BOSCO, M ;
DALPOZZO, R .
TETRAHEDRON LETTERS, 1989, 30 (16) :2129-2132
[3]  
Batcho A. D., 1985, ORG SYNTH, V63, P214, DOI DOI 10.15227/0RGSYN.063.0214
[4]  
Batt D.G., 1996, U.S. Patent, Patent No. [5, 523, 408, 5523408]
[5]   IMMUNOSUPPRESSIVE STRUCTURE-ACTIVITY-RELATIONSHIPS OF BREQUINAR AND RELATED CINCHONINIC ACID-DERIVATIVES [J].
BATT, DG ;
COPELAND, RA ;
DOWLING, RL ;
GARDNER, TL ;
JONES, EA ;
ORWAT, MJ ;
PINTO, DJ ;
PITTS, WJ ;
MAGOLDA, RL ;
JAFFEE, BD .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (14) :1549-1554
[6]   RECOMBINANT HUMAN DIHYDROOROTATE DEHYDROGENASE - EXPRESSION, PURIFICATION, AND CHARACTERIZATION OF A CATALYTICALLY FUNCTIONAL TRUNCATED ENZYME [J].
COPELAND, RA ;
DAVIS, JP ;
DOWLING, RL ;
LOMBARDO, D ;
MURPHY, KB ;
PATTERSON, TA .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1995, 323 (01) :79-86
[7]  
DUPONT B, 1976, ADV IMMUNOL, V23, P188
[8]  
Hesson D. P., 1987, U. S. patent, Patent No. [US4680299 A, 4680299]
[9]  
Jacobs T.L, 1955, ORG SYNTH, V3, P456
[10]  
JAFFEE BD, 1993, TRANSPLANT P, V25, P19