EFFECT OF HYDROXYL GROUP CONFIGURATION IN HYDROXYETHYLAMINE DIPEPTIDE ISOSTERES ON HIV PROTEASE INHIBITION - EVIDENCE FOR MULTIPLE BINDING MODES

被引:133
作者
RICH, DH
SUN, CQ
PRASAD, JVNV
PATHIASSERIL, A
TOTH, MV
MARSHALL, GR
CLARE, M
MUELLER, RA
HOUSEMAN, K
机构
[1] UNIV WISCONSIN,DEPT CHEM,MADISON,WI 53706
[2] WASHINGTON UNIV,SCH MED,DEPT MED,ST LOUIS,MO 63110
[3] GD SEARLE & CO,RES & DEV,DEPT MOLEC & CELL BIOL,SKOKIE,IL 60077
关键词
D O I
10.1021/jm00107a049
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
[No abstract available]
引用
收藏
页码:1222 / 1225
页数:4
相关论文
共 27 条
[1]  
ARROWSMITH RJ, 1988, PEPT P EUR S, P393
[2]  
BILLICH S, 1988, J BIOL CHEM, V263, P17905
[3]   ON THE RATIONAL DESIGN OF RENIN INHIBITORS - X-RAY STUDIES OF ASPARTIC PROTEINASES COMPLEXED WITH TRANSITION-STATE ANALOGS [J].
BLUNDELL, TL ;
COOPER, J ;
FOUNDLING, SI ;
JONES, DM ;
ATRASH, B ;
SZELKE, M .
BIOCHEMISTRY, 1987, 26 (18) :5585-5590
[4]   3-DIMENSIONAL STRUCTURE OF THE COMPLEX OF THE RHIZOPUS-CHINENSIS CARBOXYL PROTEINASE AND PEPSTATIN AT 2.5-A RESOLUTION [J].
BOTT, R ;
SUBRAMANIAN, E ;
DAVIES, DR .
BIOCHEMISTRY, 1982, 21 (26) :6956-6962
[5]   INHIBITION OF HUMAN IMMUNODEFICIENCY VIRUS-1 PROTEASE INVITRO - RATIONAL DESIGN OF SUBSTRATE-ANALOG INHIBITORS [J].
DREYER, GB ;
METCALF, BW ;
TOMASZEK, TA ;
CARR, TJ ;
CHANDLER, AC ;
HYLAND, L ;
FAKHOURY, SA ;
MAGAARD, VW ;
MOORE, ML ;
STRICKLER, JE ;
DEBOUCK, C ;
MEEK, TD .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1989, 86 (24) :9752-9756
[6]   DESIGN, ACTIVITY, AND 2.8 A CRYSTAL-STRUCTURE OF A C2 SYMMETRICAL INHIBITOR COMPLEXED TO HIV-1 PROTEASE [J].
ERICKSON, J ;
NEIDHART, DJ ;
VANDRIE, J ;
KEMPF, DJ ;
WANG, XC ;
NORBECK, DW ;
PLATTNER, JJ ;
RITTENHOUSE, JW ;
TURON, M ;
WIDEBURG, N ;
KOHLBRENNER, WE ;
SIMMER, R ;
HELFRICH, R ;
PAUL, DA ;
KNIGGE, M .
SCIENCE, 1990, 249 (4968) :527-533
[7]   A STEREOCONTROLLED SYNTHESIS OF HYDROXYETHYLENE DIPEPTIDE ISOSTERES USING NOVEL, CHIRAL AMINOALKYL EPOXIDES AND GAMMA-(AMINOALKYL) GAMMA-LACTONES [J].
EVANS, BE ;
RITTLE, KE ;
HOMNICK, CF ;
SPRINGER, JP ;
HIRSHFIELD, J ;
VEBER, DF .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (23) :4615-4625
[8]  
FITZGERALD PMD, 1990, J BIOL CHEM, V265, P14209
[9]   DESIGN OF PEPTIDE DERIVED AMINO-ALCOHOLS AS TRANSITION-STATE ANALOG INHIBITORS OF ANGIOTENSIN CONVERTING ENZYME [J].
GORDON, EM ;
GODFREY, JD ;
PLUSCEC, J ;
VONLANGEN, D ;
NATARAJAN, S .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1985, 126 (01) :419-426
[10]  
HANDA BK, 1989, Patent No. 346847