Orally active squalene synthase inhibitors: Bis((acyloxy)alkyl) prodrugs of the alpha-phosphonosulfonic acid moiety

被引:52
作者
Dickson, JK
Biller, SA
Magnin, DR
Petrillo, EW
Hillyer, JW
Hsieh, DC
Lan, SJ
Rinehart, JK
Gregg, RE
Harrity, TW
Jolibois, KG
Kalinowski, SS
Kunselman, LK
Mookhtiar, KA
Ciosek, CP
机构
[1] BRISTOL MYERS SQUIBB PHARMACEUT RES INST,DIV DISCOVERY CHEM,PRINCETON,NJ 08543
[2] BRISTOL MYERS SQUIBB PHARMACEUT RES INST,DEPT METAB & PHARMACOKINET,PRINCETON,NJ 08543
[3] BRISTOL MYERS SQUIBB PHARMACEUT RES INST,DEPT METAB DIS,PRINCETON,NJ 08543
关键词
D O I
10.1021/jm950735s
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:661 / 664
页数:4
相关论文
共 21 条
[1]  
BUNDGAARD H, 1989, Advanced Drug Delivery Reviews, V3, P39, DOI 10.1016/0169-409X(89)90004-5
[2]  
BUNDGAARD H, 1991, TXB DRUG DESIGN DEV, pCH5
[3]  
BUNDGAARD H, 1985, DESIGN PRODRUGS, pCH1
[4]  
CIOSEK CP, 1993, J BIOL CHEM, V268, P24832
[5]   N-PHOSPHONOMETHYL DIPEPTIDES AND THEIR PHOSPHONATE PRODRUGS, A NEW-GENERATION OF NEUTRAL ENDOPEPTIDASE (NEP,EC-3.4.24.11) INHIBITORS [J].
DELOMBAERT, S ;
ERION, MD ;
TAN, J ;
BLANCHARD, L ;
ELCHEHABI, L ;
GHAI, RD ;
SAKANE, Y ;
BERRY, C ;
TRAPANI, AJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (04) :498-511
[6]   BIOLOGICALLY-CLEAVABLE PHOSPHATE PROTECTIVE GROUPS - 4-ACYLOXY-1,3,2-DIOXAPHOSPHORINANES AS NEUTRAL LATENT PRECURSORS OF DIANIONIC PHOSPHATES [J].
FARQUHAR, D ;
KHAN, S ;
WILKERSON, MC ;
ANDERSSON, BS .
TETRAHEDRON LETTERS, 1995, 36 (05) :655-658
[7]  
FERRES H, 1983, DRUG TODAY, V19, P499
[8]   SYNTHESIS OF ACYLOXYALKYL ACYLPHOSPHONATES AS POTENTIAL PRODRUGS OF THE ANTIVIRAL, TRISODIUM PHOSPHONOFORMATE (FOSCARNET SODIUM) [J].
IYER, RP ;
PHILLIPS, LR ;
BIDDLE, JA ;
THAKKER, DR ;
EGAN, W ;
AOKI, S ;
MITSUYA, H .
TETRAHEDRON LETTERS, 1989, 30 (51) :7141-7144
[9]   ANGIOTENSIN-CONVERTING ENZYME-INHIBITORS - MERCAPTAN, CARBOXYALKYL DIPEPTIDE, AND PHOSPHINIC ACID INHIBITORS INCORPORATING 4-SUBSTITUTED PROLINES [J].
KRAPCHO, J ;
TURK, C ;
CUSHMAN, DW ;
POWELL, JR ;
DEFORREST, JM ;
SPITZMILLER, ER ;
KARANEWSKY, DS ;
DUGGAN, M ;
ROVNYAK, G ;
SCHWARTZ, J ;
NATARAJAN, S ;
GODFREY, JD ;
RYONO, DE ;
NEUBECK, R ;
ATWAL, KS ;
PETRILLO, EW .
JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (06) :1148-1160
[10]   alpha-Phosphonosulfonic acids: Potent and selective inhibitors of squalene synthase [J].
Magnin, DR ;
Biller, SA ;
Chen, Y ;
Dickson, JK ;
Fryszman, OM ;
Lawrence, RM ;
Logan, JVH ;
SieberMcMaster, ES ;
Sulsky, RB ;
Traeger, SC ;
Hsieh, DC ;
Lan, SJ ;
Rinehart, JK ;
Harrity, TW ;
Jolibois, KG ;
Kunselman, LK ;
Rich, LC ;
Slusarchyk, DA ;
Ciosek, CP .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (03) :657-660