Novel bisphosphonate inhibitors of phosphoglycerate kinase

被引：24

作者：

Caplan, NA

Pogson, CI

Hayes, DJ

Blackburn, GM

机构：

[1] Univ Sheffield, Dept Chem, Krebs Inst, Sheffield S3 7HF, S Yorkshire, England

[2] Glaxo Wellcome Res & Dev Ltd, Stevenage SG1 2NY, Herts, England

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1998年 / 8卷 / 05期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/S0960-894X(98)00059-6

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of novel, conformationally-restrained bisphosphonate analogues of 1,3-bisphosphoglyceric acid 1 have been synthesised and evaluated as inhibitors of 3-PGK. They are competitive inhibitors of the human enzyme and, especially for certain alpha-halophosphonic acid analogues, both K-i and IC50 values extend into the submicromolar range. (C) 1998 Elsevier Science Ltd. All rights reserved.

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收藏

页码：515 / 520

页数：6

相关论文

共 26 条

[1]

Auerbach G, 1997, BIOL CHEM, V378, P327

[2] SEQUENCE, STRUCTURE AND ACTIVITY OF PHOSPHOGLYCERATE KINASE - POSSIBLE HINGE-BENDING ENZYME [J].

BANKS, RD ;

BLAKE, CCF ;

EVANS, PR ;

HASER, R ;

RICE, DW ;

HARDY, GW ;

MERRETT, M ;

PHILLIPS, AW .

NATURE, 1979, 279 (5716) :773-778

[3] KINETICS OF DEHYDRATION OF METHYLENE GLYCOL IN AQUEOUS SOLUTION [J].

BELL, RP ;

EVANS, PG .

PROCEEDINGS OF THE ROYAL SOCIETY OF LONDON SERIES A-MATHEMATICAL AND PHYSICAL SCIENCES, 1966, 291 (1426) :297-+

[4] ORGANOMETALLIC AND ORGANOMETALLOIDAL FLUORINE COMPOUNDS .10. TRIFLUOROMETHYL-PHOSPHONOUS AND TRIFLUOROMETHYL-PHOSPHONIC ACIDS [J].

BENNETT, FW ;

EMELEUS, HJ ;

HASZELDINE, RN .

JOURNAL OF THE CHEMICAL SOCIETY, 1954, (OCT) :3598-3603

[5] STATISTICAL FACTORS IN THE CORRELATION OF RATE CONSTANTS AND EQUILIBRIUM CONSTANTS [J].

BENSON, SW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (19) :5151-5154

[6] Synergistic effects of substrate-induced conformational changes in phosphoglycerate kinase activation [J].

Bernstein, BE ;

Michels, PAM ;

Hol, WGJ .

NATURE, 1997, 385 (6613) :275-278

[7] SYMMETRY NUMBERS AND STATISTICAL FACTORS IN RATE THEORY [J].

BISHOP, DM ;

LAIDLER, KJ .

JOURNAL OF CHEMICAL PHYSICS, 1965, 42 (05) :1688-&

[8]

BLACKBURN GM, 1981, CHEM IND-LONDON, P134

[9] SYNTHESIS OF PHOSPHONATE ANALOGS OF 1,3-BISPHOSPHOGLYCERIC ACID AND THEIR BINDING TO YEAST PHOSPHOGLYCERATE KINASE [J].

BLACKBURN, GM ;

JAKEMAN, DL ;

IVORY, AJ ;

WILLIAMSON, MP .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (21) :2573-2578

[10] PHOSPHOGLYCERATE KINASE [J].

BLAKE, CCF ;

RICE, DW .

PHILOSOPHICAL TRANSACTIONS OF THE ROYAL SOCIETY OF LONDON SERIES B-BIOLOGICAL SCIENCES, 1981, 293 (1063) :93-104