Recent developments of transition-state analogue glycosidase inhibitors of non-natural product origin

被引：705

作者：

Lillelund, VH ^{[1
]}

Jensen, HH ^{[1
]}

Liang, XF ^{[1
]}

Bols, M ^{[1
]}

机构：

[1] Aarhus Univ, Dept Chem, DK-8000 Aarhus C, Denmark

来源：

CHEMICAL REVIEWS | 2002年 / 102卷 / 02期

关键词：

D O I：

10.1021/cr000433k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A large number of potential transition-state analogues that were evaluated for inhibition of glycosidases were shown. As such, inhibitors with nanomolar affinity for glycosidases were found. It seems that inhibitors that mimic charge in exocyclic, endocyclic, and anomeric positions all mimic features of the transition state. Which feature was more important to mimic may depend on the enzyme.

引用

收藏

页码：515 / 553

页数：39

相关论文

共 302 条

[1] Synthesis of C-(D-glycopyranosyl)ethylamines and C-(D-glycofuranosyl)methylamines as potential glycosidase inhibitors [J].

Abdel-Rahman, AAH ;

El Ashry, ESH ;

Schmidt, RR .

CARBOHYDRATE RESEARCH, 1999, 315 (1-2) :106-116

[2] Inhibitors of glycogen phosphorylase b: Synthesis, biochemical screening, and molecular modeling studies of novel analogues of hydantocidin [J].

Agasimundin, YS ;

Mumper, MW ;

Hosmane, RS .

BIOORGANIC & MEDICINAL CHEMISTRY, 1998, 6 (07) :911-923

[3]

Andersch J, 2001, CHEM-EUR J, V7, P3744, DOI 10.1002/1521-3765(20010903)7:17<3744::AID-CHEM3744>3.0.CO

[4]

2-3

[5]

Andreassen V, 2001, SYNTHESIS-STUTTGART, P339

[6] NOVEL DISACCHARIDES CONTAINING SULFUR IN THE RING AND NITROGEN IN THE INTERGLYCOSIDIC LINKAGE - CONFORMATION OF METHYL 5'-THIO-4-N-ALPHA-MALTOSIDE BOUND TO GLUCOAMYLASE AND ITS ACTIVITY AS A COMPETITIVE INHIBITOR [J].

ANDREWS, JS ;

WEIMAR, T ;

FRANDSEN, TP ;

SVENSSON, B ;

PINTO, BM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (44) :10799-10804

[7] NAGSTATIN, A NEW INHIBITOR OF N-ACETYL-BETA-D-GLUCOSAMINIDASE, PRODUCED BY STREPTOMYCES-AMAKUSAENSIS MG846-FF3 - TAXONOMY, PRODUCTION, ISOLATION, PHYSICOCHEMICAL PROPERTIES AND BIOLOGICAL-ACTIVITIES [J].

AOYAGI, T ;

SUDA, H ;

UOTANI, K ;

KOJIMA, F ;

AOYAMA, T ;

HORIGUCHI, K ;

HAMADA, M ;

TAKEUCHI, T .

JOURNAL OF ANTIBIOTICS, 1992, 45 (09) :1404-1408

[8] THE STRUCTURE OF NAGSTATIN, A NEW INHIBITOR OF N-ACETYL-BETA-D-GLUCOSAMINIDASE [J].

AOYAMA, T ;

NAGANAWA, H ;

SUDA, H ;

UOTANI, K ;

AOYAGI, T ;

TAKEUCHI, T .

JOURNAL OF ANTIBIOTICS, 1992, 45 (09) :1557-1558

[9] Alkaloidal sugar mimetics: Biological activities and therapeutic applications [J].

Asano, N .

JOURNAL OF ENZYME INHIBITION, 2000, 15 (03) :215-234

[10] Sugar-mimic glycosidase inhibitors: natural occurrence, biological activity and prospects for therapeutic application [J].

Asano, N ;

Nash, RJ ;

Molyneux, RJ ;

Fleet, GWJ .

TETRAHEDRON-ASYMMETRY, 2000, 11 (08) :1645-1680

← 1 2 3 4 5 6 7 8 9 10 →