Design, synthesis and biological evaluation of hetaryl-nucleoside derivatives as inhibitors of chitin synthase

被引：59

作者：

Behr, JB ^{[1
]}

Gourlain, T ^{[1
]}

Helimi, A ^{[1
]}

Guillerm, G ^{[1
]}

机构：

[1] CNRS, UFR Sci, Lab React Select & Applicat, UMR 6519, F-51687 Reims 2, France

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2003年 / 13卷 / 10期

关键词：

D O I：

10.1016/S0960-894X(03)00239-7

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

We report here the design, synthesis and biological evaluation of new models of sugar analogues for chitin synthase. These UDP-GlcNAc mimetics; associate a sugar-mimicking hetaryl group and uridine, linked with different pyrophosphate bioisosteres. The compounds displayed weak inhibition activity on chitin synthase and their antifungal potencies have been assayed against a large variety of pathogenic fungi. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：1713 / 1716

页数：4

共 26 条

[21] Identification of a novel inhibitor specific to the fungal chitin synthase -: Inhibition of chitin synthase 1 arrests the cell growth, but inhibition of chitin synthase 1 and 2 is lethal in the pathogenic fungus Candida albicans [J].

Sudoh, M ;

Yamazaki, T ;

Masubuchi, K ;

Taniguchi, M ;

Shimma, N ;

Arisawa, M ;

Yamada-Okabe, H .

JOURNAL OF BIOLOGICAL CHEMISTRY, 2000, 275 (42) :32901-32905

[22]

Turner WW, 1996, CURR PHARM DESIGN, V2, P209

[23] A search for pyrophosphate mimics for the development of substrates and inhibitors of glycosyltransferases [J].

Wang, R ;

Steensma, DH ;

Takaoka, Y ;

Yun, JW ;

Kajimoto, T ;

Wong, CH .

BIOORGANIC & MEDICINAL CHEMISTRY, 1997, 5 (04) :661-672

[24] Synthesis and evaluation of a C-glycosyl nucleoside as an inhibitor of chitin synthase [J].

Xie, J ;

Thellend, A ;

Becker, H ;

Vidal-Cros, A .

CARBOHYDRATE RESEARCH, 2001, 334 (03) :177-182

[25] ONE-STEP SYNTHESIS OF 5'-AZIDO-NUCLEOSIDES [J].

YAMAMOTO, I ;

SEKINE, M ;

HATA, T .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (01) :306-310

[26]

Zhang D, 1999, CURR PHARM DESIGN, V5, P73

← 1 2 3 →