Inhibition of UDP-Gal mutase and mycobacterial galactan biosynthesis by pyrrolidine analogues of galactofuranose

被引:110
作者
Lee, RE
Smith, MD
Nash, RJ
Griffiths, RC
McNeil, M
Grewal, RK
Yan, WX
Besra, GS
Brennan, PJ
Fleet, GWJ
机构
[1] UNIV OXFORD,DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND
[2] AFRC,INST GRASSLAND & ENVIRONM RES,ABERYSTWYTH SY23 3EB,DYFED,WALES
[3] COLORADO STATE UNIV,DEPT MICROBIOL,FT COLLINS,CO 80523
关键词
D O I
10.1016/S0040-4039(97)01539-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Some pyrrolidine analogues of galactofuranose - synthesised from carbohydrate lactones - are the first known inhibitors of E. coli K12 UDP-Gal mutase and mycobacterial galactan biosynthesis.:This inhibition may form a new chemotherapeutic strategy for the treatment of human pathogens which contain integral galactofuranosyl structures such as tuberculosis and leprosy. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:6733 / 6736
页数:4
相关论文
共 16 条
[1]   A SHORT, VERSATILE APPROACH TO POLYHYDROXYLATED PYRROLIDINES UTILIZING A REDUCTIVE ELIMINATION REDUCTIVE AMINATION AS A KEY STEP [J].
BERNOTAS, RC .
TETRAHEDRON LETTERS, 1990, 31 (04) :469-472
[2]   THE ENVELOPE OF MYCOBACTERIA [J].
BRENNAN, PJ ;
NIKAIDO, H .
ANNUAL REVIEW OF BIOCHEMISTRY, 1995, 64 :29-63
[3]  
Brimacombe J. S., 1966, CARBOHYD RES, V2, P341
[4]  
CHITTENDEN GJF, 1988, RECL TRAV CHIM PAY B, V107, P455
[5]   ANOMERIC SPECIFICITY OF D-XYLOSE ISOMERASE [J].
COLLYER, CA ;
GOLDBERG, JD ;
VIEHMANN, H ;
BLOW, DM ;
RAMSDEN, NG ;
FLEET, GWJ ;
MONTGOMERY, FJ ;
GRICE, P .
BIOCHEMISTRY, 1992, 31 (48) :12211-12218
[6]   GLUCOSIDASE AND TREHALASE INHIBITION BY 1,5-DIDEOXY-1,5-IMINO-D-MANNITOL, A CYCLIC AMINO ALDITOL FROM LONCHOCARPUS-SERICEUS [J].
EVANS, SV ;
FELLOWS, LE ;
BELL, EA .
PHYTOCHEMISTRY, 1983, 22 (03) :768-770
[7]  
HUEBNER RE, 1995, ANNU REV MED, V46, P47
[8]   UDP-galactofuranose precursor required for formation of the lipopolysaccharide O antigen of Klebsiella pneumoniae serotype 01 is synthesized by the product of the rfbD(KP01) gene [J].
Koplin, R ;
Brisson, JR ;
Whitfield, C .
JOURNAL OF BIOLOGICAL CHEMISTRY, 1997, 272 (07) :4121-4128
[9]   Enzymatic synthesis of UDP-galactofuranose and an assay for UDP-galactopyranose mutase based on high-performance liquid chromatography [J].
Lee, R ;
Monsey, D ;
Weston, A ;
Duncan, JK ;
Rithner, C ;
McNeil, M .
ANALYTICAL BIOCHEMISTRY, 1996, 242 (01) :1-7
[10]  
Lee RE, 1996, CURR TOP MICROBIOL, V215, P1