ANTICANDIDAL PROPERTIES OF N-3-(4-METHOXYFUMAROYL)-L-2,3-DIAMINOPROPANOIC ACID OLIGOPEPTIDES

被引:42
作者
ANDRUSZKIEWICZ, R
MILEWSKI, S
ZIENIAWA, T
BOROWSKI, E
机构
[1] Department of Pharmaceutical Technology and Biochemistry, Technical University of Gdañsk
关键词
D O I
10.1021/jm00163a022
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Tri-, tetra-, and pentapeptides containing N3-(4-methoxyfumaroyl)-L-2,3-diaminopropanoic acid (FMDP), an inactivator of glucosamine 6-phosphate synthase of fungal origin (a key enzyme in the biosynthesis of macromolecular components of the fungal cell wall) have been synthesized and investigated as anticandidal agents. Structure-activity relationships of a series of peptides revealed that tripeptides were generally more active than the other peptides examined. In this study, the lysyl peptide, Lys-Nva-FMDP has been found to be the most active compound in the series. © 1990, American Chemical Society. All rights reserved.
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页码:132 / 135
页数:4
相关论文
共 16 条
[1]   USE OF ESTERS OF N-HYDROXYSUCCINIMIDE IN PEPTIDE SYNTHESIS [J].
ANDERSON, GW ;
CALLAHAN, FM ;
ZIMMERMAN, JE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (09) :1839-+
[2]   SYNTHESIS AND BIOLOGICAL PROPERTIES OF N-3-(4-METHOXYFUMAROYL)-L-2,3-DIAMINOPROPANOIC ACID DIPEPTIDES, A NOVEL GROUP OF ANTIMICROBIAL AGENTS [J].
ANDRUSZKIEWICZ, R ;
CHMARA, H ;
MILEWSKI, S ;
BOROWSKI, E .
JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (10) :1715-1719
[3]  
ANDRUSZKIEWICZ R, 1986, INT J PEPT PROT RES, V27, P449
[4]  
DOI E, 1981, ANAL BIOCHEM, V118, P173, DOI 10.1016/0003-2697(81)90175-5
[5]   TRANSPORT OF IMPERMEANT SUBSTANCES IN ESCHERICHIA-COLI BY WAY OF OLIGOPEPTIDE PERMEASE [J].
FICKEL, TE ;
GILVARG, C .
NATURE-NEW BIOLOGY, 1973, 241 (110) :161-163
[6]   SPECTROPHOTOMETRIC AND TURBIDIMETRIC METHODS FOR MEASURING PROTEINS [J].
LAYNE, E .
METHODS IN ENZYMOLOGY, 1957, 3 :447-454
[7]   RELATIVE RATES OF TRANSPORT OF PEPTIDYL DRUGS BY CANDIDA-ALBICANS [J].
MCCARTHY, PJ ;
NEWMAN, DJ ;
NISBET, LJ ;
KINGSBURY, WD .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1985, 28 (04) :494-499
[8]  
MILEWSKI S, 1988, DRUG EXP CLIN RES, V14, P461
[9]  
MILEWSKI S, 1988, FEMS MICROBIOL LETT, V50, P73, DOI 10.1111/j.1574-6968.1988.tb02914.x
[10]   SYNTHETIC DERIVATIVES OF "N-3-FUMAROYL-L-2,3-DIAMINOPROPANOIC ACID INACTIVATE GLUCOSAMINE SYNTHETASE FROM CANDIDA-ALBICANS [J].
MILEWSKI, S ;
CHMARA, H ;
ANDRUSZKIEWICZ, R ;
BOROWSKI, E .
BIOCHIMICA ET BIOPHYSICA ACTA, 1985, 828 (03) :247-254