Antimicrobial activity of mannose-derived glycosides

被引:14
作者
Bilkova, Andrea [1 ]
Paulovicova, Ema [2 ]
Paulovicova, Lucia [2 ]
Polakova, Monika [2 ]
机构
[1] Comenius Univ, Fac Pharm, Dept Cellular & Mol Biol Drugs, Bratislava 83232, Slovakia
[2] Slovak Acad Sci, Ctr Glyc, Inst Chem, Bratislava 84538, Slovakia
来源
MONATSHEFTE FUR CHEMIE | 2015年 / 146卷 / 10期
关键词
Mannoside; Antimicrobial activity; Candida albicans; Escherichia coli; Staphylococcus aureus; FATTY-ACID ESTERS; ALKYL; SOLVENT;
D O I
10.1007/s00706-015-1530-8
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A set of 14 synthetic mannolipid-mimicking O-mannosides, S-mannosides, and mannosylsulfones varying in aglycone length were evaluated for their antimicrobial activity towards yeast Candida albicans as well as Gram-positive and Gram-negative bacteria, Staphylococcus aureus and Escherichia coli, respectively. S. aureus was the most susceptible to dodecyl alpha-d-mannopyranoside showing MIC value of 78 mu M, while dodecyl alpha-d-thiomannopyranoside was superior yeast inhibitor exhibiting twofold lower MIC value. On the other hand, E. coli was resistant to both dodecyl glycosides. Mannosides exposure on RAW 264.7 cell line murine macrophages revealed the tight structure-immunobiological activity pattern. No significant cytotoxic effect and suppression of proliferation as a consequence of cell injury following 24 h exposure with 1-100 mu g/cm(3) mannosides were observed.
引用
收藏
页码:1707 / 1714
页数:8
相关论文
共 21 条
[1]  
Clinical and Laboratory Standards Institute, 2005, M26A CLSI
[2]   Effect of carbohydrate fatty acid esters on Streptococcus sobrinus and glucosyltransferase activity [J].
Devulapalle, KS ;
de Segura, AG ;
Ferrer, M ;
Alcalde, M ;
Mooser, G ;
Plou, FJ .
CARBOHYDRATE RESEARCH, 2004, 339 (06) :1029-1034
[3]  
European Pharmacopoeia Commision, 1997, EUROPEAN PHARMACOPOE
[4]   Synthesis of sugar esters in solvent mixtures by lipases from Thermomyces lanuginosus and Candida antarctica B, and their antimicrobial properties [J].
Ferrer, M ;
Soliveri, J ;
Plou, FJ ;
López-Cortés, N ;
Reyes-Duarte, D ;
Christensen, M ;
Copa-Patiño, JL ;
Ballesteros, A .
ENZYME AND MICROBIAL TECHNOLOGY, 2005, 36 (04) :391-398
[5]  
Gareth T, 2002, MED CHEM INTRO, P125
[6]  
Grynkiewicz G, 2008, ACTA POL PHARM, V65, P655
[7]   Enzymatic synthesis of sugar fatty acid esters in organic solvent and in supercritical carbon dioxide and their antimicrobial activity [J].
Habulin, Maja ;
Sabeder, Sasa ;
Knez, Zeljko .
JOURNAL OF SUPERCRITICAL FLUIDS, 2008, 45 (03) :338-345
[8]  
Holmberg K, 2003, SURFACTANT SCI SERIE, V114
[9]  
Kabara JJ, 2004, AUT ON ANN AUT C MAY
[10]  
KLOTZ W, 1993, LIEBIGS ANN CHEM, P683