Synthesis of aryl β-N-acetylglucosammdes modified at C-6 as potential antimicrobial agents

被引：2

作者：

Manfrini, Rozangela Magalhaes ^{[1
]}

de Souza Filho, Jose Dias ^{[1
]}

Figueiredo, Rute Cunha ^{[2
]}

D'Angelis, Allison Fabiano ^{[2
]}

Prado, Maria Auxiliadora Fontes ^{[2
]}

De Aguiar Nunan, Elziria ^{[2
]}

Martins, Gabriela Aires ^{[2
]}

Alves, Ricardo Jose ^{[2
]}

机构：

[1] Univ Fed Minas Gerais, Inst Ciencias Exatas, Dept Quim, BR-31270901 Belo Horizonte, MG, Brazil

[2] Univ Fed Minas Gerais, Fac Farm, Dept Prod Farmaceut, BR-31270901 Belo Horizonte, MG, Brazil

来源：

QUIMICA NOVA | 2008年 / 31卷 / 02期

关键词：

N-acetylglucosamine derivatives; antimicrobial activity;

D O I：

10.1590/S0100-40422008000200026

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report herein the synthesis of aryl beta-N-acetylglucosaminides containing azido, amino and acetamido groups at C-6 as potential antimicrobial agents. It was expected that these compounds could interfere with the biosynthesis and/or biotransformation of N-acetylglucosamine in fungi and bacteria. None of the compounds showed antimicrobial activity against bacteria (Bacillus subtilis, Micrococcus luteus, Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa), filamentous fungus (Aspergillus niger) and yeasts (Saccharomyces cerevisae, Candida albicans and Candida tropicallis), it the concentration of 1 mg/mL in agar diffusion assay.

引用

页码：326 / 329

页数：4

共 50 条

[41] SYNTHESIS AND BIOLOGICAL-ACTIVITY OF C-6 MODIFIED DERIVATIVES OF THE GLUCOSIDASE INHIBITOR 1-DEOXYNOJIRIMYCIN
BERGER, A
DAX, K
GRADNIG, G
GRASSBERGER, V
STUTZ, AE
UNGERANK, M
LEGLER, G
BAUSE, E
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1992, 2 (01) : 27 - 32
[42] Synthesis of group 6 (chromium, molybdenum, and tungsten) photoCORMs as potential antimicrobial and anticancer agents
Lee, Shiaw Xian
Tan, Chun Hoe
Mah, Wee Li
Wong, Richard Chee Seng
Cheow, Yuen Lin
Sim, Kae Shin
Tan, Kong Wai
INORGANICA CHIMICA ACTA, 2021, 525 (525)
[43] Synthesis of novel 6-aminocoumarin derivatives as potential -biocompatible antimicrobial and anticancer agents
Mustafa, Yasser Fakri
JOURNAL OF MOLECULAR STRUCTURE, 2025, 1320
[44] PREPARATION OF AMYLOSE DERIVATIVES SELECTIVELY MODIFIED AT C-6 - 6-AMINO-6-DEOXYAMYLOSE
CIMECIOGLU, AL
BALL, DH
KAPLAN, DL
HUANG, SH
MACROMOLECULES, 1994, 27 (11) : 2917 - 2922
[45] Total Synthesis of the Epimer at C-6′ of the Miharamycin B Framework
Marcelo, Filipa
Abou-Jneid, Robert
Sollogoub, Matthieu
Marrot, Jerome
Rauter, Amelia P.
Bleriot, Yves
SYNLETT, 2009, (08) : 1269 - 1272
[46] C-6 allylated pyranosides for the synthesis of complex oxygenated tetrahydrofurans
Seepersaud, M
Blumenstein, M
Mootoo, DR
TETRAHEDRON, 1997, 53 (16) : 5711 - 5724
[47] Asymmetric synthesis of C-6 substituted pipecolic acid derivatives
Carbonnel, S
Fayet, C
Gelas, J
Troin, Y
TETRAHEDRON LETTERS, 2000, 41 (43) : 8293 - 8296
[48] Synthesis and structural characterization of the C-6 fluoroalkylated pyrimidine derivatives
Kristafor, Svjetlana
Gazivoda, Tatjana
Cetina, Mario
Makuc, Damjan
Plavec, Janez
Raic-Malic, Silvana
JOURNAL OF MOLECULAR STRUCTURE, 2009, 923 (1-3) : 19 - 23
[49] Synthesis of curdlan derivatives regioselectively aminated at the C-6 position
Zhang, Ruoran
Edgar, Kevin J.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
[50] STEREOSPECIFIC SYNTHESIS OF C-6(7) METHOXYPENICILLIN AND METHOXYCEPHALOSPORIN DERIVATIVES
JEN, T
FRAZEE, J
HOOVER, JRE
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (16): : 2857 - 2859

← 1 2 3 4 5 →