Synthesis of anti-bacterial peptidomimetics derived from N-acylisatins

被引:26
作者
Cheah, Wai Ching [1 ]
Black, David StC [1 ]
Goh, Wai Kean [1 ]
Kumar, Naresh [1 ]
机构
[1] Univ New S Wales, Sch Chem, Sydney, NSW 2052, Australia
基金
澳大利亚研究理事会;
关键词
D O I
10.1016/j.tetlet.2008.03.007
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient synthetic strategy to mono- and bis-glyoxylamide derivatives via the reaction of N-acylisatins with a range of amino acids has been developed. Using this strategy, a series of new peptidomimetics have been synthesized. (c) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2965 / 2968
页数:4
相关论文
共 10 条
[1]   METAL TEMPLATE REACTIONS .23. SYNTHESIS OF MACROCYCLIC AMIDE AND ESTER COMPLEXES VIA 1,1'-OXALYLBISISATIN [J].
BLACK, DS ;
MOSS, GI .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1987, 40 (01) :129-142
[2]   Structural identification of a bacterial quorum-sensing signal containing boron [J].
Chen, X ;
Schauder, S ;
Potier, N ;
Van Dorsselaer, A ;
Pelczer, I ;
Bassler, BL ;
Hughson, FM .
NATURE, 2002, 415 (6871) :545-549
[3]   Backbone cyclic peptide, which mimics the nuclear localization signal of human immunodeficiency virus type 1 matrix protein, inhibits nuclear import and virus production in nondividing cells [J].
Friedler, A ;
Zakai, N ;
Karni, O ;
Broder, YC ;
Baraz, L ;
Kotler, M ;
Loyter, A ;
Gilon, C .
BIOCHEMISTRY, 1998, 37 (16) :5616-5622
[4]   RNA III inhibiting peptide inhibits in vivo biofilm formation by drug-resistant Staphylococcus aureus [J].
Giacometti, A ;
Cirioni, O ;
Gov, Y ;
Ghiselli, R ;
Del Prete, MS ;
Mocchegiani, F ;
Saba, V ;
Orlando, F ;
Scalise, G ;
Balaban, N ;
Dell'Acqua, G .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2003, 47 (06) :1979-1983
[5]  
GOV Y, 2001, J PEPT RES, V57, P316
[6]   Synthesis of a 24-membered cyclic peptide-biphenyl hybrid [J].
Montero, Ana ;
Albericio, Fernando ;
Royo, Miriam ;
Herradon, Bernardo .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (08) :1301-1308
[7]  
Ritter TK, 2001, ANGEW CHEM INT EDIT, V40, P3508, DOI 10.1002/1521-3773(20011001)40:19<3508::AID-ANIE3508>3.0.CO
[8]  
2-I
[9]  
Suida W., 1878, BER DTSCH CHEM GES, V11, P584
[10]   Mob psychology [J].
Winans, SC ;
Bassler, BL .
JOURNAL OF BACTERIOLOGY, 2002, 184 (04) :873-883