Tetramic Acids as Scaffolds: Synthesis, Tautomeric and Antibacterial Behaviour

被引：65

作者：

Jeong, Yong-Chul ^{[1
]}

Moloney, Mark G. ^{[1
]}

机构：

[1] Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England

来源：

SYNLETT | 2009年 / 15期

关键词：

heterocycles; tautomerism; natural products; drugs; SOLID-PHASE SYNTHESIS; DERIVATIVES; PYRROLIDINE-2,4-DIONES; REUTERICYCLIN; CONCISE; AGENTS; TOXIN;

D O I：

10.1055/s-0029-1217745

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Efficient synthetic routes for tetramic acids variously substituted on the ring nitrogen, their tautomeric behaviour in solution and their antibiotic activity are reported.

引用

收藏

页码：2487 / 2491

页数：5

相关论文

共 37 条

[1] Regioselective Dieckmann cyclisations leading to enantiopure highly functionalised tetramic acid derivatives [J].

Andrews, MD ;

Brewster, AG ;

Crapnell, KM ;

Ibbett, AJ ;

Jones, T ;

Moloney, MG ;

Prout, K ;

Watkin, D .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (02) :223-235

[2] A CONCISE APPROACH TO FUNCTIONALIZED, HOMOCHIRAL TETRAMIC ACIDS [J].

ANDREWS, MD ;

BREWSTER, A ;

MOLONEY, MG .

TETRAHEDRON-ASYMMETRY, 1994, 5 (08) :1477-1478

[3] On the antibiotic activity of oxazolomycin [J].

Bagwell, Claire L. ;

Moloney, Mark G. ;

Thompson, Amber L. .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (14) :4081-4086

[4] PHOTOAFFINITY-LABELING OF ISOPENICILLIN-N SYNTHETASE BY LASER-FLASH PHOTOLYSIS [J].

BALDWIN, JE ;

COATES, JB ;

HALPERN, JB ;

MOLONEY, MG ;

PRATT, AJ .

BIOCHEMICAL JOURNAL, 1989, 261 (01) :197-204

[5]

BALDWIN JE, 1989, BIOCHEM J, V266, P561

[6] ANTIBIOTIC PRODUCED BY FUSARIUM-EQUISETI NRRL-5537 [J].

BURMEISTER, HR ;

BENNETT, GA ;

VESONDER, RF ;

HESSELTINE, CW .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1974, 5 (06) :634-639

[7] SURVEY FOR FUSARIA THAT ELABORATE T-2 TOXIN [J].

BURMEISTER, HR ;

ELLIS, JJ ;

HESSELTINE, CW .

APPLIED MICROBIOLOGY, 1972, 23 (06) :1165-+

[8] A concise, asymmetric synthesis of tetramic acid derivatives [J].

Fustero, S ;

de la Torre, MG ;

Sanz-Cervera, JF ;

de Arellano, CR ;

Piera, J ;

Simón, A .

ORGANIC LETTERS, 2002, 4 (21) :3651-3654

[9] Reutericyclin:: biological activity, mode of action, and potential applications [J].

Gänzle, MG .

APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 2004, 64 (03) :326-332

[10] Stereochemistry and total synthesis of janolusimide, a tripeptide marine toxin [J].

Giordano, A ;

Della Monica, C ;

Landi, F ;

Spinella, A ;

Sodano, G .

TETRAHEDRON LETTERS, 2000, 41 (20) :3979-3982

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