Pyrrolidinedione derivatives as antibacterial agents with a novel mode of action

被引：90

作者：

Pohlmann, J

Lampe, T

Shimada, M

Nell, PG

Pernerstorfer, J

Svenstrup, N

Brunner, NA

Schiffer, G

Freiberg, C ^{[1
]}

机构：

[1] Bayer AG, Dept Antiinfect Res, D-42096 Wuppertal, Germany

[2] Bayer AG, Dept Med Chem, D-42096 Wuppertal, Germany

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2005年 / 15卷 / 04期

关键词：

pyrrolidine diones; moiramide B; andrimid; acetyl-CoA carboxylase; antibiotic;

D O I：

10.1016/j.bmcl.2004.12.002

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The pseudopeptide pyrrolidinedione natural products moiramide B and andrimid represent a new class of antibiotics that target bacterial fatty acid biosynthesis. Structure activity relationship (SAR) studies revealed a high degree of variability for the fatty acid side chain, allowing optimization of physicochemical parameters, and a restricted SAR for the pyrrolidinedione group, indicating major relevance of this subunit for efficient target binding. (C) 2004 Elsevier Ltd. All rights reserved.

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页码：1189 / 1192

页数：4

相关论文

共 14 条

[1] Overexpression and kinetic characterization of the carboxyltransferase component of acetyl-CoA carboxylase [J].

Blanchard, CZ ;

Waldrop, GL .

JOURNAL OF BIOLOGICAL CHEMISTRY, 1998, 273 (30) :19140-19145

[2] REACTIVITY OF N-PHENACYLOXYCARBAMATES AND RELATED SYSTEMS IN THE PRESENCE OF BASES - STUDY OF A NEW [1,2] ANIONIC REARRANGEMENT [J].

CONSONNI, P ;

FAVARA, D ;

OMODEISALE, A ;

BARTOLINI, G ;

RICCI, A .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1983, (07) :967-973

[3] Asymmetric syntheses of moiramide B and andrimid [J].

Davies, SG ;

Dixon, DJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (17) :2635-2643

[4] Asymmetric synthesis of moiramide B [J].

Dixon, DJ ;

Davies, SG .

CHEMICAL COMMUNICATIONS, 1996, (15) :1797-1798

[5] Bacterial resistance - the clinical challenge [J].

Finch, R .

CLINICAL MICROBIOLOGY AND INFECTION, 2002, 8 :21-32

[6] ANDRIMID, A NEW PEPTIDE ANTIBIOTIC PRODUCED BY AN INTRACELLULAR BACTERIAL SYMBIONT ISOLATED FROM A BROWN PLANTHOPPER [J].

FREDENHAGEN, A ;

TAMURA, SY ;

KENNY, PTM ;

KOMURA, H ;

NAYA, Y ;

NAKANISHI, K ;

NISHIYAMA, K ;

SUGIURA, M ;

KITA, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (14) :4409-4411

[7] Identification and characterization of the first class of potent bacterial acetyl-CoA carboxylase inhibitors with antibacterial activity [J].

Freiberg, C ;

Brunner, NA ;

Schiffer, G ;

Lampe, T ;

Pohlmann, J ;

Brands, M ;

Raabe, M ;

Häbich, D ;

Ziegelbauer, K .

JOURNAL OF BIOLOGICAL CHEMISTRY, 2004, 279 (25) :26066-26073

[8] Drug therapy - Antimicrobial-drug resistance [J].

Gold, HS ;

Moellering, RC .

NEW ENGLAND JOURNAL OF MEDICINE, 1996, 335 (19) :1445-1453

[9] Clinical significance of the emergence of bacterial resistance in the hospital environment [J].

Hosein, IK ;

Hill, DW ;

Jenkins, LE ;

Magee, JT .

JOURNAL OF APPLIED MICROBIOLOGY, 2002, 92 :90S-97S

[10] Bacterial resistance: Origins, epidemiology, and impact [J].

Livermore, DM .

CLINICAL INFECTIOUS DISEASES, 2003, 36 :S11-S23