Antibacterial aminoglycosides with a modified mode of binding to the ribosomal-RNA decoding site

被引：89

作者：

François, B

Szychowski, J

Adhikari, SS

Pachamuthu, K

Swayze, EE

Griffey, RH

Migawa, MT

Westhof, E

Hanessian, S

机构：

[1] Univ Louis Pasteur Strasbourg 1, CNRS, UPR9002, Inst Biol Mol & Cellulaire, F-67084 Strasbourg, France

[2] Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada

[3] Ibis Therapeut, Calsbad, CA 92008 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2004年 / 43卷 / 48期

关键词：

aminoglycosides; antibacterial agents; bacterial resistance; drug design; rRNA;

D O I：

10.1002/anie.200462092

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new twist of RNA fate: Site-selective chemical functionalization at the C2"-OH group of paromomycin (1) afforded a novel analogue with potent inhibitory activity against several bacterial strains, including a multidrug-resistant S. aureus (MRSA) strain. X-ray cocrystal-structure determination of the complex with the A site of E. coli RNA revealed a new mode of binding in which significant conformational and positional changes had taken place in rings III and IV.

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收藏

页码：6735 / 6738

页数：4

相关论文

共 31 条

[1] Structural insight into the antibiotic action of telithromycin against resistant mutants [J].

Berisio, R ;

Harms, J ;

Schluenzen, F ;

Zarivach, R ;

Hansen, HAS ;

Fucini, P ;

Yonath, A .

JOURNAL OF BACTERIOLOGY, 2003, 185 (14) :4276-4279

[2] The structural basis for the action of the antibiotics tetracycline, pactamycin, and hygromycin B on the 30S ribosomal subunit [J].

Brodersen, DE ;

Clemons, WM ;

Carter, AP ;

Morgan-Warren, RJ ;

Wimberly, BT ;

Ramakrishnan, V .

CELL, 2000, 103 (07) :1143-1154

[3] Functional insights from the structure of the 30S ribosomal subunit and its interactions with antibiotics [J].

Carter, AP ;

Clemons, WM ;

Brodersen, DE ;

Morgan-Warren, RJ ;

Wimberly, BT ;

Ramakrishnan, V .

NATURE, 2000, 407 (6802) :340-348

[4] INACTIVATION OF ANTIBIOTICS AND THE DISSEMINATION OF RESISTANCE GENES [J].

DAVIES, J .

SCIENCE, 1994, 264 (5157) :375-382

[5] Structure of the A site of Escherichia coli 16S ribosomal RNA complexed with an aminoglycoside antibiotic [J].

Fourmy, D ;

Recht, MI ;

Blanchard, SC ;

Puglisi, JD .

SCIENCE, 1996, 274 (5291) :1367-1371

[6] Design of novel antibiotics that bind to the ribosomal acyltransfer site [J].

Haddad, J ;

Kotra, LP ;

Llano-Sotelo, B ;

Kim, C ;

Azucena, EF ;

Liu, MZ ;

Vakulenko, SB ;

Chow, CS ;

Mobashery, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (13) :3229-3237

[7] AMINOGLYCOSIDE ANTIBIOTICS - CHEMICAL CONVERSION OF NEOMYCIN-B, PAROMOMYCIN, AND LIVIDOMYCIN-B INTO BIOACTIVE PSEUDOSACCHARIDES [J].

HANESSIAN, S ;

TAKAMOTO, T ;

MASSE, R ;

PATIL, G .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1978, 56 (11) :1482-1491

[8] The structures of four macrolide antibiotics bound to the large ribosomal subunit [J].

Hansen, JL ;

Ippolito, JA ;

Ban, N ;

Nissen, P ;

Moore, PB ;

Steitz, TA .

MOLECULAR CELL, 2002, 10 (01) :117-128

[9] Structures of five antibiotics bound at the peptidyl transferase center of the large ribosomal subunit [J].

Hansen, JL ;

Moore, PB ;

Steitz, TA .

JOURNAL OF MOLECULAR BIOLOGY, 2003, 330 (05) :1061-1075

[10] Antibiotics acting on the translational machinery [J].

Harms, JM ;

Bartels, H ;

Schlünzen, F ;

Yonath, A .

JOURNAL OF CELL SCIENCE, 2003, 116 (08) :1391-1393

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