Antibiotic inhibitors of the peptidyl transferase center. 1. Clindamycin as a composite analogue of the transfer RNA fragments L-Pro-Met and the D-ribosyl ring of adenosine

被引：14

作者：

Fitzhugh, AL ^{[1
]}

机构：

[1] BioCipher BF, Frederick, MD 21705 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1998年 / 8卷 / 01期

关键词：

D O I：

10.1016/S0960-894X(97)10196-2

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Clindamycin's three-dimensional structure is shown via a computer rendered stereomodel to be strikingly similar to L-Pro-Met and the D-ribosyl ring of adenosine. This discovery has important implications for the rational design of new lincosamides and for efforts to understand how this and related classes of agents selectively inhibit protein biosynthesis on the prokaryotic ribosome. (C) 1997 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：87 / 92

页数：6

相关论文

共 34 条

[1] INHIBITION OF CYTOPLASMIC AND ORGANELLAR PROTEIN-SYNTHESIS IN TOXOPLASMA-GONDII - IMPLICATIONS FOR THE TARGET OF MACROLIDE ANTIBIOTICS [J].

BECKERS, CJM ;

ROOS, DS ;

DONALD, RGK ;

LUFT, BJ ;

SCHWAB, JC ;

CAO, Y ;

JOINER, KA .

JOURNAL OF CLINICAL INVESTIGATION, 1995, 95 (01) :367-376

[2] LINCOMYCIN .11. SYNTHESIS AND STRUCTURE OF CLINDAMYCIN . A POTENT ANTIBACTERIAL AGENT [J].

BIRKENMEYER, RD ;

KAGAN, F .

JOURNAL OF MEDICINAL CHEMISTRY, 1970, 13 (04) :616-+

[3] SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF CLINDAMYCIN ANALOGS - PIRLIMYCIN, A POTENT ANTIBACTERIAL AGENT [J].

BIRKENMEYER, RD ;

KROLL, SJ ;

LEWIS, C ;

STERN, KF ;

ZURENKO, GE .

JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (02) :216-223

[4]

BIRKENMEYER RD, 1966, ANTIMICROB AGENTS CH, P727

[5] CLINDAMYCIN AND PRIMAQUINE AS PRIMARY-TREATMENT FOR MILD AND MODERATELY SEVERE PNEUMOCYSTIS-CARINII PNEUMONIA IN PATIENTS WITH AIDS [J].

BLACK, JR ;

FEINBERG, J ;

MURPHY, RL ;

FASS, RJ ;

CAREY, J ;

SATTLER, FR .

EUROPEAN JOURNAL OF CLINICAL MICROBIOLOGY & INFECTIOUS DISEASES, 1991, 10 (03) :204-207

[6] EFFECT OF CLINDAMYCIN ON INTRACELLULAR REPLICATION, PROTEIN-SYNTHESIS, AND INFECTIVITY OF TOXOPLASMA-GONDII [J].

BLAIS, J ;

TARDIF, C ;

CHAMBERLAND, S .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1993, 37 (12) :2571-2577

[7] SUBSTRATE AND ANTIBIOTIC BINDING SITES AT PEPTIDYL TRANSFERASE CENTRE OF E-COLI RIBOSOMES - BINDING OF UACCA-LEU TO 50-S SUBUNITS [J].

CELMA, ML ;

MONRO, RE ;

VAZQUEZ, D .

FEBS LETTERS, 1971, 13 (04) :247-+

[8] SUBSTRATE AMD ANTIBIOTIC BINDING SITES AT PEPTIDYL TRANSFERASE CENTRE OF E-COLI RIBOSOMES [J].

CELMA, ML ;

MONROE, RE ;

VAZQUEZ, D .

FEBS LETTERS, 1970, 6 (03) :273-&

[9] SPECIFICITY OF LINCOMYCIN BINDING TO RIBOSOMES [J].

CHANG, FN ;

WEISBLUM, B .

BIOCHEMISTRY, 1967, 6 (03) :836-&

[10] AB-INITIO CALCULATIONS ON LARGE MOLECULES USING MOLECULAR FRAGMENTS - STRUCTURAL CORRELATIONS BETWEEN NATURAL SUBSTRATE MOIETIES AND SOME ANTIBIOTIC INHIBITORS OF PEPTIDYL TRANSFERASE [J].

CHENEY, BV .

JOURNAL OF MEDICINAL CHEMISTRY, 1974, 17 (06) :590-599

← 1 2 3 4 →