Conformational analysis of meropenem and desmethyl meropenem: The effect of 1 beta-methyl group on carbapenem antibiotics

被引：4

作者：

Igarashi, J ^{[1
]}

Nishimura, T ^{[1
]}

Sasaki, A ^{[1
]}

Sunagawa, M ^{[1
]}

机构：

[1] SUMITOMO PHARMACEUT CO LTD,RES CTR,KONOHANA KU,OSAKA 554,JAPAN

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1996年 / 6卷 / 16期

关键词：

D O I：

10.1016/0960-894X(96)00341-1

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The conformations of meropenem and desmethyl meropenem have been studied using MM calculations and H-1 NMR experiments. It was found that the preferred conformation of meropenem was relatively Linear compared with desmethyl meropenem in aqueous solution. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：1881 / 1886

页数：6

共 35 条

[31] C-13 AND H-1 NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY OF C-19 AND 6-BETA-METHYL SUBSTITUTED STEROIDS - LONG-RANGE SHIFT EFFECTS IN CONFORMATIONAL-ANALYSIS
SCOTT, KN
MARECI, TH
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1979, 57 (01): : 27 - 37
[32] THE EFFECT OF REPLACING A 3-O-ACETYL GROUP BY A 3-O-BENZYL GROUP IN A METHYL 4-O-TRITYL-BETA-D-XYLOPYRANOSIDE DERIVATIVE ON THE EFFICIENCY OF 1,2-TRANS-GLYCOSYLATION WITH A D-XYLOSE 1,2-O-(1-CYANOETHYLIDENE) DERIVATIVE
NIFANTEV, NE
BACKINOWSKY, LV
KOCHETKOV, NK
CARBOHYDRATE RESEARCH, 1989, 191 (01) : 13 - 19
[33] CONFORMATIONAL-ANALYSIS OF THE CYCLIZED PYRIDOXAL SCHIFF-BASE OF L-TRYPTOPHAN - X-RAY CRYSTAL-STRUCTURE, NUCLEAR-MAGNETIC-RESONANCE AND MOLECULAR-ORBITAL STUDIES OF 3-CARBOXY-1-(3-HYDROXY-2-METHYL-5-[(PHOSPHONOOXY)METHYL]-4-PYRIDYL)-1,2,3,4-TETRAHYDRO-BETA-CARBOLINE
NAGATA, H
DOI, M
INOUE, M
ISHIDA, T
KAMIGAUCHI, M
SUGIURA, M
WAKAHARA, A
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1994, (05): : 983 - 988
[34] CHIRAL INDUCTION IN PHOTOCHEMICAL-REACTIONS .4. CONFORMATIONAL-ANALYSIS AND CRYSTAL-STRUCTURE OF (-)-8-PHENYLMENTHYL[(-)-(1R,2S,5R)-2-(1-METHYL-1-PHENYLETHYL)-5-METHYLCYCLOHEXYL] PHENYLGLYOXYLATES - THEIR FACE-DIFFERENTIATING EFFECT IN PHOTOCHEMICAL OXETANE FORMATION
RUNSINK, J
KOCH, H
NEHRINGS, A
SCHARF, HD
NOWACK, E
HAHN, T
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1988, (01): : 49 - 55
[35] CONFORMATIONAL-ANALYSIS OF SATURATED HETEROCYCLES .84. CONFORMATIONAL CONSEQUENCES OF INTERNAL BETA-HETEROATOMS - RING AND NITROGEN INVERSION IN 3,5-DIMETHYL-1-OXA-3,5-DIAZA-CYCLOHEXANES, 5-METHYL-1,3-DIOXA-5-AZA-CYCLOHEXANES AND 1,3,5-TRIMETHYL-1,3,5-TRIAZA-CYCLOHEXANES 1,3,5-TRIETHYL-1,3,5-TRIAZA-CYCLOHEXANES 1,3,5-TRI-ISOPROPYL-1,3,5-TRIAZA-CYCLOHEXANES AND 1,3,5-TRI-T-BUTYL-T-1,3,5-TRIAZA-CYCLOHEXANESR
BAKER, VJ
FERGUSON, IJ
KATRITZKY, AR
PATEL, R
RAHIMIRASTGOO, S
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1978, (04): : 377 - 381

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