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链霉素活性硝基愈创木酚醚衍生物的合成

Synthesis of active nitroguaiacol ether derivatives of streptomycin.

作者信息

Abad J P, Amils R

机构信息

Centro de Biologia Molecular, Consejo Superior de Investigaciones Científicas-Universidad Autónoma de Madrid, Spain.

出版信息

Antimicrob Agents Chemother. 1990 Oct;34(10):1908-14. doi: 10.1128/AAC.34.10.1908.

DOI:10.1128/AAC.34.10.1908
PMID:2127172
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC171963/
Abstract

The synthesis, purification, and biological properties of nitroguaiacol ether derivatives of streptomycin and their corresponding radioactive reduced products were examined. These derivatives are biologically active against gram-positive and gram-negative eubacteria and they are also photoreactive because of the presence of the nitroguaiacol group in the molecule. We demonstrated that these derivatives can be used as streptomycin analogs in photoaffinity labeling of the macromolecular structures related to the mode of action of the antibiotic.

摘要

对链霉素的硝基愈创木酚醚衍生物及其相应的放射性还原产物的合成、纯化和生物学特性进行了研究。这些衍生物对革兰氏阳性和革兰氏阴性真细菌具有生物活性,并且由于分子中存在硝基愈创木酚基团,它们还具有光反应性。我们证明这些衍生物可以用作链霉素类似物,用于对与抗生素作用方式相关的大分子结构进行光亲和标记。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f15/171963/5bf3cd706cb3/aac00066-0082-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f15/171963/b280e0f17e5d/aac00066-0081-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f15/171963/5bf3cd706cb3/aac00066-0082-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f15/171963/b280e0f17e5d/aac00066-0081-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f15/171963/5bf3cd706cb3/aac00066-0082-a.jpg

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Synthesis of active nitroguaiacol ether derivatives of streptomycin.链霉素活性硝基愈创木酚醚衍生物的合成
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本文引用的文献

1
STREPTOMYCES ANTIBIOTICS. III. DEGRADATION OF STREPTOMYCIN TO STREPTOBIOSAMINE DERIVATIVES.链霉菌抗生素。III. 链霉素降解为链霉二糖胺衍生物。
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Location of guanidino and ureido groups in bluensomycin from C NMR spectra of streptomycin and related compounds.从链霉素及相关化合物的碳核磁共振谱确定胍基和脲基在蓝霉素中的位置
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Determination of the arginine content of proteins by the Sakaguchi procedure.用坂口方法测定蛋白质中的精氨酸含量。
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5
Adverse reactions to antimicrobial agents.抗菌药物的不良反应。
JAMA. 1974 Oct 7;230(1):77-80.
6
New active streptomycin derivatives.新型活性链霉素衍生物
Acta Chem Scand. 1972;26(8):3251-6. doi: 10.3891/acta.chem.scand.26-3251.
7
Streptomycin: correlation between in vivo and in vitro activity of 10 representative derivatives.链霉素:10种代表性衍生物的体内和体外活性之间的相关性
J Antibiot (Tokyo). 1972 May;25(5):287-91. doi: 10.7164/antibiotics.25.287.
8
Biological activity of nitroguaiacol ether derivatives of streptomycin.链霉素的硝基愈创木酚醚衍生物的生物活性
J Antibiot (Tokyo). 1987 May;40(5):685-91. doi: 10.7164/antibiotics.40.685.
9
Streptomycylamines: difference in activity and mode of action between short-chain and long-chain derivatives.链霉胺:短链和长链衍生物在活性及作用方式上的差异
J Antibiot (Tokyo). 1975 Apr;28(4):312-6. doi: 10.7164/antibiotics.28.312.
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Reconstitution of 50 S ribosomal subunits from Escherichia coli.来自大肠杆菌的50 S核糖体亚基的重组。
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