Synthesis and Antibacterial Activity of Erythromycin 9-Acylhydrazone Derivates.

IF 1.9 4区医学 Q3 CHEMISTRY, MEDICINAL

Medicinal Chemistry Pub Date : 2023-01-01 DOI:10.2174/1573406419666230103145209

Zhiling Cao, Wei Zheng, Maolong Huang, Xinran Yao, Wenrong Zhu, Lanjun Sheng, Zaixiu Pan, Yuzong Bian, Tian Zhang, Cong Zhu

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引用次数: 2

Abstract

Background: Some species of Marine bacteria pose great risks to human and mariculture organisms. Meanwhile, Vibrio harveyi and Vibrio parahaemolyticus strains have acquired resistance to many antibiotics.

Objective: A novel series of erythromycin 9-acylhydrazone derivatives were synthesized and evaluated for their in vitro antibacterial activity against marine pathogens.

Methods: The site-selective N-acylation of erythromycin hydrazone was achieved using acid chloride/ triethylamine in methanol as the reaction system. All the synthesized target compounds were evaluated for their antibacterial activity by determination of minimum inhibitory concentrations (MICs) using the broth microdilution method.

Results: All the tested acylhydrazone compounds showed moderate to high activity with MIC value 0.125-1 μg/mL against Vibrio parahaemolyticus and Vibrio harveyi.

Conclusion: The introduction of the acylhydrazone moiety at the C-9 position of erythromycin improved its activity against the above-mentioned marine bacteria strains.

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红霉素9-酰基腙衍生物的合成及抗菌活性研究。

背景:某些种类的海洋细菌对人类和海水养殖生物构成极大的威胁。同时，哈威氏弧菌和副溶血性弧菌菌株已对许多抗生素产生耐药性。目的:合成一系列新的红霉素9-酰基腙衍生物，并对其体外抑菌活性进行评价。方法:以甲醇为反应体系，采用氯化酸/三乙胺对红霉素腙进行选择性n -酰化反应。采用肉汤微量稀释法测定最低抑菌浓度(mic)，对合成的目标化合物进行抑菌活性评价。结果:所测酰基腙类化合物对副溶血性弧菌和哈维氏弧菌的MIC值均为0.125-1 μg/mL，具有中高活性。结论:在红霉素的C-9位点引入酰基腙片段，提高了红霉素对上述海洋细菌的抑菌活性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Medicinal Chemistry 医学-医药化学

CiteScore

4.30

自引率

4.30%

发文量

109

审稿时长

12 months

期刊介绍： Aims & Scope Medicinal Chemistry a peer-reviewed journal, aims to cover all the latest outstanding developments in medicinal chemistry and rational drug design. The journal publishes original research, mini-review articles and guest edited thematic issues covering recent research and developments in the field. Articles are published rapidly by taking full advantage of Internet technology for both the submission and peer review of manuscripts. Medicinal Chemistry is an essential journal for all involved in drug design and discovery.