四环素及其 C11a 衍生物的生物模拟氧化作用

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC Tetrahedron Letters Pub Date : 2024-11-22 DOI:10.1016/j.tetlet.2024.155366

He Wu, Yong Wang, Guangguang Yang, Karuppu Selvaraj, Gang Chen

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引用次数: 0

摘要

四环素破坏酶（TDases）是四环素类抗生素失活酶的一种，它通过 C11a 氧化作用使所有已知的四环素类抗生素失活，这被认为是一种临床威胁。为了提供更多有关这种酶失活和含氧三环素的信息，我们在此报告利用 m-CPBA 和添加剂通过仿生途径对四环素及其衍生物的 C11a 位进行化学氧化。含氧三氯乙酸的结构（2h、2i）已通过 X 射线分析得到证实，含氧三氯乙酸的进一步转化（2e、2i）也已完成。

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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Biomimetic oxidation of tetracycline and derivatives at C11a

Tetracycline destructases (TDases), a type of TC-inactivating enzymes, inactivate all known TC antibiotics by C11a oxidation, which is considered as a clinical threat. To provide more information on this enzymatic inactivation and oxygenated TCs, we report here a chemical oxidation of Tetracycline and its derivatives at the C11a position using m-CPBA with additives via biomimetic pathways. The structures of the oxygen-containing TCs (2h, 2i) were confirmed by X-ray analysis, and further transformations were performed with oxygen-containing TCs (2e, 2i).

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来源期刊

Tetrahedron Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

期刊介绍： Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.