Synthesis and antituberculosis activity of indole-pyridine derived hydrazides, hydrazide-hydrazones, and thiosemicarbazones
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- 作者：Valeriya Velezhevaa ; ; Patrick Brennanb ; ; Pavel Ivanova ; Albert Kornienkoa ; Sergey Lyubimova ; Konstantin Kazarianc ; Boris Nikonenkoc ; Konstantin Majorovc ; Alexander Aptc
- 关键词：Anti-tuberculosis compounds ; Indole&ndash ; pyridine derived hydrazides ; Hydrazide&ndash ; hydrazones ; Thiosemicarbazones
- 刊名：Bioorganic & Medicinal Chemistry Letters
- 出版年：2016
- 出版时间：1 February 2016
- 年：2016
- 卷：26
- 期：3
- 页码：978-985
- 全文大小：2974 K
文摘
We describe the design, synthesis, and in vitro antimycobacterial activity of a series of novel simple hybrid hydrazides and hydrazide–hydrazones combining indole and pyridine nuclei. The compounds are derivatives of 1-acetylindoxyl or substituted indole-3-carboxaldehydes tethered via a hydrazine group by simple C
N or double CN bonds with 3- and 4-pyridines, 1-oxide 3- and 4-pyridine carbohydrazides. The most active of 15 compounds showed MICs values against an INH-sensitive strain of Mycobacterium tuberculosis H37Rv equal to that of INH (0.05–2 μg/mL). Five compounds demonstrated appreciable activity against the INH-resistant M. tuberculosis CN-40 clinical isolate (MICs: 2–5 μg/mL), providing justification for further in vivo studies.
N or double CN bonds with 3- and 4-pyridines, 1-oxide 3- and 4-pyridine carbohydrazides. The most active of 15 compounds showed MICs values against an INH-sensitive strain of Mycobacterium tuberculosis H37Rv equal to that of INH (0.05–2 μg/mL). Five compounds demonstrated appreciable activity against the INH-resistant M. tuberculosis CN-40 clinical isolate (MICs: 2–5 μg/mL), providing justification for further in vivo studies.