一些 2-((5-氨基-1,3,4-噻二唑-2-YL)甲基)-6-芳基四氢哒嗪-3-酮衍生物的合成和体外抗霉菌活性

IF 0.8 4区医学 Q4 CHEMISTRY, MEDICINAL

Pharmaceutical Chemistry Journal Pub Date : 2024-09-18 DOI:10.1007/s11094-024-03203-0

Mamdouh Allahyani, Abdulaziz Alsharif, Mazen Almehmadi, Shivani Verma, Mohammad Asif

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引用次数: 0

摘要

合成了一系列 2-((5-氨基-1,3,4-噻二唑-2-基)甲基)-6-芳基-2,3,4,5-四氢哒嗪-3-酮（4a-e），并对其体外抗霉菌活性进行了评估。通过熔点、Rf 值、元素分析、红外光谱、核磁共振和质谱等理化和光谱分析，确认了所有合成化合物的结构。采用微孔板阿拉玛蓝检测法（MABA）对结核分枝杆菌 H37Rv 株进行了体外抗分枝杆菌活性筛选。在哒嗪酮核的 p 位上具有 4-乙基苯基取代（4b）和氯代苯基取代（4e）的衍生物显示出良好的抗霉菌活性，其 MIC 值为 6.25 μg/ml，而其他芳基取代如 4-甲氧基苯基（4a）和 4-甲基苯基（4c）的 MIC 值分别为 25 和 12.5 μg/ml。体外抗真菌活性结果表明，合成的化合物具有潜在的抗真菌作用，可作为先导化合物进一步优化和开发。

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Synthesis, In Vitro Antimycobacterial Activity of Some 2-((5-Amino-1,3,4-Thiadiazol-2-YL)Methyl)-6-Aryl-Tetrahydropyridazin-3-One Derivatives

A series of 2-((5-amino-1,3,4-thiadiazol-2-yl)methyl)-6-aryl-2,3,4,5-tetrahydro-pyridazin-3-one (4a-e) was synthesized and evaluated for its in vitro antimycobacterial activity. All the synthesized compounds were structurally confirmed by using physicochemical and spectral analysis such as melting point, R_f value, elemental analysis, IR, NMR and mass spectra. In vitro antimycobacterial activity was screened by the microplate Alamar Blue Assay (MABA) method against Mycobacterium tuberculosis H37Rv strain. Derivatives with 4-ethyl phenyl substitution (4b) and chloro phenyl substitution (4e) at the p-position of pyridazinone nuclei showed good antimycobacterial activity with a MIC value of 6.25 μg/ml compared to other aryl substitutions such as 4-methoxy phenyl (4a), 4-methyl phenyl (4c) with a MIC value of 25 and 12.5 μg/ml. The results of in vitro antimycobacterial activity revealed that the synthesized compounds have potential antimycobacterial action and can be further optimized and developed as lead compounds.

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来源期刊

Pharmaceutical Chemistry Journal CHEMISTRY, MEDICINAL-PHARMACOLOGY & PHARMACY

CiteScore

1.30

自引率

22.20%

发文量

226

审稿时长

3-8 weeks

期刊介绍： Pharmaceutical Chemistry Journal is a monthly publication devoted to scientific and technical research on the creation of new drugs and the improvement of manufacturing technology of drugs and intermediates. International contributors cover the entire spectrum of new drug research, including: methods of synthesis; results of pharmacological, toxicological, and biochemical studies; investigation of structure - activity relationships in prediction of new compounds; methods and technical facilities used; and problems associated with the development of ecologically safe and economically feasible methods of industrial production. In addition, analytical reviews of the international literature in the field provide coverage of the most recent developments around the world. Pharmaceutical Chemistry Journal is a translation of the Russian journal Khimiko-Farmatsevticheskii Zhurnal. The Russian Volume Year is published in English from April. All articles are peer-reviewed.