Khloya Poonam, Kumar Pawan, Mittal Arpana, Aggarwal Neeraj K, Sharma Pawan K
Department of Chemistry, Kurukshetra University, Kurukshetra 136119, India.
Org Med Chem Lett. 2013 Aug 28;3(1):9. doi: 10.1186/2191-2858-3-9.
Pyrazole and pyrazolone motifs are well known for their wide range of biological activities such as antimicrobial, anti-inflammatory, and antitumor activities. The incorporation of more than one pharmacophore in a single scaffold is a well known approach for the development of more potent drugs. In the present investigation, a series of differently substituted 4-arylidene pyrazole derivatives bearing pyrazole and pyrazolone pharmacophores in a single scaffold was synthesized.
The synthesis of novel 4-arylidene pyrazole compounds is achieved through Knovenagel condensation between 1,3-diaryl-4-formylpyrazoles and 3-methyl-1-phenyl-1H-pyrazol-5-(4H)-ones in good yields. All compounds were evaluated for their in vitro antimicrobial activity.
A series of 4-arylidene pyrazole derivatives was evaluated for their in vitro antimicrobial activity against two Gram-positive (Bacillus subtilis and Staphylococcus aureus) and two Gram-negative bacteria (Pseudomonas fluorescens and Escherichia coli), as well as two pathogenic fungal strains (Candida albicans and Saccharomyces cerevisiae). The majority of the compounds displayed excellent antimicrobial profile against the Gram-positive (B. subtilis and S. aureus), and some of them are even more potent than the reference drug ciprofloxacin.
吡唑和吡唑啉酮基序因其广泛的生物活性而闻名，如抗菌、抗炎和抗肿瘤活性。在单一骨架中引入多个药效团是开发更有效药物的一种众所周知的方法。在本研究中，合成了一系列在单一骨架中带有吡唑和吡唑啉酮药效团的不同取代的4-亚芳基吡唑衍生物。
通过1,3-二芳基-4-甲酰基吡唑与3-甲基-1-苯基-1H-吡唑-5-(4H)-酮之间的克诺文纳格尔缩合反应，以良好的产率实现了新型4-亚芳基吡唑化合物的合成。对所有化合物进行了体外抗菌活性评估。
评估了一系列4-亚芳基吡唑衍生物对两种革兰氏阳性菌（枯草芽孢杆菌和金黄色葡萄球菌）、两种革兰氏阴性菌（荧光假单胞菌和大肠杆菌）以及两种致病真菌菌株（白色念珠菌和酿酒酵母）的体外抗菌活性。大多数化合物对革兰氏阳性菌（枯草芽孢杆菌和金黄色葡萄球菌）表现出优异的抗菌谱，其中一些甚至比参考药物环丙沙星更有效。
