Rapid, Greener and Ultrasound Irradiated One-Pot Synthesis of 4-(Substituted-1H-Pyrazol-4-yl)Methylene)-3-Isopropylisoxazol-5(4H)-ones and Their In Vitro Anticancer Activity

被引:16
作者
Bhatt, Tejal D. [1 ]
Gojiya, Dinesh G. [1 ]
Kalavadiya, Prakash L. [1 ]
Joshi, Hitendra S. [1 ]
机构
[1] Saurashtra Univ, Dept Chem, Rajkot 360005, Gujarat, India
来源
CHEMISTRYSELECT | 2019年 / 4卷 / 37期
基金
美国国家卫生研究院;
关键词
In-vitro anti-cancer activity; Isoxazole-5-ones derivatives; Ultrasound irradiation; 3-COMPONENT SYNTHESIS; BIOLOGICAL EVALUATION; 3,4-DISUBSTITUTED ISOXAZOL-5(4H)-ONES; DERIVATIVES; ISOXAZOLES; CATALYST; FACILE; DESIGN;
D O I
10.1002/slct.201902164
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the current research framework, an efficient and greener synthesis has been developed for novel isoxazole scaffolds one-pot three-component reaction. We have developed a new method for convenient and rapid synthesis of 4-(substituted-1H-pyrazol-4-yl)methylene)-3-isopropylisoxazol-5(4H)-ones via one-pot three-component reaction between methyl 4-methyl-3-oxovalerate, hydroxylamine hydrochloride and various pyrazole aldehyde in the presence of pyridine as a base, water:EtOH (1:1) act as greener solvent under conventional and ultrasonic irradiation methods. From the comparisition between conventional and ultrasound-assisted synthesis, it was observed that the ultrasound-assisted method gave 82-96% yields in 30-45 min against 70-90 min required to get 66-79% yields by a conventional method. All the final compounds were characterized by FT-IR, H-1 NMR, C-13 NMR and Mass spectroscopic analysis, also evaluate for their in-vitro anti-cancer activity against a panel of 60 different human tumour cell lines derived from all compound highly active leukemia cancer types.
引用
收藏
页码:11125 / 11129
页数:5
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