Microwave-assisted Synthesis of Novel 3,4-Bis-chalcone-N-arylpyrazoles and Their Anti-inflammatory Activity

被引:16
作者
Abdel-Aziz, Hatem A. [1 ]
Al-Rashood, Khalid A. [1 ]
ElTahir, Kamal Eldin H. [2 ]
Ibrahim, Hany S. [3 ]
机构
[1] King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, Riyadh 11451, Saudi Arabia
[2] King Saud Univ, Coll Pharm, Dept Pharmacol, Riyadh 11451, Saudi Arabia
[3] Egyptian Russian Univ, Fac Pharm, Dept Pharmaceut Chem, Badr City 11829, Cairo, Egypt
关键词
Microwave-Assisted synthesis; N-arylpyrazoles; Bis-chalcones; Anti-inflammatory activity; VITRO ANTITUMOR-ACTIVITY; ANTIMICROBIAL EVALUATION; ACID HYDRAZIDE; PYRAZOLE; DERIVATIVES; PENDANT;
D O I
10.1002/jccs.201190137
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of 3,4-bis-chalcone-N-arylpyrazoles 3a-h was prepared conveniently from diacetyl pyrazoles 2a,b. All reactions were carried out under conventional thermal heating and/or microwave irradiation. The structure of the latter functionally pyrazoles was confirmed under the bases of their IR, mass, H-1 NMR and C-13 NMR. The X-ray diffraction of compound 3e not only confirmed the chemical structure of 3a-h, but also showed the E configuration of their chalcone moieties. Treatment of compound 3e with phenyl hydrazine in presence of acetic acid afforded the tri-pyrazle 4. The anti-inflammatory activity of the newly synthesized compounds was investigated. Some of these compounds showed a moderate activity when compared with indomethacin as a reference drug. The combination between chalcone and pyrazole moieties revealed a variable effect in anti-inflammatory activity.
引用
收藏
页码:863 / 868
页数:6
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