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含苯砜或腈基的二芳基吡唑及其查耳酮作为潜在抗炎剂的合成

Synthesis of Diarylpyrazoles Containing a Phenylsulphone or Carbonitrile Moiety and their Chalcones as Possible Anti-Inflammatory Agents.

作者信息

Nassar Ekhlass, Abdel-Aziz Hatem A, Ibrahim Hany S, Mansour Ahmed M

机构信息

Department of Chemistry, Faculty of Women for Arts, Science and Education, Ain Shams University, Cairo, Egypt.

出版信息

Sci Pharm. 2011 Jul-Sep;79(3):507-24. doi: 10.3797/scipharm.1105-14. Epub 2011 Jul 3.

DOI:10.3797/scipharm.1105-14
PMID:21886900
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3163377/
Abstract

A series of chalcone-based diarylpyrazoles containing a phenylsulphone or carbonitrile moiety was synthesized. Thus, 3-acetylpyrazoles 6a-c and 10a-c were used as useful substrates in facile synthesis of functional pyrazoles 7a-f and 11a-f, respectively. The anti-inflammatory activity and ulcerogenic effect were evaluated and some of the obtained products possessed a significant anti-inflammatory activity. 1-[1-(3-Methylphenyl)-5-phenyl-4-(phenylsulfonyl)-1H-pyrazol-3-yl]ethanone (6b) showed a high activity when compared with indomethacin as reference drug with lower gastrointestinal (GI) profile. Furthermore, molecular docking studies were performed in order to rationalize the obtained biological results.

摘要

合成了一系列含有苯砜或腈基部分的查尔酮基二芳基吡唑。因此，3-乙酰基吡唑6a-c和10a-c分别用作简便合成功能性吡唑7a-f和11a-f的有用底物。评估了其抗炎活性和致溃疡作用，一些所得产物具有显著的抗炎活性。与作为参考药物且具有较低胃肠道（GI）特征的吲哚美辛相比，1-[1-(3-甲基苯基)-5-苯基-4-(苯基磺酰基)-1H-吡唑-3-基]乙酮（6b）表现出高活性。此外，进行了分子对接研究以解释所获得的生物学结果。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/87ce/3163377/4d77894e5586/Scipharm-2011-79-507f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/87ce/3163377/cf3a6070d137/Scipharm-2011-79-507f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/87ce/3163377/aea9bd4c1e49/Scipharm-2011-79-507f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/87ce/3163377/3e480c692d5a/Scipharm-2011-79-507f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/87ce/3163377/7304782622a4/Scipharm-2011-79-507f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/87ce/3163377/d202d178aa83/Scipharm-2011-79-507f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/87ce/3163377/4d77894e5586/Scipharm-2011-79-507f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/87ce/3163377/cf3a6070d137/Scipharm-2011-79-507f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/87ce/3163377/aea9bd4c1e49/Scipharm-2011-79-507f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/87ce/3163377/3e480c692d5a/Scipharm-2011-79-507f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/87ce/3163377/7304782622a4/Scipharm-2011-79-507f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/87ce/3163377/d202d178aa83/Scipharm-2011-79-507f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/87ce/3163377/4d77894e5586/Scipharm-2011-79-507f6.jpg

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