Design, Synthesis, and Evaluation of the COX-2 Inhibitory Activities of New 1,3-Dihydro-2H-indolin-2-one Derivatives

doi:10.3390/molecules28124668

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	Design, Synthesis, and Evaluation of the COX-2 Inhibitory Activities of New 1,3-Dihydro-2H-indolin-2-one Derivatives
	Pan,Taohua; He,Maofei; Deng,Lulu; Li,Jiang; Fan,Yanhua; Hao,Xiaojiang; Mu,Shuzhen
	2023
发表期刊	MOLECULES
ISSN	1420-3049
卷号	28 期号:12 页码:4668
摘要	Thirty-three 1,3-dihydro-2H-indolin-2-one derivatives bearing alpha, beta-unsaturated ketones were designed and synthesized via the Knoevenagel condensation reaction. The cytotoxicity, in vitro anti-inflammatory ability, and in vitro COX-2 inhibitory activity of all the compounds were evaluated. Compounds 4a, 4e, 4i-4j, and 9d exhibited weak cytotoxicity and different degrees of inhibition against NO production in LPS-stimulated RAW 264.7 cells. The IC50 values of compounds 4a, 4i, and 4j were 17.81 +/- 1.86 mu M, 20.41 +/- 1.61 mu M, and 16.31 +/- 0.35 mu M, respectively. Compounds 4e and 9d showed better anti-inflammatory activity with IC50 values of 13.51 +/- 0.48 mu M and 10.03 +/- 0.27 mu M, respectively, which were lower than those of the positive control ammonium pyrrolidinedithiocarbamate (PDTC). Compounds 4e, 9h, and 9i showed good COX-2 inhibitory activities with IC50 values of 2.35 +/- 0.04 mu M, 2.422 +/- 0.10 mu M and 3.34 +/- 0.05 mu M, respectively. Moreover, the possible mechanism by which COX-2 recognized 4e, 9h, and 9i was predicted by molecular docking. The results of this research suggested that compounds 4e, 9h, and 9i might be new anti-inflammatory lead compounds for further optimization and evaluation.
关键词	oxindoles alpha,beta-unsaturated ketone anti-inflammatory COX-2 inhibitory activity ANTIINFLAMMATORY ACTIVITY NATURAL-PRODUCTS OXINDOLE-DERIVATIVES NITRIC-OXIDE POTENT CYCLOOXYGENASE-2 DISCOVERY PAIN LIABILITY
DOI	10.3390/molecules28124668
WOS记录号	WOS:001020957200001
引用统计	被引频次：2[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/75039
专题	中国科学院昆明植物研究所
推荐引用方式 GB/T 7714	Pan,Taohua,He,Maofei,Deng,Lulu,et al. Design, Synthesis, and Evaluation of the COX-2 Inhibitory Activities of New 1,3-Dihydro-2H-indolin-2-one Derivatives[J]. MOLECULES,2023,28(12):4668.
APA	Pan,Taohua.,He,Maofei.,Deng,Lulu.,Li,Jiang.,Fan,Yanhua.,...&Mu,Shuzhen.(2023).Design, Synthesis, and Evaluation of the COX-2 Inhibitory Activities of New 1,3-Dihydro-2H-indolin-2-one Derivatives.MOLECULES,28(12),4668.
MLA	Pan,Taohua,et al."Design, Synthesis, and Evaluation of the COX-2 Inhibitory Activities of New 1,3-Dihydro-2H-indolin-2-one Derivatives".MOLECULES 28.12(2023):4668.

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