Synthesis and Cdc25B/PTP1B Inhibitory Activity Evaluation of Novel Carbazole-Based Mono-/Bis-thiocarbohydrazone Derivatives

doi:10.6023/cjoc201905043

	Synthesis and Cdc25B/PTP1B Inhibitory Activity Evaluation of Novel Carbazole-Based Mono-/Bis-thiocarbohydrazone Derivatives
	Li Yingjun 1; Yang Kaidong 1; Jin Kun 2; Gao Lixin 3; Sheng Li 3; Liu Xuejie 1; Yang Hongjing 1; Lin Ledi 1; Li Jia 3
刊名	CHINESE JOURNAL OF ORGANIC CHEMISTRY
	2020-01-25
卷号	40 期号:1 页码:162-174
关键词	thiocarbohydrazone carbazole synthesis Cdc25B and PTP1B inhibitor molecular docking DFT calculations
ISSN号	0253-2786
DOI	10.6023/cjoc201905043
通讯作者	Li Yingjun(chemlab.lnnu@163.com) ; Li Jia(jli@simm.ac.cn)
英文摘要	A series of novel carbazole-based mono-/bis-thiocarbohydrazone derivatives were synthesized. Their structures were characterized by IR, H-1 NMR, C-13 NMR spectra and elemental analysis. The inhibitory activities of the target compounds against Cdc25B/PTP1B were evaluated, and the relationship between structure and activity was discussed. The results showed that most of the target compounds had good inhibitory activity against Cdc25B and PTP1B. Among them, 1,5-bis[(9-pentyl-3-carbazolyl)methylene]thiocarbohydrazone (4d) had the highest inhibitory activity against Cdc25B with IC50=(0.23 +/- 0.02) mu g/mL, and 1,5-bis[(9-ethyl-3-carbazolyl)methylene]thiocarbohydrazone (4a) had the highest inhibitory activity against PTP1B with IC50=(1.00 +/- 0.16) mu g/mL. Molecular docking and density functional theory (DFT) calculations of the target compounds 4a and 4d were performed. Molecular docking results indicated that the target compounds 4d and 4a entered the active sites of Cdc25B and PTP1B enzymes, respectively, and thiocarbohydrazone and carbazole groups play the importent role of activity.
资助项目	Natural Science Foundation of Liaoning Province[20102126]
WOS关键词	BIOLOGICAL EVALUATION ; IN-VITRO ; AMINOALCOHOLS ; ANTICANCER ; RECEPTOR ; AMIDES ; IONS
WOS研究方向	Chemistry
语种	英语
出版者	SCIENCE PRESS
WOS记录号	WOS:000518131500018
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/281467]
专题	中国科学院上海药物研究所
通讯作者	Li Yingjun; Li Jia
作者单位	1.Liaoning Normal Univ, Coll Chem & Chem Engn, Dalian 116029, Liaoning, Peoples R China 2.Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116012, Liaoning, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Natl Ctr Drug Screening, Shanghai 201203, Peoples R China
推荐引用方式 GB/T 7714	Li Yingjun,Yang Kaidong,Jin Kun,et al. Synthesis and Cdc25B/PTP1B Inhibitory Activity Evaluation of Novel Carbazole-Based Mono-/Bis-thiocarbohydrazone Derivatives[J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY,2020,40(1):162-174.
APA	Li Yingjun.,Yang Kaidong.,Jin Kun.,Gao Lixin.,Sheng Li.,...&Li Jia.(2020).Synthesis and Cdc25B/PTP1B Inhibitory Activity Evaluation of Novel Carbazole-Based Mono-/Bis-thiocarbohydrazone Derivatives.CHINESE JOURNAL OF ORGANIC CHEMISTRY,40(1),162-174.
MLA	Li Yingjun,et al."Synthesis and Cdc25B/PTP1B Inhibitory Activity Evaluation of Novel Carbazole-Based Mono-/Bis-thiocarbohydrazone Derivatives".CHINESE JOURNAL OF ORGANIC CHEMISTRY 40.1(2020):162-174.