Synthesis and antibacterial activity of C-2 or C-5 modified and D ring rejiggered canthin-6-one analogues

doi:10.1016/j.foodchem.2018.01.166

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	Synthesis and antibacterial activity of C-2 or C-5 modified and D ring rejiggered canthin-6-one analogues
	Dai, Jiangkun 1; Dan, Wenjia 1; Li, Nian 1; Wang, Ruixue 1; Zhang, Yao 1; Li, Nannan 1; Wang, Ruizhi 1; Wang, Junru 1,2
刊名	FOOD CHEMISTRY
	2018-07-01
卷号	253 页码:211-220
关键词	Synthesis Canthin-6-one analogues Antibacterial Structure-activity relationships Cell membrane DNA topoisomerases
ISSN号	0308-8146
DOI	10.1016/j.foodchem.2018.01.166
文献子类	Article
英文摘要	Thirty-one canthin-6-one analogues, mainly including C-2 or C-5 or D ring modified canthin-6-ones, were designed and synthesized in order to study their antibacterial activity and structure-activity relationships. The analogue 28 with the highest bioactivity had a peak minimum inhibitory concentration of 4 mu g/ml and showed low cytotoxicity against L02 cells and good "drug-like" properties. The antibacterial effect of 28 was characterized further by scanning electron microscopy, cytoplasmic beta-galactosidase leakage assay, molecular docking evaluation, UV-visible analysis and isothermal titration calorimetry (ITC) measurement. The results showed that 28 may exert its bactericidal effect by damaging bacterial cell membranes and disrupting the function of DNA topoisomerases, both of which could lead to rapid cell death.
资助项目	National Natural Science Foundation of China[31270388] ; National Natural Science Foundation of China[81773603] ; Open Foundation of Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education (Northwest University, China)[00000000] ; State Key Laboratory of Drug Research[SIMM1705KF-09] ; Northwest AF University[201610712088] ; Northwest AF University[S201710712026]
WOS关键词	BIOLOGICAL EVALUATION ; BETA-CARBOLINE ; DNA-BINDING ; POTENTIAL ANTICANCER ; DESIGN ; AGENTS ; ALKALOIDS ; COMPLEXATION ; COMBINATION ; INHIBITORS
WOS研究方向	Chemistry ; Food Science & Technology ; Nutrition & Dietetics
语种	英语
出版者	ELSEVIER SCI LTD
WOS记录号	WOS:000426649300028
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/279694]
专题	新药研究国家重点实验室中科院受体结构与功能重点实验室
通讯作者	Wang, Junru
作者单位	1.Northwest A&F Univ, Coll Chem & Pharm, Shaanxi Key Lab Nat Prod & Chem Biol, 22 Xinong Rd, Yangling 712100, Shaanxi, Peoples R China; 2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Chong Zhi Rd,Zhangjiang Hi Tech Pk, Shanghai 201203, Peoples R China
推荐引用方式 GB/T 7714	Dai, Jiangkun,Dan, Wenjia,Li, Nian,et al. Synthesis and antibacterial activity of C-2 or C-5 modified and D ring rejiggered canthin-6-one analogues[J]. FOOD CHEMISTRY,2018,253:211-220.
APA	Dai, Jiangkun.,Dan, Wenjia.,Li, Nian.,Wang, Ruixue.,Zhang, Yao.,...&Wang, Junru.(2018).Synthesis and antibacterial activity of C-2 or C-5 modified and D ring rejiggered canthin-6-one analogues.FOOD CHEMISTRY,253,211-220.
MLA	Dai, Jiangkun,et al."Synthesis and antibacterial activity of C-2 or C-5 modified and D ring rejiggered canthin-6-one analogues".FOOD CHEMISTRY 253(2018):211-220.