7120-26-5Relevant academic research and scientific papers
Discovery of Novel Quinoline-Chalcone Derivatives as Potent Antitumor Agents with Microtubule Polymerization Inhibitory Activity
Li, Wenlong,Xu, Feijie,Shuai, Wen,Sun, Honghao,Yao, Hong,Ma, Cong,Xu, Shengtao,Yao, Hequan,Zhu, Zheying,Yang, Dong-Hua,Chen, Zhe-Sheng,Xu, Jinyi
, p. 993 - 1013 (2019/01/11)
A series of novel quinoline-chalcone derivatives were designed, synthesized, and evaluated for their antiproliferative activity. Among them, compound 24d exhibited the most potent activity with IC50 values ranging from 0.009 to 0.016 μM in a panel of cancer cell lines. Compound 24d also displayed a good safety profile with an LD50 value of 665.62 mg/kg by intravenous injection, and its hydrochloride salt 24d-HCl significantly inhibited tumor growth in H22 xenograft models without observable toxic effects, which was more potent than that of CA-4. Mechanism studies demonstrated that 24d bound to the colchicine site of tubulin, arrested the cell cycle at the G2/M phase, induced apoptosis, depolarized mitochondria, and induced reactive oxidative stress generation in K562 cells. Moreover, 24d has potent in vitro antimetastasis and in vitro and in vivo antivascular activities. Collectively, our findings suggest that 24d deserves to be further investigated as a potent and safe antitumor agent for cancer therapy.
A dual removable activating group enabled the Povarov reaction of N-arylalanine esters: synthesis of quinoline-4-carboxylate esters
Jia, Xiaodong,Lü, Shiwei,Yuan, Yu,Zhang, Xuewen,Zhang, Liang,Luo, Liangliang
, p. 2931 - 2937 (2017/04/10)
A dual removable activating group enabled Povarov reaction of N-arylalanine esters was reported. N-Arylalanine ester was utilized as the sole carbon source to generate N-arylimine and its tautomer, enamine, in situ by aerobic oxidation of sp3 C-H bonds, and then the consecutive reaction delivered the desired quinoline-4-carboxylate esters in high yields.
Room Temperature Carbonylation of (Hetero) Aryl Pentafluorobenzenesulfonates and Triflates using Palladium-Cobalt Bimetallic Catalyst: Dual Role of Cobalt Carbonyl
Joseph, Jayan T.,Sajith, Ayyiliath M.,Ningegowda, Revanna C.,Shashikanth, Sheena
, p. 419 - 425 (2017/02/10)
An efficient method for the carbonylation of (hetero) aryl pentafluorobenzenesulfonates and triflates under exceptionally mild conditions using palladium/dicobalt octacarbonyl [Pd/Co2(CO)8] has been developed. Besides acting as carbon monoxide (CO) source, Co2(CO)8enhances the reaction rate by accelerating the CO insertion through an in situ generated bimetallic palladium cobalt tetracarbonyl [Pd-Co(CO)4] complex. Under the optimized reaction condition, carbonylation of a wide range of activated and deactivated, as well as sterically hindered and heteroaromatic, substrates proceeded efficiently at room temperature. The high chemoselectivity and improved synthesis of biologically relevant Isoguvacine and Lazabemide intermediates highlights its scope as a valuable synthetic method. The generality of this protocol was further extended to other electrophiles (bromides, chlorides and tosylates). (Figure presented.).
What Happens When the Terminal Aromatization is Blocked? Construction of 1,2-Dihydroquinoline Derivatives by sp3 C-H Bond Oxidation of N-Arylalaninates
Lü, Shiwei,Zhu, Yingzu,Ma, Xingge,Jia, Xiaodong
supporting information, p. 1004 - 1010 (2016/04/09)
Using an aromatization-blocked strategy, the 1,2-dihydroquinoline skeleton was efficiently constructed by sp3 C-H bond oxidation of N-arylalaninates under catalytic radical cation salt-promoted conditions. Investigation of the reaction scope sh
Fluorescent sensor for selective detection of Al3+ based on quinoline-coumarin conjugate
Qin, Jing-Can,Li, Tian-Rong,Wang, Bao-Dui,Yang, Zheng-Yin,Fan, Long
, p. 38 - 43 (2014/07/07)
A fluorescence probe, 8-formyl-7-hydroxyl-4-methyl coumarin - (2′-methylquinoline-4-formyl) hydrazone (L) has been synthesized. The chemosensor is found preferential binding to Al3+ in presence of other competitive ions with associated changes in its optical and fluorescence spectra behavior. Upon addition of Al3+ to a solution of L, it shows 200-fold enhancement of fluorescence intensity which might be attributed to form a 2:1 stoichiometry of the binding mode of LAl(III) and the chelation enhanced fluorescence (CHEF) process at 479 nm in ethanol. The lowest detection limit for Al3+ is determined as 8.2 × 10-7 M.
Discovery of novel small molecule inhibitors of dengue viral NS2B-NS3 protease using virtual screening and scaffold hopping
Deng, Jing,Li, Ning,Liu, Hongchuan,Zuo, Zhili,Liew, Oi Wah,Xu, Weijun,Chen, Gang,Tong, Xiankun,Tang, Wei,Zhu, Jin,Zuo, Jianping,Jiang, Hualiang,Yang, Cai-Guang,Li, Jian,Zhu, Weiliang
, p. 6278 - 6293 (2012/09/07)
By virtual screening, compound 1 was found to be active against NS2B-NS3 protease (IC50 = 13.12 ± 1.03 μM). Fourteen derivatives (22) of compound 1 were synthesized, leading to the discovery of four new inhibitors with biological activity. In order to expand the chemical diversity of the inhibitors, small-molecule-based scaffold hopping was performed on the basis of the common scaffold of compounds 1 and 22. Twenty-one new compounds (23, 24) containing quinoline (new scaffold) were designed and synthesized. Protease inhibition assays revealed that 12 compounds with the new scaffold are inhibitors of NS2B-NS3 protease. Taken together, 17 new compounds were discovered as NS2B-NS3 protease inhibitors with IC50 values of 7.46 ± 1.15 to 48.59 ± 3.46 μM, and 8 compounds belonging to two different scaffolds are active to some extent against DENV based on luciferase reporter replicon-based assays. These novel chemical entities could serve as lead structures for discovering therapies against DENV.
SALICYLIC ACID HYDRAZONES AS INHIBITORS OF THE ERK MAPKINASE PATHWAY AND FOR THE TREATMENT OF CANCER
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, (2008/06/13)
The present invention includes methods of using certain salicylic acid hydrazones as inhibitors of cancer cell proliferation and/or survival and/or clonogenic cancer cell proliferation and/or survival. In particular, the compounds of the invention are use
