39923-40-5Relevant academic research and scientific papers
Design, synthesis and biological evaluation of novel 3-substituted 4-anilino-coumarin derivatives as antitumor agents
Luo, Guoshun,Muyaba, Moses,Lyu, Weiting,Tang, Zhichao,Zhao, Ruheng,Xu, Qian,You, Qidong,Xiang, Hua
supporting information, p. 867 - 874 (2017/02/18)
Various 3-substituted 4-anilino-coumarin derivatives have been designed, synthesized and their anti-proliferative properties have been studied. The in vitro cytotoxicity screening was performed against MCF-7, HepG2, HCT116 and Panc-1 cancer cell lines by MTT assay. Most of the synthesized compounds exhibited comparable anti-proliferative activity to the positive control 5-Fluorouracil against these four tested cancer cell lines. Among the different substituents at C-3 position of coumarin scaffold, 3-trifluoroacetyl group showed the most promising results. Especially, compounds 33d (IC50?=?16.57, 5.45, 4.42 and 5.16?μM) and 33e (IC50?=?20.14, 6.71, 4.62 and 5.62?μM) showed excellent anti-proliferative activities on MCF-7, HepG2, HCT116 and Panc-1 cell lines respectively. In addition, cell cycle analysis and apoptosis activation revealed that 33d induced G2/M phase arrest and apoptosis in MCF-7 cells in a dose-dependent manner. Low toxicity of compounds 33d and 33e was observed against human umbilical vein endothelial cells (HUVECs), suggesting their acceptable safety profiles in normal cells. Furthermore, the results of in silico ADME studies indicated that both 33d and 33e exhibited good pharmacokinetic properties.
3-aryl-4-arylamine-coumarin derivative and preparing method and medical application thereof
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Paragraph 0169; 0170, (2016/10/31)
The invention relates to the field of medicinal chemistry, in particular to a series of 3-aryl-4-arylamine-coumarin derivatives and a preparing method and medical application thereof, especially medicine applied to curing cancer like breast cancer. A structural formula of a 3-aryl-4-arylamine-coumarin derivative compound is as follow, and definitions of all radical groups in the formula are shown in instructions in details. The structural formula is shown in the specification.
Phenyliodonium zwitterion as an efficient electrophile in the palladium-catalyzed suzuki-type reaction: A novel method for the synthesis of 3-aryl-4-hydroxycoumarins
Zhu, Qiang,Wu, Jie,Fathi, Reza,Yang, Zhen
, p. 3333 - 3336 (2007/10/03)
equation presented A palladium-catalyzed coupling reaction of phenyliodonium zwitterions with aryl boronic acids has been developed. The unique characteristics of the mild reaction conditions and convenient synthetic accessibility of phenyliodonium zwitterions make this method a valuable tool for generating diversified 3-aryl-4-hydroxycoumarins.
Malonates in cyclocondensation reactions
Stadlbauer, Wolfgang,Badawey, El-Sayed,Hojas, Gerhard,Roschger, Peter,Kappe, Thomas
, p. 338 - 352 (2007/10/03)
The use of malonates such as diethyl malonates 9, (chlorocarbonyl)ketenes 15 and bis(2,4,6-trichlorophenyl) malonates 18 as reagents for cyclocondensation with 1,3-dinucleophiles to give six-membered heterocycles is described. Further attempts to use malonates such as bis(trimethylsilyl) malonates 19 and bis(carbamimidoyl) malonates 29 as new cyclocondensation agents are described.
Application of Aryllead(IV) Derivatives to the Preparation of 3-Aryl-4-hydroxy-1-benzopyran-2-ones
Barton, Derek H. R.,Donnelly, Dervilla M. X.,Finet, Jean-Pierre,Guiry, Patrick J.
, p. 1365 - 1376 (2007/10/02)
Aryllead triacetates are chemoselective and regioselective reagents for the preparation of 3-aryl-4-hydroxy-1-benzopyran-2-ones in good to excellent yields by C-3 arylation of the preformed 4-hydroxy-1-benzopyran-2-one ring.This approach was applied to th
A FACILE SYNTHESIS OF 3-ARYL-4-HYDROXYCOUMARINS
Barton, Derek H.R.,Donelly, Dervilla M.X.,Finet, Jean-Pierre,Guiry, Patrick J.
, p. 1539 - 1542 (2007/10/02)
A range of 3-aryl-4-hydroxycoumarins have been prepared by direct arylation of 4-hydroxycoumarin derivatives by variously substituted aryllead triacetates.Yields were temperature and substituent dependent.
Oligomeric Isoflavonoids. Part 1. Structure and Synthesis of the First (2,3')-Isoflavone-Isoflavan Dimer
Bezuidenhoudt, Barend C. B.,Brandt, E. Vincent,Steenkamp, Jacobus A.,Roux, David G.,Ferreira, Daneel
, p. 1227 - 1236 (2007/10/02)
The structure and stereochemistry of a novel -isoflavone-isoflavan oligomer, 2',7-dihydroxy-2--4'-methoxyisoflavone (1; R=H), from Dalbergia nitidula are established by synthesis.The strategy of condens
Flavonoid Epoxides. Part 17. Stereospecific Synthesis and Acid-catalysed Rearrangement of Aurone Epoxides
Brady, Brian A.,Healy, Mary M.,O'Sullivan, W. Ivo
, p. 1151 - 1156 (2007/10/02)
The configurations of 6-methoxyaurone epoxides were determined by direct epoxidation of the parent aurones (1) and (2) by m-chloroperbenzoic acid. trans-6-Methoxyaurone epoxide (3) was also synthesised indirectly through the intermediacy of the reduced ke
