319014-58-9Relevant academic research and scientific papers
NOVEL HYDROXYPHENYL BORONIC ESTER, MANUFACTURING METHOD THEREFOR, AND MANUFACTURING METHOD OF HYDROXYPHENYL COMPOUND
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Paragraph 0071, (2017/04/19)
PROBLEM TO BE SOLVED: To provide a hydroxyphenyl boronic ester, a manufacturing method therefor and a biphenyl compound using the hydroxyphenyl boronic ester. SOLUTION: There are provided a manufacturing method for producing a compound of the formula (1) by reacting tertiary halogenobenzene of the formula (4) and boronic ester of the formula (3) to synthesize tertiary alkoxyphenyl boron ester of the formula (2) and reacting it with acid, and further a manufacturing method of a hydroxy biphenyl compound of the formula (7) by a Suzuki coupling reaction with an aryl halogen compound or the like. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT
Design, synthesis, and anti-proliferative evaluation of [1,1′-biphenyl]-4-ols as inhibitor of HUVEC migration and tube formation
Ran, Yan,Ma, Liang,Wang, Xuewei,Chen, Jinying,Wang, Guangcheng,Peng, Aihua,Chen, Lijuan
experimental part, p. 8091 - 8104 (2012/10/07)
Allylated biphenol neolignans contain a variety of chemopreventive entities that have been used as anti-tumor drug leads. Herein, 37 allylated biphenols were evaluated for anti-proliferative activity by the MTT assay and inhibitory effect on the migration and tube formation of HUVECs featuring anti-angiogenic properties. 3-(2-Methylbut-3-en-2-yl)-3′,5′-bis(trifluoromethyl)-[1, 1′-biphenyl]-4-ol (5c) exerted an inhibitory effect on HUVECs compared to honokiol (IC50 = 47.0 vs. 52.6 μM) and showed significant blocking effects on the proliferation of C26, Hela, K562, A549, and HepG2 (IC 50 = 15.0, 25.0, 21.2, 29.5, and 13.0 μM, respectively), superior to those of honokiol (IC50 = 65.1, 62.0, 42.0, 75.0, and 55.4 μM, respectively). Importantly, compound 5c inhibited the migration and capillary-like tube formation of HUVECs in vitro.
Structural modification of honokiol, a biphenyl occurring in magnolia officinalis: The evaluation of honokiol analogues as inhibitors of angiogenesis and for their cytotoxicity and structure-activity relationship
Ma, Liang,Chen, Jinying,Wang, Xuewei,Liang, Xiaolin,Luo, Youfu,Zhu, Wei,Wang, Tianen,Peng, Ming,Li, Shucai,Jie, Shi,Peng, Aihua,Wei, Yuquan,Chen, Lijuan
experimental part, p. 6469 - 6481 (2011/12/01)
Honokiol, widely known as an antitumor agent, has been used as an antiangiogenesis drug lead. In this paper, 47 honokiol analogues and derivatives were investigated for their antiangiogenic activity by application of the transgenic zebrafish screening model, antiproliferative and cytotoxic activity against HUVECs, and three tumor cell lines by MTT assay. 3′,5-Diallyl-2, 4′-dihydroxy-[1,1′-biphen-yl]-3,5′-dicarbaldehyde (8c) was found to suppress the newly grown segmental vessels from the dorsal aorta of zebrafish and prevent inappropriate vascularization as well as exhibit more potent inhibitory effects on the proliferation of HUVECs, A549, HepG2, and LL/2 cells (IC50 = 15.1, 30.2, 10.7, and 21.7 μM, respectively) than honokiol (IC50 = 52.6, 35.0, 16.5, and 65.4 μM, respectively). Analogue 8c also effectively inhibited the migration and capillary-like tube formation of HUVECs in vitro. The antiangiogenic effect and antiproliferative activity of these structurally modified honokiol analogues and derivatives have led to the establishment of a structure-activity relationship.
An oxidatively-activated safety catch linker for solid phase synthesis
Davies, Stephen G.,Mortimer, Duncan A. B.,Mulvaney, Andrew W.,Russell, Angela J.,Skarphedinsson, Hjalmar,Smith, Andrew D.,Vickers, Richard J.
supporting information; experimental part, p. 1625 - 1634 (2008/10/09)
A N-benzyl-4-amino-2,2-dimethylbutanoic acid-based system has been developed as a new oxidatively activated safety catch linker for reaction monitoring and optimisation on solid support. The CAN promoted oxidative debenzylation of the tertiary N-benzylamine moiety, followed by concomitant cyclisation and release of alcohols and amines has been demonstrated both in solution phase model studies and on the solid phase. The linker system has been applied to the solid phase synthesis of a collection of phenol derivatives, and to the demonstration of the attachment and release of a chiral auxiliary from a solid support. The Royal Society of Chemistry 2008.
Aryl and heteroaryl sulfonates
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Page 13, (2008/06/13)
The invention relates to novel aryl and heteroaryl sulfonates of formula (Ia) and to methods for producing them and to novel aryl and heteroaryl sulfonates of formula (I) for treating and/or preventing diseases, especially for treating pain and neurodegen
ERbeta ligands. Part 1: the discovery of ERbeta selective ligands which embrace the 4-hydroxy-biphenyl template.
Edsall Jr., Richard J,Harris, Heather A,Manas, Eric S,Mewshaw, Richard E
, p. 3457 - 3474 (2007/10/03)
The synthesis and structure-activity relationships of a series of simple biphenyls is described. Optimization of the 4-hydroxy-biphenyl template led to compounds with ERbeta selectivity on the order of 20-70-fold.
