56177-99-2Relevant academic research and scientific papers
The first synthesis of phenylpropanoid derivative bromophenols including natural products: Formation of an indene derivative compound
Bayrak, Cetin,Menzek, Abdullah
, (2020/02/27)
Synthesis of the natural bromophenols 3,4-dibromo-5-(butoxymethyl)benzene-1,2-diol, (E)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-2-methylacrylaldehyde (7), 3,4-dibromo-5-(3-hydroxy-2-methylpropyl)benzene-1,2-diol and 3-(2,3-dibromo-4,5-dihydroxyphenyl)-2-pheny
Design, synthesis and biological evaluation of 1-phenanthryl-tetrahydroisoquinoline derivatives as novel p21-activated kinase 4 (PAK4) inhibitors
Song, Shuai,Li, Xiaodong,Guo, Jing,Hao, Chenzhou,Feng, Yan,Guo, Bingyu,Liu, Tongchao,Zhang, Qiaoling,Zhang, Zhen,Li, Ruijuan,Wang, Jian,Lin, Bin,Li, Feng,Zhao, Dongmei,Cheng, Maosheng
, p. 3803 - 3818 (2015/03/30)
Functional versatility and elevated expression in cancers have promoted p21-activated kinase 4 (PAK4) as one of the first-in-class anti-cancer drug targets. In this study, a series of novel 1-phenanthryl-tetrahydroisoquinoline analogues have been designed and synthesized as a novel class of small-molecule PAK4 inhibitors to fit into the cavity of PAK4. All of the target compounds were evaluated for their in vitro PAK4 inhibitory activities and antiproliferative activities. Lead optimization identified all the derivatives with more potency than the lead compound, especially compound 21a. Moreover, compound 21a significantly induced the cell cycle in the G1/S phase, and inhibited migration and invasion of MCF-7 cells via the regulation of the PAK4-LIMK1-cofilin signaling pathway. A molecular modeling study showed possible novel binding modes between 21a and PAK4 and provided a structural basis for further structure-guided design of PAK4 inhibitors.
Iron(III) chloride catalyzed oxidative coupling reaction of 1,2-diarylethylene derivatives
Ji, Derong,Su, Lidan,Zhao, Keqing,Wang, Biqin,Hu, Ping,Feng, Chun,Xiang, Shikai,Yang, Hua,Zhang, Chenggang
supporting information, p. 1045 - 1053 (2013/09/02)
A nontoxic FeCl3 catalyzed intramolecular oxidative coupling reaction was developed for mild synthesis of a series of phenanthrenes with different substituents. The method involves cross dehydrogenative coupling of a variety of 1,2-diarylethyle
Iron(III) chloride catalyzed oxidative coupling of aromatic nuclei (Joc The Journal of Organic Chemistry (2004) 6 (913-916))
Wang, Kailiang,Lue, Maoyun,Zhu, Xiaoqing,Wang, Qingmin
supporting information; experimental part, p. 935 - 938 (2009/06/20)
Easily available and nontoxic FeCl3 catalyzes. intramolecular oxidative coupling for the direct construction of the phenan- threne ring using meta-chloroperbenzoic acid as sole oxidant at room temperature in excellent yields. The mechanistic investigations show that FeCl3-catalyzed coupling proceeds through the heterolytic coupling (A+ + B). The catalytic approach has been applied to intermolecular biaryl coupling of 2-naphthols and phenol ether.
Synthesis and biological evaluation of some enantiomerically pure C8cC15 monoseco analogues of the phenanthroquinolizidine-type alkaloids cryptopleurine and julandine
Sydnes, Magne O.,Bezos, Anna,Burns, Christopher,Kruszelnicki, Irma,Parish, Christopher R.,Su, Stephen,Rae, A. David,Willis, Anthony C.,Banwell, Martin G.
, p. 506 - 520 (2008/12/20)
A series of enantiomerically pure C8cC15 monoseco analogues, 2330, of the alkaloids cryptopleurine (1) and julandine (2) have been prepared using cinnamyl chloride 37 and (S)- or (R)-2-methylpiperidine as key building blocks. Two related compounds, 31 and
Total synthesis of phenanthroindolizidine alkaloids (±)-antofine, (±)-deoxypergularinine, and their dehydro congeners and evaluation of their cytotoxic activity
Su, Chung-Ren,Damu, Amooru G.,Chiang, Po-Cheng,Bastow, Kenneth F.,Morris-Natschke, Susan L.,Lee, Kuo-Hsiung,Wu, Tian-Shung
, p. 6233 - 6241 (2008/12/22)
Due to their limited natural abundance and significant biochemical effects, we synthesized the alkaloids (±)-antofine (1a), (±)-deoxypergularinine (1b), and their dehydro congeners (2 and 3) starting from the corresponding phenanthrene-9-carboxaldehydes.
