64974-45-4Relevant articles and documents
Fluoroethoxylanin as well as preparation method and application thereof
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, (2021/10/20)
The invention relates to fluoroethoxylanin as well as a preparation method and application thereof. The preparation method comprises the following steps: firstly, 3,4 -hydroxybenzaldehyde and benzyl chloride serve as raw materials, and 3 -hydroxy -4 -benzyloxybenzaldehyde is prepared. The product is reacted with bromomethyl methyl ether, and the product is sequentially subjected Wittig reaction, reduction reaction and alkylation reaction, and the obtained product is reacted with p-toluenesulfonic acid chloride to obtain fifth intermediate. Finally fifth intermediate and complexing agent K are added. 2.2.2 . Reaction of potassium fluoride and acidification of the product gave the above fluoroethoxylanolin. Compared with the prior art, the fluoroethoxylanin prepared by the invention can reflect the distribution of the tracer in the local tissue of the organism, thereby visualizing the tumors, and providing the metabolic information targeting metabolic pathway types and.
Enantioselective synthesis of orthogonally protected (2R,3R)-(-)- epicatechin derivatives, key intermediates in the de novo chemical synthesis of (-)-epicatechin glucuronides and sulfates
Zhang, Mingbao,Erik Jagdmann Jr.,Van Zandt, Michael,Beckett, Paul,Schroeter, Hagen
, p. 362 - 373 (2013/06/27)
Ten orthogonally protected (-)-epicatechin and 3′- or 4′-O-methyl-(-)-epicatechin derivatives were prepared in a regiospecific and enantioselective manner. For each orthogonally protected (-)-epicatechin derivative, one specific phenolic hydroxyl was protected with a methoxymethyl (MOM) or p-methoxybenyzl (PMB) group and the remainder were protected as benzyl ethers. These uniquely protected (-)-epicatechin derivatives were designed to facilitate the regiospecific installation of a glucuronic acid or sulfate unit onto (-)-epicatechin after selective removal of the MOM or PMB protecting group to provide authentic standards of (-)-epicatechin glucuronides and sulfates.
Synthesis, biological evaluation, and structure-activity relationship study of novel cytotoxic aza-caffeic acid derivatives
Zou, Hongbin,Wu, Hao,Zhang, Xiangnan,Zhao, Yu,St?ckigt, Joachim,Lou, Yijia,Yu, Yongping
scheme or table, p. 6351 - 6359 (2010/10/19)
Three series of aza-caffeic acid derivatives with different linkers were designed and synthesized. Each of the synthesized derivatives was then used in cytotoxicity screening on either 8 or 12 human cancer cell lines. The structure-activity relationships on three structural regions A, B, and C are analyzed in detail, indicating that a nine bond linker B, containing a piperazine unit, is the most favorable linker leading to the generation of molecules with potent cytotoxicities. Compound (E)-1-(4-(3,4-dichlorobenzyl) piperazin-1-yl)-3-(4-(4-ethoxybenzyloxy)-3,5-dimethoxyphenyl)prop-2-en-1-one (80) exhibited the most significant and selective cytotoxicity to KB, BEL7404, K562, and Eca109 cell lines, with IC50 values of 0.2, 2.0, 1.7, and 1.1 μM, respectively, stronger than that seen for caffeic acid phenethyl ester (CAPE) and cisplatin (CDDP). Flow cytometric and western blot analysis indicate that compound 80 plays a role in mitochondria-dependent apoptosis activity by suppressing K562 cell proliferation in a concentration- and time-dependent manner.