Yao Nianhuan, Song Aiming, Wang Xiaobing, Dixon Seth, Lam Kit S
Division of Hematology & Oncology, Department of Internal Medicine, UC-Davis Medical Center, 4501 X Street, Sacramento, California 95817, USA.
J Comb Chem. 2007 Jul-Aug;9(4):668-76. doi: 10.1021/cc070009y. Epub 2007 May 8.
The design and synthesis of flavonoid analogues as combinatorial scaffolds is reported. Using commercially available materials, we synthesized chalcones with fluoro and carboxy groups. Nitration of these compounds generated highly functionalized flavonoid scaffolds with an o-fluoronitrobenzene template. Subsequent cyclizations of these chalcones resulted in the formation of several flavone and flavonone scaffolds. One of the flavonones was chosen as the scaffold to synthesize flavonoid derivatives on the solid phase. A series of flavonoid derivatives were obtained in high yields, which demonstrates that these highly functionalized scaffolds can be used in the synthesis of natural product-based combinatorial libraries for drug discovery.
报道了类黄酮类似物作为组合支架的设计与合成。我们使用市售材料合成了带有氟和羧基的查尔酮。这些化合物的硝化反应生成了带有邻氟硝基苯模板的高度功能化类黄酮支架。随后这些查尔酮的环化反应导致形成了几种黄酮和黄酮醇支架。其中一种黄酮醇被选作支架用于在固相上合成类黄酮衍生物。以高产率获得了一系列类黄酮衍生物，这表明这些高度功能化的支架可用于合成基于天然产物的组合文库以用于药物发现。
