Carosso Serena, Miller Marvin J
Department of Chemistry and Biochemistry, 251 Nieuwland Science Hall, University of Notre Dame, Notre Dame, IN 46556, USA.
Org Biomol Chem. 2014 Oct 14;12(38):7445-68. doi: 10.1039/c4ob01033g.
This review describes the use of nitroso Diels-Alder reactions for the functionalization of complex diene-containing natural products in order to generate libraries of compounds with potential biological activity. The application of this methodology to the structural modification of a series of natural products (thebaine, steroidal dienes, rapamycin, leucomycin, colchicine, isocolchicine and piperine) is discussed using relevant examples from the literature from 1973 onwards. The biological activity of the resulting compounds is also discussed. Additional comments are provided that evaluate the methodology as a useful tool in organic, bioorganic and medicinal chemistry.
本综述描述了利用亚硝基狄尔斯-阿尔德反应对含复杂二烯的天然产物进行官能团化，以生成具有潜在生物活性的化合物库。从1973年起的文献中选取相关实例，讨论了该方法在一系列天然产物（蒂巴因、甾体二烯、雷帕霉素、柱晶白霉素、秋水仙碱、异秋水仙碱和胡椒碱）结构修饰中的应用。还讨论了所得化合物的生物活性。另外还给出了一些评价，认为该方法是有机化学、生物有机化学和药物化学中的一种有用工具。
