Renata Hans, Zhou Qianghui, Dünstl Georg, Felding Jakob, Merchant Rohan R, Yeh Chien-Hung, Baran Phil S
Department of Chemistry, The Scripps Research Institute , 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
J Am Chem Soc. 2015 Jan 28;137(3):1330-40. doi: 10.1021/ja512022r. Epub 2015 Jan 16.
The natural product ouabagenin is a complex cardiotonic steroid with a highly oxygenated skeleton. This full account describes the development of a concise synthesis of ouabagenin, including the evolution of synthetic strategy to access hydroxylation at the C19 position of a steroid skeleton. In addition, approaches to install the requisite butenolide moiety at the C17 position are discussed. Lastly, methodology developed in this synthesis has been applied in the generation of novel analogues of corticosteroid drugs bearing a hydroxyl group at the C19 position.
天然产物哇巴因苷元是一种具有高度氧化骨架的复杂强心甾体。本完整报告描述了哇巴因苷元简洁合成方法的开发，包括甾体骨架C19位羟基化合成策略的演变。此外，还讨论了在C17位引入必需的丁烯内酯部分的方法。最后，该合成中开发的方法已应用于生成在C19位带有羟基的皮质类固醇药物新型类似物。
