PDF(Pubmed)
Abstract：
Hollongdione is the first recorded example of the occurrence of a dammarane hexanor-triterpene in nature possessing antiviral and cytotoxic activity. Its simple one-stage transformation into compounds with terminal alkyne and vinyl chloride fragments via the interaction with phosphorus halides is reported. The copper(I)-catalyzed Mannich reaction of 3-oxo-22,23,24,25,26,27-hexanor-dammar-20(21)-in 3 led to a series of aminomethylated products, while 17-carboxylic acid was obtained by ozone oxidation of 3-oxo-22,23,24,25,26,27-hexanor-dammar-20-chloro-20(21)-en 4; the following direct amidation of the latter has been developed. The structures of all new molecules were established by spectroscopic studies that included 2D NMR correlation methods; the molecular structures of compounds 2-5 were determined by X-ray analysis.
摘要：
Hollongdione是自然界中具有抗病毒和细胞毒性活性的达玛烷己烷或三萜的第一个记录实例。据报道，它通过与卤化磷的相互作用简单地一步转化为具有末端炔和氯乙烯片段的化合物。3-氧代-22,23,24,25,26,27-己烷-dammar-20（21）-在3中的铜（I）催化的曼尼希反应导致一系列氨基甲基化产物，而17-羧酸是通过3-氧代-22,23,24,25,26,27-己烷-dammar-20-氯-20（21）-en4的臭氧氧化获得的；已经开发了后者的以下直接酰胺化。所有新分子的结构都是通过包括2DNMR相关方法的光谱研究建立的；化合物2-5的分子结构是通过X射线分析确定的。
