School of Chemistry, University of Wollongong, Wollongong, New South Wales, 2522, Australia.
J Nat Prod. 2010 May 28;73(5):935-41. doi: 10.1021/np100137h.
Semisynthesis of the known Stemona alkaloids oxystemofoline (7) and methoxystemofoline (8) has been achieved starting from (11Z)-1',2'-didehydrostemofoline (6), which confirmed their structures and absolute configurations. The synthesis of (1'R)-hydroxystemofoline (9) helped establish this compound as a natural product from Stemona aphylla. (1'S)-Hydroxystemofoline (10) and a number of related analogues were also prepared. In a TLC bioautographic assay, 9 was found to be the most active acetylcholinesterase inhibitor, but it was not as active as galanthamine.
从（11Z）-1'，2'-二脱氢斯藤酚碱（6）出发，实现了已知的斯藤烷类生物碱氧化斯藤酚碱（7）和甲氧基斯藤酚碱（8）的半合成，这证实了它们的结构和绝对构型。（1'R）-羟基斯藤酚碱（9）的合成有助于将其确立为从斯藤属植物中提取的天然产物。还制备了（1'S）-羟基斯藤酚碱（10）和许多相关类似物。在 TLC 生物自显影测定中，发现 9 是最有效的乙酰胆碱酯酶抑制剂，但它不如加兰他敏活性高。
