中国科学院上海有机化学研究所李昂团队报道了四类虎皮楠生物碱的全合成。相关研究成果于2023年11月30日发表于国际一流学术期刊《美国化学会杂志》。

macrodaphniphyllamine型、calyciphylline A型、daphnilongeranin A型和daphnicyclidin D型生物碱是四类结构相关的虎皮楠生物碱。在对这些类别的生物遗传网络进行系统分析的基础上，研究人员开发了以calyphylline A的C4–N和C1–C8键为中心的合成策略，该策略充分利用了与假定生物遗传网络中的对应物不同的合适底物、反应和途径。

通过这种广义仿生方法，研究人员首次从四个亚科中合成了14种虎皮楠生物碱。

附：英文原文

Title: Total Synthesis of Four Classes of Daphniphyllum Alkaloids

Author: Wenhao Zhang, Ming Lu, Lu Ren, Xiang Zhang, Shaonan Liu, Mengyu Ba, Peng Yang, Ang Li

Issue&Volume: November 30, 2023

Abstract: The macrodaphniphyllamine-type, calyciphylline A-type, daphnilongeranin A-type, and daphnicyclidin D-type alkaloids are four structurally related classes of Daphniphyllum alkaloids. On the basis of a systematic analysis of the biogenetic network of these classes, we developed synthetic strategies centered on the C4–N and C1–C8 bonds of calyciphylline A, which took full advantage of the suitable substrates, reactions, and pathways that are altered from their counterparts in the postulated biogenetic network. Through this generalized biomimetic approach, we achieved the first synthesis of 14 Daphniphyllum alkaloids from the four subfamilies.

DOI: 10.1021/jacs.3c06088

Source: https://pubs.acs.org/doi/abs/10.1021/jacs.3c06088