桑黄菌素A、C和D的简洁全合成。
Concise total syntheses of phelligridins A, C, and D.
作者信息
Ohyoshi Takayuki, Mitsugi Keisuke, Higuma Tatsuya, Ichimura Fumitaka, Yoshida Masahito, Kigoshi Hideo
机构信息
Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba 1-1-1 Tennodai Tsukuba 305-8571 Japan
出版信息
RSC Adv. 2019 Mar 5;9(13):7321-7323. doi: 10.1039/c8ra10346a. eCollection 2019 Mar 1.
We have established a concise and scalable synthetic pathway for phelligridins A (1), C (2) and D (3). The synthetic highlights were Suzuki-Miyaura coupling and aldol-type condensation of α-pyrone. Phelligridin A was synthesized in four steps, while phelligridins C and D were each synthesized in six steps. Furthermore, we have revealed that the whole structure is essential for the cytotoxicity of phelligridins.
我们已经建立了一条简洁且可扩展的合成路线来合成桑黄菌素A（1）、C（2）和D（3）。合成的亮点是铃木-宫浦偶联反应和α-吡喃酮的羟醛型缩合反应。桑黄菌素A通过四步合成，而桑黄菌素C和D各自通过六步合成。此外，我们还揭示了完整结构对于桑黄菌素的细胞毒性至关重要。
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