Concise total syntheses of phelligridins A, C, and D

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...

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Detalles Bibliográficos
Autores principales: Ohyoshi, Takayuki, Mitsugi, Keisuke, Higuma, Tatsuya, Ichimura, Fumitaka, Yoshida, Masahito, Kigoshi, Hideo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9061207/
https://www.ncbi.nlm.nih.gov/pubmed/35519947
http://dx.doi.org/10.1039/c8ra10346a
Descripción
Sumario: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.

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