Abstract
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.
Highlights
We have established a concise and scalable synthetic pathway for phelligridins A (1), C (2) and D (3)
Phelligridin A was synthesized in four steps, while phelligridins C and D were each synthesized in six steps
We have revealed that the whole structure is essential for the cytotoxicity of phelligridins
Summary
We have established a concise and scalable synthetic pathway for phelligridins A (1), C (2) and D (3). Concise total syntheses of phelligridins A, C, and D† We have revealed that the whole structure is essential for the cytotoxicity of phelligridins. Because a structure– activity relationship study on phelligridins/meshimakobnols is expected to provide lead compounds for cancer and Alzheimer's disease, we decided to establish an adaptable synthetic route for their structure–activity relationships.
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