Biomimetic conversion of aconitine-type C19-diterpenoid alkaloids to lactone-type alkaloids |
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Authors: | Meng Zhu Xiao-Yu Liu Qiao-Hong Chen |
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Institution: | Department of Chemistry of Medicinal Natural Products , West China College of Pharmacy, Sichuan University , Chengdu , 610041 , China |
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Abstract: | The first biomimetic conversion from the aconitine-type C19-diterpenoid alkaloids to the corresponding alkaloids of lactone-type C19-diterpenoid alkaloid has been achieved. Chasmanine was used as starting material with Baeyer–Villiger oxidation as a key reaction. It was also observed that the oxygenated group at C-16 did not change the relative migration tendencies of C-13 and C-9 during the oxidation. Meantime, a novel D-ring fragmented compound was obtained during the course of the present investigation. The plausible mechanism of the formation of this compound was also proposed. |
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Keywords: | diterpenoid alkaloid aconitine type lactone type Baeyer–Villiger oxidation biomimetic conversion |
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