Formation of the First Trimeric Monoterpenoid Indole Alkaloids |
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Authors: | Helmut Schü bel,Walter Fahn,Joachim St ckigt |
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Affiliation: | Helmut Schübel,Walter Fahn,Joachim Stöckigt |
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Abstract: | Under O2, the Aspidosperma alkaloid tabersonine ( 1 ) was converted by a crude enzyme preparation from leaves of mature plants of Catharanthus roseus G DON into the trimeric 3-hydroxy-14′-(3α″-tabersonyl)voafrine B ( 4 ) which was easily reduced by NaBH4 to 14′-(3α″-tabersonyl)voafrine B ( = tertabersonine; 5 ). Compounds such as 4 and 5 are the first trimeric alkaloids in the series of monoterpenoid indole alkaloids. |
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