Absolute Configuration of Myrobotinol, New Fused-Hexacyclic Alkaloid Skeleton from Myrioneuron nutans

The Journal of Organic Chemistry
2007.0

Abstract

(Chemical Equation Presented) Myrobotinol (1) was isolated from the leaves of Myrioneuron nutans (Rubiaceae) and its structure determined from spectral data, including mass spectrometry and 2D NMR. This compound presents a new hexacyclic alkaloid skeleton including a 1,3-oxazine and aminal functionality. The absolute configuration of myrobotinol was established by using Mosher's method. A plausible biosynthetic pathway starting from L-lysine via Δ-piperideine was proposed for this hexacyclic alkaloid. © 2007 American Chemical Society.

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