Alstonlarsines A–D, Four Rearranged Indole Alkaloids from Alstonia scholaris

Organic Letters
2019.0

Abstract

Four indole alkaloids, alstonlarsines A-D (1-4), were isolated from Alstonia scholaris and structurally characterized. Compound 1 possesses a new carbon skeleton with a cage-shaped 9-azatricyclo[4.3.1.0(3,8)]decane motif, and compounds 2-4 feature a rare carbon skeleton that was found in nature for the first time. Plausible biosynthetic routes for 1-4 are proposed. Compound 1 showed DRAK2 inhibitory activity with an IC50 value of 11.65 +/- 0.63 mu M.

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