4.8 Article

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

Journal

ORGANIC LETTERS
Volume 21, Issue 5, Pages 1471-1474

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b00230

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Funding

  1. National Natural Science Foundation of China [21532007, 21778027]
  2. Drug Innovation Major Project of China [2018ZX09711001-001-005]
  3. Shanghai Commission of Science and Technology [16430711700]

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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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