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Org Lett. 2014 Feb 21;16(4):1080-3. doi: 10.1021/ol403625g. Epub 2014 Feb 3.

Alistonitrine A, a caged monoterpene indole alkaloid from Alstonia scholaris.

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  • 1State Key Laboratory of Quality Research in Chinese Medicine, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology , Taipa, Macau, China.


Alistonitrine A, a new monoterpene indole alkaloid incorporating a third nitrogen atom, was isolated from the leaves of Alstonia scholaris and found to possess an unprecedented caged skeleton with a unique 6/5/6/5/5/6 ring system. Its structure and absolute configuration were established by extensive spectroscopic analyses and electron circular dichroism calculations. A plausible biogenetic pathway has been proposed for the biosynthesis of alistonitrine A from picrinine.

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