4.8 Article

Virosaines A and B, Two New Birdcage-Shaped Securinega Alkaloids with an Unprecedented Skeleton from Flueggea virosa

Journal

ORGANIC LETTERS
Volume 14, Issue 12, Pages 3096-3099

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol301184j

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Funding

  1. NSFC-Guangdong Province [U0932004]
  2. National Natural Science Foundation of China [20902038]
  3. Program for Changjiang Scholars and Innovative Research Team in University [IRT0965]
  4. Research Team of Natural Science Foundation of Guangdong Province [8351063201000003]

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Two new Securinega alkaloids, virosaines A (1) and B (2), were isolated from the twigs and leaves of Flueggea virosa. The structures and absolute configurations were elucidated by means of NMR, X-ray diffraction, and CD analyses. Compounds 1 and 2 represent the first examples of Securinega alkaloids bearing a 7-oxa-1-azabicyclo[3.2.1]octane ring system, whose plausible biogenetic pathways were also proposed.

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