4.8 Article

Aphanamixoid A, a Potent Defensive Limonoid, with a New Carbon Skeleton from Aphanamixis polystachya

Journal

ORGANIC LETTERS
Volume 14, Issue 10, Pages 2524-2527

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol3008149

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Funding

  1. National Natural Science Foundation of China [30830114]
  2. Ministry of Science and Technology [2009CB522300, 2009CB940900]
  3. Yong Academic and Technical Leader Raising Foundation of Yunnan Province [2010CI047]

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Aphanamixoid A (1), a limonoid with a new carbon skeleton, along with its biogenetically related limonoid aphanamixoid B (2), was isolated from the leaves and twigs of Aphanamixis polystachya. Their structures with the absolute stereochemistry were determined by spectroscopic analysis, X-ray crystallography and computational methods. The significant antifeedant activity of 1 against the generalist plant-feeding insect Helicoverpa armigera (EC50 = 0.015 mu mol/cm(2)) suggested it may be a potent defensive component of A. polystachya.

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