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Assignment of the absolute stereochemistry of an unusual diterpenoid from the mangrove plant Excoecaria agallocha L.

Zhen Liu, Wei Jiang, Zhi-Wei Deng, Wen-Han Lin*   

  1. 1. State Key Laboratory of Natural and Biomimetic Drugs, Peking University Health Science Center, Beijing 100191, China
    2. Analytical and Testing Center, Beijing Normal University, Beijing 100072, China
  • Received:2010-05-25 Revised:2010-08-10 Online:2010-09-20 Published:2010-09-20
  • Contact: Wen-Han Lin*

Abstract:

An unusual diterpenoid excoagallochaol A (1), together with epi-β-amyrin (2), epitaraxerol (3), epi-α-amyrin (4), epilupeol (5), betulin (6), betulinic acid (7), lupenone (8), betulone (9), betulonic acid (10), (9Z,12Z,15Z)-2,3-dihydroxypropyl octadecatrienoate (11), and (9Z,12Z)-2,3-dihydroxypropyl octadecadienoate (12) were isolated from the stems of Excoecaria agallocha L. Their structures were elucidated by spectroscopic analyses, and the absolute stereochemistry of 1 was assigned using Mosher method. Compounds 4, 8, 10-12 were isolated from the genus Excoecaria for the first time.

Key words: Excoecaria agallocha, Mangrove plant, Chemical constituents

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