O'Mathúna D P, Doskotch R W
Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, Ohio State University, Columbus 43210-1291, USA.
J Nat Prod. 1995 Sep;58(9):1407-18. doi: 10.1021/np50123a011.
Two new 9,13-diepoxy labdane diterpenes, amoenolide K [1] and its 19-acetate [2], were isolated from the aerial parts of the composite Amphiachyris amoena and their structures were established by spectral methods, especially high-field nmr spectroscopy. Amoenolide K [1] was prepared from amoenolide A [3] by singlet oxygen addition via the ene reaction. A study was made of the ene reaction products with amoenolide K triacetate [5] which showed them to arise from stereospecific oxygen addition to the 8,9-double bond, with the exception of the sterically hindered beta-side at C-9, for which no products were isolated.
从菊科植物Amphiachyris amoena的地上部分分离出两种新的9,13-二环氧-labdane二萜类化合物，即amoenolide K [1]及其19-乙酸酯[2]，并通过光谱方法，特别是高场核磁共振光谱确定了它们的结构。Amoenolide K [1]由amoenolide A [3]通过单重态氧加成经由烯反应制备。对amoenolide K三乙酸酯[5]的烯反应产物进行了研究，结果表明它们是由8,9-双键的立体专一性氧加成产生的，但C-9位空间位阻较大的β-侧除外，未分离到该侧的产物。
