Pcolinski M J, Doskotch R W, Lee A Y, Clardy J
Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, Ohio State University, Columbus 43210-1291.
J Nat Prod. 1994 Jun;57(6):776-83. doi: 10.1021/np50108a014.
Two carterochaetols, chlorosilphanol A and silphanepoxol, isolated from the leaves of Silphium perfoliatum were assigned structures 1 and 3, respectively, from spectral studies and with absolute stereochemistry established by X-ray crystallography of 1. Complete 1H- and 13C-nmr assignments for the parent compounds and their acetates 2 and 4 were made at high-field using 1D and 2D methods, and chlorosilphanol A was chemically converted via its acetate to silphanepoxol. Revision of structure for related carterochaetols in the literature is required, in particular with respect to the stereochemistry at C-12 and that of the side-chain.
从贯穿叶金光菊叶片中分离得到的两种卡特醇，即氯硅叶醇A和硅叶环氧醇，通过光谱研究分别确定其结构为1和3，且通过1的X射线晶体学确定了其绝对立体化学。使用一维和二维方法在高场下对母体化合物及其乙酸酯2和4进行了完整的1H和13C核磁共振归属，并且氯硅叶醇A通过其乙酸酯被化学转化为硅叶环氧醇。需要对文献中相关卡特醇的结构进行修正，特别是关于C-12的立体化学和侧链的立体化学。
