Proteau P J, Rossi J V, Gerwick W H
College of Pharmacy, Oregon State University, Corvallis 97331.
J Nat Prod. 1994 Dec;57(12):1717-9. doi: 10.1021/np50114a016.
Phytochemical analysis of an extract from the brown alga Laminaria sinclairii led to the isolation of neohalicholactone, a cyclopropyl-containing oxylipin previously isolated from a marine sponge, Halichondria okadai. Unequivocal stereochemical analysis of the C-15 hydroxyl group showed this isolate to be of opposite overall absolute stereochemistry compared to that proposed for halicholactone, a related compound from the sponge, and by our inference, sponge-derived neohalicholactone. Comparison of chiroptical data for all three compounds indicates the absolute stereochemistry of the sponge compounds is most probably opposite to that previously proposed.
对褐藻辛克莱氏海带提取物进行的植物化学分析，导致了新卤代内酯的分离，这是一种含环丙基的氧化脂质，之前从海洋海绵冈村氏软海绵中分离得到。对C-15羟基进行明确的立体化学分析表明，与海绵来源的相关化合物卤代内酯以及我们推断的海绵来源的新卤代内酯所提出的总体绝对立体化学相比，该分离物的总体绝对立体化学相反。对所有三种化合物的手性光学数据进行比较表明，海绵化合物的绝对立体化学很可能与之前提出的相反。
