School of Pharmacy, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, People's Republic of China.
State Key Laboratory of Phytochemistry and Plant Resources in West China and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China.
J Nat Prod. 2021 Apr 23;84(4):1397-1402. doi: 10.1021/acs.jnatprod.0c01031. Epub 2021 Mar 8.
Guttiferone F, a natural polyprenylated polycyclic acylphloroglucinol, was originally assigned as the 30-epimer of garcinol by NMR data analyses. Conversion of guttiferone F in the presence of acid afforded its cyclized form (), which was previously assigned as 30--cambogin. However, the absolute configurations of guttiferone F and have not been determined. Reinvestigation of the structures of those two compounds, using X-ray and NMR data analyses and chemical transformation, revealed that the original assignment of the C-30 absolute configuration in guttiferone F and should be inverted. Guttiferone F is indeed garcinol, and , which was previously identified as 30--cambogin, is cambogin.
倒捻子素 F，一种天然的多聚异戊二烯多环酰基间苯三酚，最初根据 NMR 数据分析被指定为 30-表格尔醇。在酸的存在下，倒捻子素 F 的转化提供了其环化形式（），以前被指定为 30--藤黄菌素。然而，倒捻子素 F 和 的绝对构型尚未确定。使用 X 射线和 NMR 数据分析以及化学转化重新研究这两种化合物的结构，表明在倒捻子素 F 和 中 C-30 绝对构型的原始分配应该被反转。倒捻子素 F 实际上是藤黄菌素，而之前被鉴定为 30--藤黄菌素的 ，则是藤黄菌素。
