Semburins and Swertiols, Novel 2,8-Dioxabicyclo[3.3.1]nonanes and Their Precursory Alcohols, from Swertia japonicaMakino

Autor: Sakai, Tsutomu, Nakagawa, Yoshiko, Iwashita, Takashi, Naoki, Hideo, Sakan, Takeo
Zdroj: Bulletin of the Chemical Society of Japan; November 1983, Vol. 56 Issue: 11 p3477-3482, 6p
Abstrakt: The steam-volatile constituents of Swertia japonicaMakino have been studied, and 71 components of the oil (comprising nearly 90% of the sample) have been identified. Structures of three novel 2,8-dioxabicyclo[3.3.1]nonanes (semburin, isosemburin, and neosemburin) and their precursory alcohols (swertiol, isoswertiol, and isoneoswertiol) have been established by spectroscopic analysis and chemical transformation data. The presence of 2-epi-isoneoswertiol, which was named neoswertiol, was detected by GC/MS. This is the first time that the 2,8-dioxabicyclo[3.3.1]nonane skeleton has been encountered in natural products.
Databáze: Supplemental Index