Aliphatic Glucoside, Zanthoionic Acid and Megastigmane Glucosides: Zanthoionosides A–E from the Leaves of Zanthoxylum ailanthoides

Serika Teshima; Susumu Kawakami; Sachiko Sugimoto; Katsuyoshi Matsunami; Hideaki Otsuka; Takakazu Shinzato

doi:10.1248/cpb.c17-00211

Regular Articles

Aliphatic Glucoside, Zanthoionic Acid and Megastigmane Glucosides: Zanthoionosides A–E from the Leaves of Zanthoxylum ailanthoides

Serika Teshima, Susumu Kawakami, Sachiko Sugimoto, Katsuyoshi Matsunami, Hideaki Otsuka , Takakazu Shinzato

Author information

Keywords: Zanthoxylum ailanthoides, Rutaceae, megastigmane, zanthoionoside

JOURNAL FREE ACCESS FULL-TEXT HTML

2017 Volume 65 Issue 8 Pages 754-761

DOI https://doi.org/10.1248/cpb.c17-00211

Details

Abstract

From the leaves of Zanthoxylum ailanthoides, 4′-O-p-E-coumaric acid esters of 2-propanol β-D-glucopyranoside, megastigmane and megastigmane glucosides were isolated. Their structures were elucidated by spectroscopic evidence. The absolute configurations of the megastigmane and aglycone of megastigmane glucosides were determined by the octant rule and modified Mosher’s method after protection of carboxylic acids by p-bromophenacyl esters and primary alcohols by pivaloyl esters.

Graphical Abstract Fullsize Image

Corresponding author

Register with J-STAGE for free!