Preparation of Tenuifolin from Polygala senega L. Root Using a Hydrolytic Continuous Flow System under High-Temperature, High-Pressure Conditions

An improved process for preparing tenuifolin (presenegenin 3-β-d-glucopyranoside) from the root of Polygala senega L. was developed. A crude saponin mixture extracted from P. senega was subjected to hydrolysis, and the reactivity of compounds in the extract was controlled by utilizing the combinatio...

Full description

Saved in:
Bibliographic Details
Published inJournal of organic chemistry Vol. 86; no. 23; pp. 16268 - 16277
Main Authors Shirahata, Tatsuya, Miyaishi, Rintaro, Kitazoe, Tatsuki, Saito, Masaya, Taneoka, Yuki, Hidaka, Shuhei, Yokoyama, Masaki, Tojima, Takayori, Katsumi, Tatsuya, Hirata, Nozomu, Nishino, Takashi, Kaji, Eisuke, Yamada, Haruki, Nagai, Takayuki, Kiyohara, Hiroaki, Nakamori, Shunsuke, Konishi, Naruki, Kobayashi, Yoshinori
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 03.12.2021
Subjects
Diterpenes, Kaurane
Hydrolysis
Plant Roots
Polygala
Temperature
Online AccessGet full text

Cover

More Information
Summary:An improved process for preparing tenuifolin (presenegenin 3-β-d-glucopyranoside) from the root of Polygala senega L. was developed. A crude saponin mixture extracted from P. senega was subjected to hydrolysis, and the reactivity of compounds in the extract was controlled by utilizing the combination of a flow reactor and experimental design. In addition, column chromatography with HP 20, a synthetic polystyrenic adsorbent, allowed the gram-scale preparation of tenuifolin in a continuous manner with fewer steps. This approach shortens the total time required for gram-scale preparation from 16 to 5 h in a continuous manner while improving the yield from 0.59% to 2.08% (w/w).
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c01125