TY - JOUR
T1 - Synthesis of trilobatin from naringin via prunin as the key intermediate
T2 - Acidic hydrolysis of the α-rhamnosidic linkage in naringin under improved conditions
AU - Kurahayashi, Kazuki
AU - Hanaya, Kengo
AU - Higashibayashi, Shuhei
AU - Sugai, Takeshi
N1 - Funding Information:
This work was supported by JSPS KAKENHI (16K21362) for K. H. and is gratefully acknowledged with thanks.
Publisher Copyright:
© 2018 Japan Society for Bioscience, Biotechnology, and Agrochemistry
PY - 2018
Y1 - 2018
N2 - Trilobatin [4-(β-D-glucopyranosyloxy)-2,4”,6-trihydroxydihydrochalcone] was synthesized from commercially available naringin in three steps with an overall yield of 30%. The key step was the acid-catalyzed site-selective hydrolysis of terminal α-rhamnopyranosidic linkage in neohesperidose involved in naringin under controlled conditions, by applying a high-pressure steam sterilizer.
AB - Trilobatin [4-(β-D-glucopyranosyloxy)-2,4”,6-trihydroxydihydrochalcone] was synthesized from commercially available naringin in three steps with an overall yield of 30%. The key step was the acid-catalyzed site-selective hydrolysis of terminal α-rhamnopyranosidic linkage in neohesperidose involved in naringin under controlled conditions, by applying a high-pressure steam sterilizer.
KW - Dihydrochalcone glycoside
KW - Naringin
KW - Site-selective hydrolysis
KW - Trilobatin
UR - http://www.scopus.com/inward/record.url?scp=85052960608&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85052960608&partnerID=8YFLogxK
U2 - 10.1080/09168451.2018.1482455
DO - 10.1080/09168451.2018.1482455
M3 - Article
C2 - 29865928
AN - SCOPUS:85052960608
VL - 82
SP - 1463
EP - 1467
JO - Bioscience, Biotechnology and Biochemistry
JF - Bioscience, Biotechnology and Biochemistry
SN - 0916-8451
IS - 9
ER -