Abstract
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.
| Original language | English |
|---|---|
| Pages (from-to) | 1463-1467 |
| Number of pages | 5 |
| Journal | Bioscience, Biotechnology and Biochemistry |
| Volume | 82 |
| Issue number | 9 |
| DOIs | |
| Publication status | Published - 2018 Jan 1 |
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Keywords
- Dihydrochalcone glycoside
- Naringin
- Site-selective hydrolysis
- Trilobatin
ASJC Scopus subject areas
- Biotechnology
- Analytical Chemistry
- Biochemistry
- Applied Microbiology and Biotechnology
- Molecular Biology
- Organic Chemistry
Cite this
Synthesis of trilobatin from naringin via prunin as the key intermediate : Acidic hydrolysis of the α-rhamnosidic linkage in naringin under improved conditions. / Kurahayashi, Kazuki; Hanaya, Kengo; Higashibayashi, Shuhei; Sugai, Takeshi.
In: Bioscience, Biotechnology and Biochemistry, Vol. 82, No. 9, 01.01.2018, p. 1463-1467.Research output: Contribution to journal › Article
}
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
PY - 2018/1/1
Y1 - 2018/1/1
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 -