Synthesis of fisetin and 2′,4′,6′-trihydroxydihyrochalcone 4′-O-β-neohesperidoside based on site-selective deacetylation and deoxygenation

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2 Citations (Scopus)

Abstract

Fisetin and 2′,4′,6′-trihydroxydihyrochalcone 4′-O-β-neohesperidoside were synthesized from commercially available quercetin and naringin in five steps. The key steps are site-selective deacetylation and subsequent deoxygenation. The target molecules were obtained in 37% and 23% yields from the starting materials, respectively.

Original languageEnglish
Pages (from-to)1316-1322
Number of pages7
JournalBioscience, Biotechnology and Biochemistry
Volume82
Issue number8
DOIs
Publication statusPublished - 2018 Jan 1

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Quercetin
Molecules
fisetin
naringin

Keywords

  • Deoxygenation
  • Dihydrochalcone glycoside
  • Fisetin
  • Site-selective deacetylation
  • Triflate

ASJC Scopus subject areas

  • Biotechnology
  • Analytical Chemistry
  • Biochemistry
  • Applied Microbiology and Biotechnology
  • Molecular Biology
  • Organic Chemistry

Cite this

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abstract = "Fisetin and 2′,4′,6′-trihydroxydihyrochalcone 4′-O-β-neohesperidoside were synthesized from commercially available quercetin and naringin in five steps. The key steps are site-selective deacetylation and subsequent deoxygenation. The target molecules were obtained in 37{\%} and 23{\%} yields from the starting materials, respectively.",
keywords = "Deoxygenation, Dihydrochalcone glycoside, Fisetin, Site-selective deacetylation, Triflate",
author = "Ryuji Tsunekawa and Kengo Hanaya and Shuhei Higashibayashi and Takeshi Sugai",
year = "2018",
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T1 - Synthesis of fisetin and 2′,4′,6′-trihydroxydihyrochalcone 4′-O-β-neohesperidoside based on site-selective deacetylation and deoxygenation

AU - Tsunekawa, Ryuji

AU - Hanaya, Kengo

AU - Higashibayashi, Shuhei

AU - Sugai, Takeshi

PY - 2018/1/1

Y1 - 2018/1/1

N2 - Fisetin and 2′,4′,6′-trihydroxydihyrochalcone 4′-O-β-neohesperidoside were synthesized from commercially available quercetin and naringin in five steps. The key steps are site-selective deacetylation and subsequent deoxygenation. The target molecules were obtained in 37% and 23% yields from the starting materials, respectively.

AB - Fisetin and 2′,4′,6′-trihydroxydihyrochalcone 4′-O-β-neohesperidoside were synthesized from commercially available quercetin and naringin in five steps. The key steps are site-selective deacetylation and subsequent deoxygenation. The target molecules were obtained in 37% and 23% yields from the starting materials, respectively.

KW - Deoxygenation

KW - Dihydrochalcone glycoside

KW - Fisetin

KW - Site-selective deacetylation

KW - Triflate

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JO - Bioscience, Biotechnology and Biochemistry

JF - Bioscience, Biotechnology and Biochemistry

SN - 0916-8451

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