Facile Synthesis of Kwakhurin, a Marker Compound of <i>Pueraria mirifica</i> and Its Quantitative NMR Analysis for Standardization as a Reagent

• Tsuji Genichiro

  National Institute of Health Sciences

• Yusa Masaaki

  National Institute of Health Sciences

• Masada Sayaka

  National Institute of Health Sciences

• Yokoo Hidetomo

  National Institute of Health Sciences Graduate School of Medical Life Science, Yokohama City University

• Hosoe Junko

  National Institute of Health Sciences

• Hakamatsuka Takashi

  National Institute of Health Sciences

• Demizu Yosuke

  National Institute of Health Sciences Graduate School of Medical Life Science, Yokohama City University

• Uchiyama Nahoko

  National Institute of Health Sciences

Bibliographic Information

Other Title

• Facile Synthesis of Kwakhurin, a Marker Compound of Pueraria mirifica and Its Quantitative NMR Analysis for Standardization as a Reagent

Abstract

The side effects of kwao keur dietary supplements (obtained from the tuberous root of Pueraria mirifica) have recently been reported by the Ministry of Health, Labour and Welfare, Japan. To control the quality of kwao keur products, its ingredients need to be maintained by characteristic marker compounds, such as miroestrol, deoxymiroestrol, and kwakhurin (KWA). In this study, we described the facile synthesis of KWA, a marker compound of P. mirifica. Our revised synthetic method produced KWA with shorter steps and higher yield than the reported method. Furthermore, the absolute purity of KWA was determined by quantitative NMR analysis for standardization as a reagent, and its purity was 92.62 ± 0.12%.

Journal

• Chemical and Pharmaceutical Bulletin

  Chemical and Pharmaceutical Bulletin 68 (8), 797-801, 2020-08-01

  The Pharmaceutical Society of Japan

Keywords

• kwakhurin
• <i>Pueraria mirifica</i>
• kwao keur
• total synthesis
• isoflavone
• quantitative NMR

Details

• CRID: 1390848250133350912
• NII Article ID: 130007883280
• NII Book ID: AA00602100
• DOI: 10.1248/cpb.c20-00346
• ISSN: 13475223
• ISSN: 00092363
• NDL BIB ID: 030547750
• PubMed: 32434998
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I030547750
• Web Site: https://www.jstage.jst.go.jp/article/cpb/68/8/68_c20-00346/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/2021182193
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed