Acylated Glycosidic Acid Methyl Esters Generated from the Convolvulin Fraction of Rhizoma Jalapae Braziliensis by Treatment with Indium(III) Chloride in Methanol

• Ono Masateru

  School of Agriculture, Tokai University

• Oda Satoko

  School of Agriculture, Tokai University

• Yasuda Shin

  School of Agriculture, Tokai University

• Mineno Tomoko

  Faculty of Pharmacy, Takasaki University of Health and Welfare

• Okawa Masafumi

  Faculty of Pharmaceutical Sciences, Fukuoka University

• Kinjo Junei

  Faculty of Pharmaceutical Sciences, Fukuoka University

• Miyashita Hiroyuki

  Faculty of Pharmaceutical Sciences, Sojo University

• Yoshimitsu Hitoshi

  Faculty of Pharmaceutical Sciences, Sojo University

• Nohara Toshihiro

  Faculty of Pharmaceutical Sciences, Sojo University

• Miyahara Kazumoto

  Faculty of Pharmaceutical Sciences, Setsunan University

Abstract

Four hexaglycosides of methyl 3S,12S-dihydroxyhexadecanoate (1–4) were provided after treatment of the crude convolvulin fraction from Rhizoma Jalapae Braziliensis (the root of Ipomoea operculata (GOMES) MART., Convolvulaceae) with indium(III) chloride in methanol. The structures of 1–4 were elucidated on the basis of spectroscopic and chemical methods. Their sugar moieties were partially acylated with organic acids including (3S,9R)-3,6:6,9-diepoxydecanoic (exogonic) acid, (E)-2-methylbut-2-enoic (tiglic) acid, and isovaleric acid.

Journal

• Chemical and Pharmaceutical Bulletin

  Chemical and Pharmaceutical Bulletin 65 (1), 107-111, 2017

  The Pharmaceutical Society of Japan

Keywords

• resin glycoside
• convolvulin
• <i>Ipomoea operculata</i>
• Rhizoma Jalapae Braziliensis
• acylated glycosidic acid methyl ester
• indium(III) chloride

Details

• CRID: 1390001204177804672
• NII Article ID: 130005187737
• NII Book ID: AA00602100
• DOI: 10.1248/cpb.c16-00673
• ISSN: 13475223
• ISSN: 00092363
• NDL BIB ID: 027820065
• PubMed: 28049906
• Web Site: http://id.ndl.go.jp/bib/027820065
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I027820065
• Web Site: https://www.jstage.jst.go.jp/article/cpb/65/1/65_c16-00673/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/2017254530
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed