Biologically Active Glycosides from Asteroidea, 42. Isolation and Structure of a New Biologically Active Ganglioside Molecular Species from the Starfish Asterina pectinifera

• Higuchi Ryuichi

  Faculty of Pharmaceutical Sciences, Kyushu University

• Inoue Shinichi

  Faculty of Pharmaceutical Sciences, Kyushu University

• Inagaki Kouji

  Faculty of Pharmaceutical Sciences, Kyushu University

• Sakai Maki

  Faculty of Pharmaceutical Sciences, Kyushu University

• Miyamoto Tomofumi

  Faculty of Pharmaceutical Sciences, Kyushu University

• Komori Tetsuya

  Faculty of Pharmaceutical Sciences, Kyushu University

• Inagaki Masanori

  Faculty of Pharmaceutical Sciences, Kyushu University

• Isobe Ryuichi

  Department of Medical Electronics Engineering, Faculty of Engineering, Towa University

Abstract

A ganglioside molecular species GP-3 (1) has been obtained from the water-soluble lipid fraction of the chloroform/methanol extract of the starfish Asterina pectinifera. The structure of the ganglioside has been determined on the basis of chemical and spectroscopic evidence. Compound 1 represents new ganglioside molecular species possessing two moles of sialic acids at the inner part of the sugar moiety. Partial hydrolysis by hot water and an enzymatic hydrolysis by means of endoglycoceramidase (EGCase) have proved useful for structure elucidation of the complex oligosaccharide moiety. Moreover, 1 exhibits neuritogenic activity toward the rat pheochromocytoma cell line, PC-12 cells, in the presence of nerve growth factor (NGF).

Journal

• Chemical and Pharmaceutical Bulletin

  Chemical and Pharmaceutical Bulletin 54 (3), 287-291, 2006

  The Pharmaceutical Society of Japan

Keywords

• glycosphingolipid
• ganglioside
• starfish
• <i>Asterina pectinifera</i>
• neuritogenic activity

Details

• CRID: 1390001204168357504
• NII Article ID: 110004820379
• NII Book ID: AA00602100
• DOI: 10.1248/cpb.54.287
• ISSN: 13475223
• ISSN: 00092363
• NDL BIB ID: 7829919
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I7829919
• Web Site: http://www.jstage.jst.go.jp/article/cpb/54/3/54_3_287/_pdf
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
• Abstract License Flag: Disallowed