Synthetic studies on glycosphingolipids from Protostomia phyla: syntheses and biological activities of amphoteric glycolipids containing a phosphocholine residue from the earthworm Pheretima hilgendorfi

Noriyasu Hada, Yukihiko Shida, Hiroshi Shimamura, Yoshiko Sonoda, Tadashi Kasahara, Mutsumi Sugita, Tadahiro Takeda

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Two types of amphoteric glycosphingolipid found in the earthworm Pheretima hilgendorfi, PC(→6)-β-d-Galp-(1→6)-β-d-Galp-(1→1)Cer (1) and PC(→6)-β-d-Galp-(1→6)-β-d-Galp-(1→6)-β-d-Galp-(1→1)Cer (2), and their derivatives (4, 5) were synthesized. These were examined for their ability to enhance production of interleukin-8 (IL-8), a potent inflammatory cytokine involved in neutrophil chemotaxis, in a TNFα-stimulated granulocytic HL-60 cells. Compounds 1 and 2 were found to be potent enhancers of IL-8 production.

Original languageEnglish
Pages (from-to)2221-2228
Number of pages8
JournalCarbohydrate Research
Volume343
Issue number13
DOIs
Publication statusPublished - 2008 Sep 8

Fingerprint

Glycosphingolipids
Oligochaeta
Phosphorylcholine
Glycolipids
Bioactivity
Interleukin-8
Aptitude
HL-60 Cells
Chemotaxis
Neutrophils
Cytokines
Derivatives

Keywords

  • Amphoteric glycosphingolipid
  • IL-8 production
  • Pheretima hilgendorfi
  • Phosphocholine

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry

Cite this

Synthetic studies on glycosphingolipids from Protostomia phyla : syntheses and biological activities of amphoteric glycolipids containing a phosphocholine residue from the earthworm Pheretima hilgendorfi. / Hada, Noriyasu; Shida, Yukihiko; Shimamura, Hiroshi; Sonoda, Yoshiko; Kasahara, Tadashi; Sugita, Mutsumi; Takeda, Tadahiro.

In: Carbohydrate Research, Vol. 343, No. 13, 08.09.2008, p. 2221-2228.

Research output: Contribution to journalArticle

Hada, Noriyasu ; Shida, Yukihiko ; Shimamura, Hiroshi ; Sonoda, Yoshiko ; Kasahara, Tadashi ; Sugita, Mutsumi ; Takeda, Tadahiro. / Synthetic studies on glycosphingolipids from Protostomia phyla : syntheses and biological activities of amphoteric glycolipids containing a phosphocholine residue from the earthworm Pheretima hilgendorfi. In: Carbohydrate Research. 2008 ; Vol. 343, No. 13. pp. 2221-2228.
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