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

doi:10.1016/j.carres.2008.05.001

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

School of Pharmacy

Research output: Contribution to journal › Article › peer-review

14 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 language	English
Pages (from-to)	2221-2228
Number of pages	8
Journal	Carbohydrate Research
Volume	343
Issue number	13
DOIs	https://doi.org/10.1016/j.carres.2008.05.001
Publication status	Published - 2008 Sep 8

Keywords

Amphoteric glycosphingolipid
IL-8 production
Pheretima hilgendorfi
Phosphocholine

ASJC Scopus subject areas

Analytical Chemistry
Biochemistry
Organic Chemistry

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10.1016/j.carres.2008.05.001

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Hada, N., Shida, Y., Shimamura, H., Sonoda, Y., Kasahara, T., Sugita, M., & Takeda, T. (2008). Synthetic studies on glycosphingolipids from Protostomia phyla: syntheses and biological activities of amphoteric glycolipids containing a phosphocholine residue from the earthworm Pheretima hilgendorfi. Carbohydrate Research, 343(13), 2221-2228. https://doi.org/10.1016/j.carres.2008.05.001

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 journal › Article › peer-review

Hada, N, Shida, Y, Shimamura, H, Sonoda, Y, Kasahara, T, Sugita, M & Takeda, T 2008, 'Synthetic studies on glycosphingolipids from Protostomia phyla: syntheses and biological activities of amphoteric glycolipids containing a phosphocholine residue from the earthworm Pheretima hilgendorfi', Carbohydrate Research, vol. 343, no. 13, pp. 2221-2228. https://doi.org/10.1016/j.carres.2008.05.001

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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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.",

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