Synthetic studies on glycosphingolipids from Protostomia phyla: syntheses and biological activities of amphoteric glycolipids containing a phosphocholine residue from the earthworm Pheretima hilgendorfi.
Two types of amphoteric glycosphingolipid found in the earthworm Pheretima hilgendorfi, PC(-->6)-beta-d-Galp-(1-->6)-beta-d-Galp-(1-->1)Cer (1) and PC(-->6)-beta-d-Galp-(1-->6)-beta-d-Galp-(1-->6)-beta-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 TNFalpha-stimulated granulocytic HL-60 cells. Compounds 1 and 2 were found to be potent enhancers of IL-8 production.
Hada
Noriyasu
N
Kyoritsu University of Pharmacy, 1-5-30 Shibakoen, Minato-ku, Tokyo 105-8512, Japan. hada-nr@kyoritsu-ph.ac.jp
Shida
Yukihiko
Y
Shimamura
Hiroshi
H
Sonoda
Yoshiko
Y
Kasahara
Tadashi
T
Sugita
Mutsumi
M
Takeda
Tadahiro
T
D000818:Animals; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002633:Chemotaxis; D016207:Cytokines / Q000378:metabolism; D006028:Glycosphingolipids / Q000138:chemical synthesis* / Q000737:chemistry*; D018922:HL-60 Cells; D006801:Humans; D007249:Inflammation; D016209:Interleukin-8 / Q000378:metabolism; D008954:Models, Biological; D008956:Models, Chemical; D008968:Molecular Conformation; D009835:Oligochaeta / Q000378:metabolism*; D014409:Tumor Necrosis Factor-alpha / Q000378:metabolism
D016207:Cytokines; D006028:Glycosphingolipids; D016209:Interleukin-8; D014409:Tumor Necrosis Factor-alpha