Macrocyclic proteoglycan mimics. Potent inhibition of cell adhesion by a bundle of chondroitin sulfate chains assembled on the calix[4]resorcarene platform

Naotoshi Tomita, Shinsuke Sando, Takashi Sera, Yasuhiro Aoyama

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Tailed calix[4]resorcarene macrocycle (tail=undecyl) can be used as a platform to assemble four glycosaminoglycan polysaccharide chains to give a new type of proteoglycan mimics. A tetra(chondroitin sulfate) derivative thus obtained from the reaction of macrocyclic octaamine and chondroitin sulfate lactone is readily immobilized on a tissue culture plastic (polystyrene) plate and inhibits fibronectin-mediated adhesion of BHK (baby hamster kidney) cells thereon remarkably strongly with 50% inhibition occurring at a 10ng/mL or 40pM concentration range.

Original languageEnglish
Pages (from-to)2087-2090
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume14
Issue number9
DOIs
Publication statusPublished - May 3 2004
Externally publishedYes

Keywords

  • Calix[4]resorcarene
  • Chondroitin sulfate
  • Fibronectin
  • Inhibition of cell adhesion
  • Proteoglycan mimic

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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