Potent small molecule mouse CD22-inhibitors: Exploring the interaction of the residue at C-2 of sialic acid scaffold

Hajjaj H.M. Abdu-Allah, Kozo Watanabe, Koji Hayashizaki, Chiaki Takaku, Taichi Tamanaka, Hiromu Takematsu, Yasunori Kozutsumi, Takeshi Tsubata, Hideharu Ishida, Makoto Kiso

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11 Citations (Scopus)

Abstract

Our previous study revealed that compound 1 (9-(4′-hydroxy-4-biphenyl)acetamido-9-deoxy-Neu5Gcα2-6GalOMP) has the most promising affinity for mCD22. Replacing the subterminal galactose residue of 1 with benzyl or biphenylmethyl as aglycone led to 38- and 20-fold higher potency, respectively. This discovery represents a new direction in inhibitor design suitable for pharmaceutical development.

Original languageEnglish
Pages (from-to)5573-5575
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Volume19
Issue number19
DOIs
Publication statusPublished - 01-10-2009

All Science Journal Classification (ASJC) codes

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

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    Abdu-Allah, H. H. M., Watanabe, K., Hayashizaki, K., Takaku, C., Tamanaka, T., Takematsu, H., Kozutsumi, Y., Tsubata, T., Ishida, H., & Kiso, M. (2009). Potent small molecule mouse CD22-inhibitors: Exploring the interaction of the residue at C-2 of sialic acid scaffold. Bioorganic and Medicinal Chemistry Letters, 19(19), 5573-5575. https://doi.org/10.1016/j.bmcl.2009.08.044