2. Academic Validation
  3. Synthesis and biological evaluation of 1-[2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oyl]-4-ethynylimidazole. A novel and highly potent anti-inflammatory and cytoprotective agent

Synthesis and biological evaluation of 1-[2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oyl]-4-ethynylimidazole. A novel and highly potent anti-inflammatory and cytoprotective agent

  • Bioorg Med Chem Lett. 2011 Apr 15;21(8):2188-91. doi: 10.1016/j.bmcl.2011.03.018.
Tadashi Honda 1,  Albena T Dinkova-Kostova,  Emilie David,  Eric M Padegimas,  Chitra Sundararajan,  Melean Visnick,  Ron Bumeister,  W Christian Wigley
Affiliations

Affiliation

  • 1 Department of Chemistry, Institute of Chemical Biology and Drug Discovery, State University of New York at Stony Brook, Stony Brook, NY 11794, USA. tadashi.honda@stonybrook.edu
PMID: 21441026 DOI: 10.1016/j.bmcl.2011.03.018
Abstract

To explore more potent N-acylimidazole analogues of CDDO than CDDO-Im, which is one of the most potent compounds in several widely used bioassays related to protection against inflammation and carcinogenesis; we have synthesized and evaluated five new N-acyl(acetylenic)imidazole analogues. Among them, 4-ethynylimidazole 4 is nearly equivalent to CDDO-Im in potency in these bioassays. Remarkably, the solid form of 4 is more stable than that of CDDO-Im. These findings suggest that 4 is a very promising anti-inflammatory and cytoprotective agent and its further preclinical evaluation is warranted.

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