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. (C) 2011 Elsevier Ltd. All rights reserved.
Original language | English |
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Pages (from-to) | 2188-2191 |
Number of pages | 4 |
Journal | Bioorganic & Medicinal Chemistry Letters |
Volume | 21 |
Issue number | 8 |
DOIs | |
Publication status | Published - 15 Apr 2011 |
Keywords
- Triterpene
- Oleanolic acid
- Acetylenicimidazole
- Inhibitors of nitric oxide production
- Inducers of heme oxygenase-1
- NQO1
- NITRIC-OXIDE PRODUCTION
- URSANE TRITERPENOIDS
- MOUSE MACROPHAGES
- PROTECTION
- INHIBITORS
- AFLATOXIN
- PATHWAYS
- OLEANANE
- RING