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J Med Chem. 2006 Jul 13;49(14):4437-41.

Imidazole-dioxolane compounds as isozyme-selective heme oxygenase inhibitors.

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  • 1Department of Chemistry, Queen's University, Kingston, ON K7L 3N6, Canada.

Abstract

Several imidazole-dioxolane compounds were synthesized and evaluated as novel inhibitors of heme oxygenase (HO). These compounds, which include (2R,4R)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-methyl-1,3-dioxolane (1) hydrochloride, are structurally distinct from metalloporphyrin HO inhibitors and lack the aminothiophenol moiety of azalanstat. They were found to be highly selective for the HO-1 isozyme (stress induced) and had substantially less inhibitory potency toward HO-2, the constitutive isozyme. These imidazole-dioxolane compounds are the first of their type known to exhibit this isozyme-selective HO inhibition.

PMID:
16821802
DOI:
10.1021/jm0511435
[PubMed - indexed for MEDLINE]
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