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2004
Medicinal chemistry
V 1100
Novel Dual Inhibitors of Calpain and Lipid Peroxidation. — Four hybrid moleconsisting of a peptidic backbone of classical calpain inhibitors, a hydroxytet47- 212 cules
rahydrofuran group as a calpain pharmacophore, and a potent antioxidant part, are synthesized by a 4-step synthesis from leucine methyl ester. Calpain is very sensitive to the
nature of the antioxidant part and 2-substituted phenothiazines are superior to other antioxidants in the calpain and LPO tests. Hybrid compound (Ia) is a potent inhibitor of
isolated calpain as well as a powerful free radical scavenger. The prodrug of (Ia), (Ib),
is superior to (Ia) in cellular assays. Hybrids are much more active in the protection
against C6 glial cell death compared to Z-LL-H. — (AUVIN*, S.; PIGNOL, B.;
NAVET, E.; PONS, D.; MARIN, J.-G.; BIGG, D.; CHABRIER, P.-E.; Bioorg. Med.
Chem. Lett. 14 (2004) 14, 3825-3828; Beaufour-Ipsen Res. Lab., Dep. Med. Chem.,
Inst. Henri Beaufour, F-91966 Les Ulis, Fr.; Eng.) — H. Hoennerscheid
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