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  • Title: Novel squalene-hopene cyclase inhibitors derived from hydroxycoumarins and hydroxyacetophenones.
    Author: Cravotto G, Balliano G, Tagliapietra S, Oliaro-Bosso S, Nano GM.
    Journal: Chem Pharm Bull (Tokyo); 2004 Oct; 52(10):1171-4. PubMed ID: 15467228.
    Abstract:
    Squalene-hopene cyclase (SHC) is a useful model enzyme for predicting molecular interactions with oxidosqualene cyclase (OSC). Structure--activity relationships were investigated for numerous coumarin-derived inhibitors of SHC, and structural simplifications are suggested. Both umbelliferone and 2,4-dihydroxyacetophenone provide convenient starting nuclei for the design of SHC inhibitors. Derivatives bearing an omega-epoxyfarnesyl moiety or just a plain alkyl chain showed an inhibitory effect on a recombinant SHC from Alicyclobacillus acidocaldarius expressed in Escherichia coli.
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