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  • Title: [Pyrano[3,4-c]quinolines from 1-desaza--oxa-nifedipine].
    Author: Görlitzer K, Trittmacher J, Jones PG, Frohberg P, Drutkowski G.
    Journal: Pharmazie; 2003 Aug; 58(8):539-42. PubMed ID: 12967028.
    Abstract:
    Pyrano[3,4-c]quinolines from 1-desaza-1-oxa-nifedipine The reaction of the 1,5-diketone 1 with acetic anhydride/acetic acid in the presence of zinc chloride yields the 1-desaza-1-oxa-nifedipine 2 and the annulated lactone 3 as a by-product. The structures of 2 and 3 are confirmed by X-ray structure analysis. The pH-dependent reduction of the nitro group from 2 leads to the pyrano[3,4-c]quinolines 4Aa, b by ring closure. The cyclic hydroxamic acid 4Aa represents a weak, non-selective inhibitor of 5-, 12- and 15-lipoxygenase of human full-blood.
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