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" Tricyclic azoloquinolines "
Viktor Milata Affiliation: Department of Organic Chemistry, Faculty of Chemical Technology, Slovak Technical University, SK-812 37 Bratislava, Slovak Republic
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BL
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786519
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b606534
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Viktor Milata Affiliation: Department of Organic Chemistry, Faculty of Chemical Technology, Slovak Technical University, SK-812 37 Bratislava, Slovak Republic
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Tricyclic azoloquinolines\ Viktor Milata Affiliation: Department of Organic Chemistry, Faculty of Chemical Technology, Slovak Technical University, SK-812 37 Bratislava, Slovak Republic
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9780120207787
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This chapter reviews that azoloquinolines are an interesting group of compounds. Some natural products contain a built-in azoloquinoline skeleton: Nybomycin is an antibiotic with fused oxazoloquinoline skeleton, isolated from Streptomyces cultures and is quite active against Gram-positive bacteria, but insoluble. The degradation product, deoxynybomycin, produced by Streptomyces hyalinum <ce:italic>n</ce:italic>., sp. Hamada et Yakayama, indicated somewhat higher activity compared with nybomycin itself. It discusses that thiazolopyridoacridine alkaloids obtained from marine sources, kuanoniamines, bright yellow metabolites from the mollusk Chelynotus semperi, display only modest cytotoxicity. They strongly coordinate divalent ions and are pH indicators, their color changing from yellow to deep burgundy under acidic conditions. It also reviews that there exist two main strategies for the preparation of azoloquinolines. The first one exploits the pyridine ring closure starting from the appropriately substituted aminoethylene derivatives. The second strategy involves cyclization of the corresponding ortho-disubstituted quinolines giving a single product. This is the best method for preparing linearly annelated azoloquinolines.
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Viktor Milata Affiliation: Department of Organic Chemistry, Faculty of Chemical Technology, Slovak Technical University, SK-812 37 Bratislava, Slovak Republic
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