Studies on Acetylenic Compounds. XLVI. The Reactions of Acetylenic Compounds with Thiourea or Ammonium Dithiocarbamate
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4a,5-Cycloaddiction reactions of acetylenic compounds at the flavoquinone nucleus as mechanisms of flavoprotein inhibitions.
Photochemically, covalent cycloaddition products of flavoquinone and acetylenic enzyme inhibitors have been prepared and elucidated, which appear analogous to flavoprotein-inhibitor complexes (monoamine and lactate oxidase). The additions occur with inhibitors of general type H C = C — C H < at the C (4a )=N(5 ) azomethine grouping of oxidized flavin. The spectral properties of adducts and thei...
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The discovery and development of an efficient ene carbocyclization of 1,3-dicarbonyl compounds bearing pendent terminal alkyne substituents under 3-nitrobenzeneboronic acid catalysis is described. The reaction is efficient, easy to perform and general to a wide range of ketoester substrates.
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Two pairs of diastereoisomeric acetylenic norlignan compounds with PhCH(OR(1))CH(OR(2))CH(2)C triple bond CPh skeleta: (1R, 2R)-1-O-methylnyasicoside (1) and (1S, 2R)-1-O-methylnyasicoside (2), and (1R, 2R)-crassifogenin D (3) and (1S, 2R)- crassifogenin D (4), were isolated from the ethanolic extract of rhizomes of Curculigo crassifolia. Compounds 3 and 4 are new and their structures were eluc...
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Hetaryl-substituted thiochalcones react with acetylenic monoand diesters in the THF solution in the presence of LiClO4 at 65°C to give, after 24h, 4H-thiopyran carboxylates and dicarboxylates, respectively, in moderate to good yields. The same reactions were performed also in the THF solution without a catalyst under microwave irradiation. In that case, the reaction time was reduced to three mi...
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Propargyl-linked antifolates that target dihydrofolate reductase are potent inhibitors of several species of pathogenic bacteria and fungi. This novel class of antifolates possesses a relatively uncommon acetylenic linker designed to span a narrow passage in the enzyme active site and join two larger functional domains. Because the use of alkyne functionality in drug molecules is limited, it wa...
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ژورنال
عنوان ژورنال: Chemical and Pharmaceutical Bulletin
سال: 1968
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.16.1351