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[Synthesis and antimicrobial ivestigation of 8-quinolinols glucosaminides].

Bioorganicheskaia khimiia (2012-11-30)
T A Chupakhina, A M Katsev, V O Kur'ianov
ABSTRAKT

In the phase transfer system solid calcium carbonate--acetonitrile per acetylated O-beta-D-glucosaminides of 8-quinolinol, 2-methyl-8-quinolinol and 5-chloro-8-quinolinol were synthesized. Zemplen deacetylation was led to corresponding trioles. Obtained O-beta-D-glucosaminides were identified with 1H-NMR spectroscopy. Antimicrobial activity of deacetylated forms has been studied in a test of inhibition of bioluminescence of marine luminescent bacteria Vibrio fischeri F1 and method of the serial breeding on the museum steams of Escherichia coli, Agrobacterium tumefaciens, Bacillus cereus, Micrococcus luteus. It was established that glycosylation decrease antimicrobial activity in comparison with non-glycosilated 8-quinolinols.

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8-Quinolinol, PESTANAL®, analytical standard
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8-Quinolinol, puriss. p.a., ACS reagent, reag. Ph. Eur., ≥99% (perchloric acid titration)
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Sigma-Aldrich
8-Hydroxyquinoline
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8-Hydroxyquinoline, ACS reagent, 98.5%
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