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      Thiocarbamyl Norfloxacin 유도체의 합성 및 항균작용 = Syntheses of Thiocarbamyl Norfloxacin Derivatives and their Antimicrobial Activities

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      https://www.riss.kr/link?id=A30056603

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      다국어 초록 (Multilingual Abstract)

      Eleven new l-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-N-(substituted)-thiocarbamyl-piperazin- yl]-3-quinolinecarboxylic acid derivatives (R- methyl, n-propyl, isopropyl, n-butyl, isobutyl, phenyl, 4-chorophenyl, 4-methylphenyl,4-methylphenyl, 4-ethoxyphenyl, m-naphthyl) and their pivaloyloxyme-thyl esters were synthesized and evaluated for their antimicrobial activities.
      1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-N-(substiuted)-thiocarbamyl-1-piperazinyl]-3-quino-linecarboxylic acid derivatives were prepared by the reaction of alkyl-and arylisothiocyanates with 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperainyl)-3-quinolinecarboxylic acid (Norfloxa-cin).
      Treatment of 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-N-(substituted)-thiocarbamyl-1-piper-azinyl]-3-quinolinecarboxylic acids with pivaloyloxymethy]chloride afforded eleven 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-N-(substiuted)-thiocarbamyl-1-piperazinyl]-3-quinolinecarboxylic acid pivaloyoxymethyl esters.
      The synthesized compounds were examined their antimicrobial activities against Escheri-chia coli 6-PE-4, Staphylococcus aureus CHA 79110, Bacillus subtilis 74-51, Klebsiella pneumo-niae. Proteus vulgaris 78615, and Pseudomonas aeruginosa /8765-1P_2, in vitro.
      The results obtained were as follows;
      1. The most active ester compound[23], 1-ethyl-6-fluoro-1-4-dihydro-4-oxo-7-[4-N-(methyl)-thiocarbamyl-1-piperazinyl]-3-quinolinecarboxylic acid pivaloyoxymethyl ester, inhibited the growth of Escherichia coli at the concentration of 3.90㎍/mℓ, Staphylococcus aureus at 7.81㎍/mℓ, Bacillus subtilis at 0.06㎍/mℓ, Klebsiella pneumoniac at 1.95㎍/mℓ, Proteus vul-garis at 15.63㎍/mℓ, and Pseudomonas aeruginosa at 15.63㎍/mℓ, respectively.
      2.In general, aliphatic substituted thiocarbamyl norfloxacin pivaloyloxymethyl esters showed more potent antimicrobial activities than those of aromatic substituted thiocarbamyl norflox-acin esters.
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      Eleven new l-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-N-(substituted)-thiocarbamyl-piperazin- yl]-3-quinolinecarboxylic acid derivatives (R- methyl, n-propyl, isopropyl, n-butyl, isobutyl, phenyl, 4-chorophenyl, 4-methylphenyl,4-methylphenyl, 4-ethoxyphe...

      Eleven new l-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-N-(substituted)-thiocarbamyl-piperazin- yl]-3-quinolinecarboxylic acid derivatives (R- methyl, n-propyl, isopropyl, n-butyl, isobutyl, phenyl, 4-chorophenyl, 4-methylphenyl,4-methylphenyl, 4-ethoxyphenyl, m-naphthyl) and their pivaloyloxyme-thyl esters were synthesized and evaluated for their antimicrobial activities.
      1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-N-(substiuted)-thiocarbamyl-1-piperazinyl]-3-quino-linecarboxylic acid derivatives were prepared by the reaction of alkyl-and arylisothiocyanates with 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperainyl)-3-quinolinecarboxylic acid (Norfloxa-cin).
      Treatment of 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-N-(substituted)-thiocarbamyl-1-piper-azinyl]-3-quinolinecarboxylic acids with pivaloyloxymethy]chloride afforded eleven 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-N-(substiuted)-thiocarbamyl-1-piperazinyl]-3-quinolinecarboxylic acid pivaloyoxymethyl esters.
      The synthesized compounds were examined their antimicrobial activities against Escheri-chia coli 6-PE-4, Staphylococcus aureus CHA 79110, Bacillus subtilis 74-51, Klebsiella pneumo-niae. Proteus vulgaris 78615, and Pseudomonas aeruginosa /8765-1P_2, in vitro.
      The results obtained were as follows;
      1. The most active ester compound[23], 1-ethyl-6-fluoro-1-4-dihydro-4-oxo-7-[4-N-(methyl)-thiocarbamyl-1-piperazinyl]-3-quinolinecarboxylic acid pivaloyoxymethyl ester, inhibited the growth of Escherichia coli at the concentration of 3.90㎍/mℓ, Staphylococcus aureus at 7.81㎍/mℓ, Bacillus subtilis at 0.06㎍/mℓ, Klebsiella pneumoniac at 1.95㎍/mℓ, Proteus vul-garis at 15.63㎍/mℓ, and Pseudomonas aeruginosa at 15.63㎍/mℓ, respectively.
      2.In general, aliphatic substituted thiocarbamyl norfloxacin pivaloyloxymethyl esters showed more potent antimicrobial activities than those of aromatic substituted thiocarbamyl norflox-acin esters.

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