About: Preparation, characterization and antibacterial activity of 1-monoacylglycerol of adamantane-1-carboxylic acid     Goto   Sponge   NotDistinct   Permalink

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  • A nontraditional monoacylglycerol, 1-monoacylglycerol of adamantane-1-carboxylic acid (2,3-dihydroxypropyl adamantane-1-carboxylate), has been prepared using the direct addition of adamantane-1-carboxylic acid to glycidol. Several reaction conditions were examined in order to improve the reaction yield. Based upon the results of these experiments, the following conditions were recommended: glycidol at 80% molar excess, molar ratio of the adamantane-1-carboxylic acid and toluene as a solvent 1:10, chromium (III) acetate hydroxide as a catalyst (0.5% w/w), 96C. Final reaction product with conversion higher than 98% was further analyzed using high-performance liquid chromatography, gas chromatography-mass spectrometry, nuclear magnetic resonance analysis and differential scanning calorimetry. The effect exhibited by 2,3-dihydroxypropyl adamantane-1-carboxylate against important species of Gram-positive and Gram-negative bacteria was assessed. Results showed that 2,3-dihydroxypropyl adamantane-1-carboxylate at concentrations 1,000-1,500μg/mL is able to effectively suppress the growth of Gram-positive bacteria; Gram-negative species were less sensitive. Practical Applications: Monoacylglycerols and their derivatives are widely used emulsifiers in the food and cosmetic industry. Besides emulsifying properties, monoacylglycerols with a broad spectrum of microbicidal activity could have beneficial effect by reducing the undesirable microbial flora and extending the shelf life in food or cosmetic products. The aim of this study is to find a suitable antimicrobial agent that could be used as part of food packaging materials and food foils. Copyright 2012 Wiley Periodicals, Inc.
  • A nontraditional monoacylglycerol, 1-monoacylglycerol of adamantane-1-carboxylic acid (2,3-dihydroxypropyl adamantane-1-carboxylate), has been prepared using the direct addition of adamantane-1-carboxylic acid to glycidol. Several reaction conditions were examined in order to improve the reaction yield. Based upon the results of these experiments, the following conditions were recommended: glycidol at 80% molar excess, molar ratio of the adamantane-1-carboxylic acid and toluene as a solvent 1:10, chromium (III) acetate hydroxide as a catalyst (0.5% w/w), 96C. Final reaction product with conversion higher than 98% was further analyzed using high-performance liquid chromatography, gas chromatography-mass spectrometry, nuclear magnetic resonance analysis and differential scanning calorimetry. The effect exhibited by 2,3-dihydroxypropyl adamantane-1-carboxylate against important species of Gram-positive and Gram-negative bacteria was assessed. Results showed that 2,3-dihydroxypropyl adamantane-1-carboxylate at concentrations 1,000-1,500μg/mL is able to effectively suppress the growth of Gram-positive bacteria; Gram-negative species were less sensitive. Practical Applications: Monoacylglycerols and their derivatives are widely used emulsifiers in the food and cosmetic industry. Besides emulsifying properties, monoacylglycerols with a broad spectrum of microbicidal activity could have beneficial effect by reducing the undesirable microbial flora and extending the shelf life in food or cosmetic products. The aim of this study is to find a suitable antimicrobial agent that could be used as part of food packaging materials and food foils. Copyright 2012 Wiley Periodicals, Inc. (en)
Title
  • Preparation, characterization and antibacterial activity of 1-monoacylglycerol of adamantane-1-carboxylic acid
  • Preparation, characterization and antibacterial activity of 1-monoacylglycerol of adamantane-1-carboxylic acid (en)
skos:prefLabel
  • Preparation, characterization and antibacterial activity of 1-monoacylglycerol of adamantane-1-carboxylic acid
  • Preparation, characterization and antibacterial activity of 1-monoacylglycerol of adamantane-1-carboxylic acid (en)
skos:notation
  • RIV/70883521:28110/13:43870028!RIV14-MSM-28110___
http://linked.open...avai/predkladatel
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • Z(MSM7088352101)
http://linked.open...iv/cisloPeriodika
  • 5
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
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http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 98967
http://linked.open...ai/riv/idVysledku
  • RIV/70883521:28110/13:43870028
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • monoacylglycerol, adamantane, antibacterial activity (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • US - Spojené státy americké
http://linked.open...ontrolniKodProRIV
  • [8C737F55009A]
http://linked.open...i/riv/nazevZdroje
  • JOURNAL OF FOOD BIOCHEMISTRY
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 37
http://linked.open...iv/tvurceVysledku
  • Buňková, Leona
  • Doležálková, Iva
  • Janiš, Rahula
  • Slobodian, Petr
  • Vícha, Robert
http://linked.open...ain/vavai/riv/wos
  • 000325460300005
http://linked.open...n/vavai/riv/zamer
issn
  • 0145-8884
number of pages
http://bibframe.org/vocab/doi
  • 10.1111/jfbc.12005
http://localhost/t...ganizacniJednotka
  • 28110
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