Ultrasound-Assisted Synthesis of Sucrose and Fructooligosaccharides Esters as Bio-Plasticizers

“Green” Synthesis of Sucrose Octaacetate and Characterization of Its Physicochemical Properties and Antimicrobial Activity

“…The water activity of the synthesized esters was lower than the initial sucrose. The a w values of the sucrose octaacetate were in the range of 0.390 to 0.406, which were in accordance with our previous reports on alkylated carbohydrates 5 Sucrose and its octaacetate esters were dissolved in 95 % ethanol and analyzed by thin-layer chromatography (TLC). The spots of synthesized esters (3) coincided with R f values of commercial standard octa-O-acetylsucrose (Sigma) (2), whereas R f values obtained for all sucrose octaacetate were found to be 0.9, therefore, it was possible to consider that the desired sugar esters had been obtained.…”

“…Influence of structure on the antimicrobial activity of octa-O-acetylsucrose was studied. It was confirmed that short acetyl moiety of sucrose esters is unable to affect the growth of Gram-positive and Gram-negative bacteria in comparison with sucrose laurinate and undecylate ester that possess strong antimicrobial activity 3,5,23,24,28 . Because of its antifungal activity, proved by the experiments, octa-O-acetylsucrose could be successfully applied in agriculture for development of new formula in prospective crop and plant protection, for example, environmentally friendly fungicide based on sucrose esters.…”

“…Some reports have demonstrated the acetylation of various mono-and disaccharides with Ac 2 O-NaOAc under microwave and conventional conditions [13][14][15] . Some encouraging results have been published in relation to the acetylation of lactose by ultrasound-assisted irradiation 14 and in the modification of some long chain fatty acids sucrose esters 4,5,16 . So far, no detailed results have been published regarding the acetylation of sucrose using the environmentally friendly approach of cavitation caused by ultrasonic waves.…”

“…In general, monoesters were more active than diesters, but in some cases, polyesters also demonstrate good activity 2,3,5,21 . To the best of our knowledge, the octaacetate esters of sucrose are little investigated for antimicrobial activity.…”

“…Sucrose fatty acid esters have been the cause of increased interest as odorless, nontoxic, and biodegradable nonionic surfactants with a large scale application in the food industry as emulsifiers, anti-fungal and anti-bacterial agents [1][2][3][4][5] , edible coating reagents 6 , solubilizator and detergents in cosmetics and pharmaceuticals 7 , insecticides in agriculture [7][8][9] and as bio-plasticizers in engineering [5][6][7] . In addition, sugar esters are produced from cheap and available renewable raw materials 8,9 .…”