A Rapid and Convenient Synthesis of α and β Forms of Acetylated Derivatives of Sugars under Microwave Irradiation.

Patil, Basanagoud S.; Babu, Vommina V. Suresh

doi:10.1002/chin.200441187

Cited by 2 publications

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“…An isolated doublet around 5.3 ppm is due to anomeric proton from glucose unit (1H-Clcp). The structure of 1′,2,3,3′,4,4′,6,6′-octa-O-acetylsucrose was additionally confirmed by the 13 C NMR spectrum (Fig. 3), where eight chemical shifts, characteristic for acetyl carbonyl, had clearly appeared at 170.72, 170.50, 170.13, 170.11, 170.05, 169.91, 169.68 and 169.53 ppm.…”

Section: F I G 2 -Ft-ir Spectra Of Sucrose (-) and Octa-o-acetylsucmentioning

confidence: 72%

“…NMR analysis Similarly, the 1 H and 13 C NMR spectra of the sucrose octaacetate were recorded on a Bruker Advance III 500 MHz spectrometer using CDCl 3 as a solvent. 13 C NMR spectrum was recorded operating at 151 MHz.…”

Section: Ft-ir Spectroscopymentioning

confidence: 99%

“…13 C NMR spectrum was recorded operating at 151 MHz. All chemical shifts were reported in ppm with reference to TMS.…”

Section: Ft-ir Spectroscopymentioning

confidence: 99%

“…The novel approach to the acetylation of sucrose includes lipase-catalyzed esterification of partially acetylated sucrose for the production of biodegradable and biocompatible emulsifiers 12 . 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 .…”

Section: Introductionmentioning

confidence: 99%

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

Petkova¹

2018

Chem.Biochem.Eng.Q.

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Sucrose octaacetate (octa-O-acetylsucrose) has been synthesized by esterification of sucrose with acetic anhydride using ultrasound-assisted irradiation. This sucrose ester is a white, water-insoluble substance with a bitter taste. The FT-IR and NMR spectra confirmed acetylation and revealed the hydrophobic incorporation in sucrose molecule. Furthermore, the foamability, foam stability, emulsification and antimicrobial properties of octa-O-acetylsucrose were evaluated. Foams and 50 % (oil/water) model emulsions were prepared with 2 % (w/w) octa-O-acetylsucrose. The obtained results demonstrate the formation of emulsions and foams with high stability (50-70 %). The antimicrobial activity of octa-O-acetylsucrose was evaluated against seventeen microorganisms (Gram-positive and Gram-negative bacteria, yeasts, and fungi). Octa-O-acetylsucrose inhibited the growth of fungi Penicillium sp., Rhizopus sp. and Fusarium moniliforme at 5 mg cm -3 , and yeasts Candida albicans at 1 mg cm -3. Inhibition against Gram-positive and Gram-negative bacteria was not observed. The obtained results demonstrate the potential applications of octa-O-acetylsucrose as a foaming agent, oil-in-water emulsion stabilizer, and antifungal substance in pharmaceutical and cosmetic preparations.

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Section: F I G 2 -Ft-ir Spectra Of Sucrose (-) and Octa-o-acetylsucmentioning

confidence: 72%

Section: Ft-ir Spectroscopymentioning

confidence: 99%

“…13 C NMR spectrum was recorded operating at 151 MHz. All chemical shifts were reported in ppm with reference to TMS.…”

Section: Ft-ir Spectroscopymentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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

Petkova¹

2018

Chem.Biochem.Eng.Q.

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“…Until now acetylation of inulin was performed in solvent media consisted of toxic solvents as pyridine and N,N-dimethylformamide for long reaction time under heating or at room temperature [22][23][24][25]. Patil and Babu [29] demonstrated efficient acetylation of mono-and disaccharides by microwave irradiation without solvent only with catalysts. Recently, Petkova et al successfully obtained inulin acetates with antimicrobial potential by conventional acetylation only with catalyst in good yields [27].…”

Section: Introductionmentioning

confidence: 99%

Microwave Synthesis of Inulin Acetate as Potential Bio-Based Additive for Poly(Vinyl Chloride)

Vassilev¹,

Petkova²,

Denev³

2018

Journal of Renewable Materials

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The paper presents the findings of an experimental study on the microwave synthesis (MW) of inulin acetate and its possible application as bio-additive in poly(vinyl chloride) (PVC). The obtained inulin acetate has been identified and characterized by spectroscopic methods. Advantages of the MW compared with the conventional synthesis were defined. In order to evaluate possible application of the product as bio-based additive for polymers, effect of the inulin ester on PVC behavior and characteristics has been investigated by differential scanning calorimetry (DSC) and deformation upon extension. Experimental results show that in concentration range up to 30.0 wt. % the inulin ester influences positively the properties of PVC causing effect similar to plasticizing one. At concentration over 30 wt.% the ester shows more specific behavior, which will be further investigated. Conclusions about potential application of MW synthesized inulin acetate as bio-based additive for PVC have been drawn.

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A Rapid and Convenient Synthesis of α and β Forms of Acetylated Derivatives of Sugars under Microwave Irradiation.

Abstract: For Abstract see ChemInform Abstract in Full Text.

Cited by 2 publications

References 0 publications

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

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

Microwave Synthesis of Inulin Acetate as Potential Bio-Based Additive for Poly(Vinyl Chloride)

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