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9.
Synthesis, Spectroscopic
Characterization and in vitro Antibacterial Screening of some D-Glucose
Derivatives
S. M.
A. Kawsar1*, T. Hasan1, S. A. Chowdhury1,
M. M. Islam1, M. K. Hossain2 & M. A. Mansur3
1Laboratory
of Carbohydrate and Protein Chemistry, Department of Chemistry,
Faculty of Science, University of Chittagong, Chittagong-4331,
Bangladesh
2Department of Pharmacy, Faculty of Biological Science,
University of Chittagong, Chittagong-4331, Bangladesh
3Department of Microbiology, Faculty of Biological
Science, University of Chittagong, Chittagong-4331, Bangladesh
*Correspondence author: Tel.: +88-01762717081; fax: +88-031-2606014;
E-mail:
akawsarabe@yahoo.com
Abstract:
1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose (1) was easily
prepared by the treatment of D-glucose with anhydrous acetone,
concentrated sulfuric acid in presence of copper (II) sulphate
as a catalyst at room temperature in good yield. Using a wide
variety of acylating agents, a series of 3-O-acyl derivatives of
this diacetal were prepared in order to obtain newer components
for antibacterial screening experiments. Direct acylation method
was employed in this purpose. The chemical structures of the
newly synthesized compounds were elucidated by FTIR, 1H-NMR
spectroscopy and elemental analysis. All the synthesized D-glucofuranose
derivatives were also tested for their in vitro antibacterial
activity against some human pathogenic bacterial strains. The
study revealed that the acylated products exhibit moderate to
good antimicrobial activities. It was interesting to observe
that the selected compounds were more sensitive against
Gram-negative bacteria than that of the Gram-positive bacterial
strains.
Keywords: Synthesis, glucofuranose, structure, spectroscopy,
antibacterial.
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