In living organisms and in our everyday lives, carbohydrates play an essential role. Given the importance of carbohydrates, the current global health and disease situation requires the development of a new method for synthesising carbohydrate-based medicines. In the present analysis, by reaction with 2,6-dichlorobenzoyl chloride, methyl 4,6-O-benzylidene-alpha-D-glucopyranoside was selectively converted to methyl 4,6-Obenzylidene-2-O-(2,6-dichlorobenzoyl)-alpha-D-glucopyranoside by direct method at good yield. A series of 3-Oacyl derivatives of this 2-substitution product were also prepared using a wide range of acylating agents. These synthesised derivatives were screened against ten human pathogenic bacteria and three fungal phytopathogens for in vitro antimicrobial activity. The study showed that promising antibacterial and antifungal behaviours were demonstrated by the acylated derivatives. Acylated derivatives were found to be more effective than those of bacterial pathogens against fungal strains. A good number of derivatives of methyl 4,6-O-benzylidene-alpha-D-glucopyranoside demonstrated stronger antimicrobial activity than regular antibiotics, however. Improving the bioactivity of these compounds is therefore expected to contribute significantly in the future to the design of more antimicrobial agents for therapeutic use.
Sarkar M. A. Kawsar
Laboratory of Carbohydrate and Nucleoside Chemistry (LCNC), Department of Chemistry, Faculty of Science, University of Chittagong, Chittagong-4331, Bangladesh.
Laboratory of Functional Morphology, Graduate School of Pharmaceutical Sciences, Nagasaki International University, Nagasaki 859-3298, Japan.
Dr. Yasuhiro Ozeki
Laboratory of Glycobiology and Marine Biochemistry, Department of Life and Environmental System Science, Graduate School of NanoBiosciences, Yokohama City University, Yokohama 236-0027, Japan.
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