Monday, 24 March 2025

Enhancing Antibacterial Activity through Structural Modification by Benzenesulfonylation of Methyl α-D-Glucopyranoside | Chapter 2 | Recent Developments in Chemistry and Biochemistry Research Vol. 8

The significance of carbohydrates necessitates the development of a new approach to producing prescription drugs based on carbohydrates in the current context of global health and illness. This study investigated the synthesis of a novel series of benzenesulfonyl derivatives of methyl α-D-glucopyranoside (MGP) by reacting benzenesulfonyl chloride in pyridine followed by direct acylation to yield a 6-O-benzenesulfonyl derivative (2). To obtain newer products for antibacterial evaluation studies, the 6-O-benzenesulfonyl derivative was further transformed into a series of 2,3,4-tri-O-acyl derivatives (3--11) containing a wide variety of functionalities in a single-molecule framework. To determine the structures of these derivatives, spectral and elemental analyses were performed. In vitro, antibacterial screening was performed against two gram-positive and two gram-negative human pathogenic bacterial strains. The D-glucopyranoside derivatives exhibited moderate to good antibacterial activities. Interestingly, the proposed compounds showed greater sensitivity against gram-negative bacteria than against gram-positive bacteria. In conclusion, the outcomes of this work indicate that benzenesulfonyl-based MGP compounds have significant potential as antibacterial agents for treating infectious diseases.

 

Author (s) Details

 

Sarkar M. A. Kawsar
Laboratory of Carbohydrate and Nucleoside Chemistry (LCNC), Department of Chemistry, Faculty of Science, University of Chittagong, Chittagong-4331, Bangladesh.

 

Please see the book here:- https://doi.org/10.9734/bpi/rdcbr/v8/2614 

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