Benzenesulfonylation of Methyl α-D-Glucopyranoside: Synthesis, Characterization and Antibacterial Screening

Kawsar, Sarkar M.A.; Nishat, Samia S.B.S.; Manchur, Mohammad A.; Ozeki, Yasuhiro

doi:10.18052/www.scipress.com/ILCPA.64.95

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Benzenesulfonylation of Methyl α-D-Glucopyranoside: Synthesis, Characterization and Antibacterial Screening

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Abstract:

A novel series of benzenesulfonyl derivatives of methyl α-D-glucopyranoside (1) were synthesized by reacting benzenesulfonyl chloride in pyridine followed by direct acylation method to yield 6-O-benzenesulfonyl derivative (2). In order to obtain newer products for antibacterial evaluation studies, the 6-O-benzenesulfonyl derivative was further transformed to a series of 2,3,4-tri-O-acyl derivatives (3-11) containing a wide variety of functionalities in a single molecular framework. All the synthesized compounds have been confirmed by IR, ¹H NMR and elemental analysis. These newly synthesized compounds were screened for in vitro antibacterial activity against some human pathogenic bacterial strains. The study revealed that the acylated products exhibit moderate to good antibacterial activities. It was interesting to observe that the selected compounds were more sensitive against Gram-Ve bacteria than that of the Gram-+Ve bacterial strains.

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Periodical:

International Letters of Chemistry, Physics and Astronomy (Volume 64)

Pages:

95-105

DOI:

https://doi.org/10.18052/www.scipress.com/ILCPA.64.95

Citation:

S. M.A. Kawsar et al., "Benzenesulfonylation of Methyl α-D-Glucopyranoside: Synthesis, Characterization and Antibacterial Screening", International Letters of Chemistry, Physics and Astronomy, Vol. 64, pp. 95-105, 2016

Online since:

February 2016

Authors:

Sarkar M.A. Kawsar, Samia S.B.S. Nishat, Mohammad A. Manchur, Yasuhiro Ozeki

Keywords:

Antibacterial, Glucopyranoside, Inhibition, Organisms, Spectroscopy, Synthesis

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Open Access

This work is licensed under a
Creative Commons Attribution 4.0 International License

References:

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[2] M. Bulbul, T. Chowdhury, M. Misbah, J. Ferdous, S. Dey, I. Hasan, Y. Fujii, Y. Ozeki, S. Kawsar, "Synthesis of new series of pyrimidine nucleoside derivatives bearing the acyl moieties as potential antimicrobial agents", Pharmacia, Vol. 68, p. 23, 2021

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