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International Letters of Chemistry, Physics and Astronomy
Volume 58

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Infrared, 1H-NMR Spectral Studies of some Methyl 6-O-Myristoyl-α-D-Glucopyranoside Derivatives: Assessment of Antimicrobial Effects

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Abstract:

This study was carried out to regioselective myristoylation of methyl α-D-glucopyranoside (1) using the direct acylation method gave the corresponding methyl 6-O-myristoyl-α-D-glucopyranoside (2) in fair yield. A number of 2,3,4-tri-O-acyl derivatives (3-15) of this 6-O-substitution product using a wide variety of acylating agents were also prepared in order to obtain newer derivatives of synthetic and biological importance. The reaction conditions are reasonably simple and yields were very good. The structures of the title compounds (2-15) were established by using analytical, physicochemical techniques and spectroscopic data (IR and 1H-NMR). All the synthesized compounds were employed as test chemicals for in vitro antimicrobial functionality test against Gram-positive Bacillus subtilis, Staphylococcus aureus, Gram-negative Escherichia coli, Pseudomonas aeruginosa bacteria and plant pathogenic fungi Aspergillus niger and Candida albicans. For comparative studies, antimicrobial activity of standard antibiotics, Ampicillin and Nystatin were also carried out against these microorganisms. The study revealed that the tested samples exhibited moderate to good antibacterial and antifungal activities. It was also observed that the test substances were more effective against fungal phytopathogens than those of the human bacterial strains. Encouragingly, a number of tested chemicals showed nearest antibacterial and antifungal activities with the standard antibiotics employed.

Info:

Periodical:
International Letters of Chemistry, Physics and Astronomy (Volume 58)
Pages:
122-136
DOI:
https://doi.org/10.18052/www.scipress.com/ILCPA.58.122
Citation:
S. M.A. Kawsar et al., "Infrared, 1H-NMR Spectral Studies of some Methyl 6-O-Myristoyl-α-D-Glucopyranoside Derivatives: Assessment of Antimicrobial Effects", International Letters of Chemistry, Physics and Astronomy, Vol. 58, pp. 122-136, 2015
Online since:
Sep 2015
Authors:
Sarkar M.A. Kawsar, Khaleda Mymona, Refat Asma, Mohammad A. Manchur, Yasuhiro Koide, Yasuhiro Ozeki
Keywords:
Antibacterial, Inhibition, Methyl 6-O-Myristoyl-α-D-Glucopyranoside, Mycelial Growth, Spectroscopy, Synthesis
Export:
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Distribution:
Open Access

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