Synthesis, characterization and microbial screening of some new methyl 4, 6-o-(4-methoxybenzylidene)-?-D-glucopyranoside Derivatives

Authors

  • Sarkar MA Kawsar Laboratory of Carbohydrate and Protein Chemistry, Department of Chemistry, Faculty of Science, University of Chittagong, Chittagong-4331
  • Abul K MS Kabir Recently deceased
  • Mohammad M R Bhuiyan Department of Chemistry, School of Science and Technology, University of New England, Armidale NSW 2351
  • Jannatul Ferdous Laboratory of Carbohydrate and Protein Chemistry, Department of Chemistry, Faculty of Science, University of Chittagong, Chittagong-4331
  • Mohammad S Rahman Department of Microbiology, Faculty of Biological Science, University of Chittagong, Chittagong-4331

DOI:

https://doi.org/10.3329/jbas.v37i2.17554

Keywords:

Synthesis, Glucopyranoside, Spectroscopic studies, Antimicrobial

Abstract

Regioselective pentanoylation of methyl 4,6-O-(4-methoxybenzylidene)-?-D-glucopyranoside by the direct acylation method provided the methyl 4,6-O-(4-methoxybenzylidene)-2-O-pentanoyl- ?-D-glucopyranoside in good yield. A number of 3-O-acyl derivatives of this 2-O-pentanoylation product were also prepared in order to obtain new compounds and also gather additional information for structure elucidation. The chemical structure of the newly synthesized compounds was characterized by analytical and spectral methods. Synthesized acylated derivatives of Dglucopyranoside were screened for in vitro antimicrobial activities against ten human pathogenic bacteria and four plant pathogenic fungi. The study revealed that the acylated products exhibited moderate to good antimicrobial activities. It was interesting to observe that the selected compounds were more sensitive against fungal phytopathogens than those of the bacterial strains.

DOI: http://dx.doi.org/10.3329/jbas.v37i2.17554

Journal of Bangladesh Academy of Sciences, Vol. 37, No. 2, 145-158, 2013

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Published

2014-01-05

How to Cite

Kawsar, S. M., Kabir, A. K. M., Bhuiyan, M. M. R., Ferdous, J., & Rahman, M. S. (2014). Synthesis, characterization and microbial screening of some new methyl 4, 6-o-(4-methoxybenzylidene)-?-D-glucopyranoside Derivatives. Journal of Bangladesh Academy of Sciences, 37(2), 145–158. https://doi.org/10.3329/jbas.v37i2.17554

Issue

Vol. 37 No. 2 (2013)

Section

Articles