Synthesis and characterization of some novel antimicrobial thiosemicarbazone O-carboxymethyl chitosan derivatives

Three novel thiosemicarbazone O-carboxymethyl chitosan derivatives were obtained via a condensation reaction of thiosemicarbazide O-carboxymethyl chitosan with o-hydroxybenzaldehyde, p-methoxybenzaldehyde, and p- chlorobenzaldehyde respectively. Their structures were characterized by elemental analy...

Full description

Saved in:
Bibliographic Details
Published in:International journal of biological macromolecules 2014-02, Vol.63, p.163-169
Main Authors: Mohamed, Nadia A., Mohamed, Riham R., Seoudi, Rania S.
Format: Article
Language:English
Subjects:
Anti-Infective Agents - chemical synthesis
Anti-Infective Agents - chemistry
Anti-Infective Agents - pharmacology
Antibacterial activity
Antifungal activity
Antifungal Agents - chemical synthesis
Antifungal Agents - chemistry
Antifungal Agents - pharmacology
Aspergillus fumigatus
Bacillus subtilis
Bacteria - drug effects
Candida albicans
Characterization
Chitosan - analogs & derivatives
Chitosan - chemical synthesis
Chitosan - chemistry
Chitosan - pharmacology
Escherichia coli
Fungi - drug effects
Geotrichum candidum
Microbial Sensitivity Tests
Spectrophotometry, Infrared
Staphylococcus aureus
Synthesis
Thiosemicarbazone O-carboxymethyl chitosan
Thiosemicarbazones - chemical synthesis
Thiosemicarbazones - chemistry
Thiosemicarbazones - pharmacology
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Three novel thiosemicarbazone O-carboxymethyl chitosan derivatives were obtained via a condensation reaction of thiosemicarbazide O-carboxymethyl chitosan with o-hydroxybenzaldehyde, p-methoxybenzaldehyde, and p- chlorobenzaldehyde respectively. Their structures were characterized by elemental analysis, FTIR, 13C NMR and X-ray diffraction. The antimicrobial behaviors of the prepared derivatives against three types of bacteria Staphylococcus aureus (S. aureus, RCMBA 2004), Bacillus subtilis (B. subtilis, RCMBA 6005), and Escherichia coli (E. Coli, RCMBA 5003) and three crops-threatening pathogenic fungi Aspergillus fumigatus (A. fumigatus, RCMBA 06002), Geotrichum candidum (G. candidum, RCMB 05098), and Candida albicans (C. albicans, RCMB 05035) were investigated. The results indicated that the antibacterial and antifungal activities of the investigated derivatives are much higher than those of the parent O-carboxymethyl chitosan. They were more potent in case of Gram-positive bacteria than Gram-negative bacteria. The presence of electron withdrawing chlorine atom on the aryl moiety of the aldehyde portion improved greatly antimicrobial activity to be nearly equivalent to the used standard drugs.
ISSN:0141-8130
1879-0003
DOI:10.1016/j.ijbiomac.2013.10.044