Synthesis, characterization and antibacterial activity of new fluorescent chitosan derivatives.
The present work aims to the development of innovative new derivatives of chitosan that can be used for medical applications. This innovation is based on the synthesis and characterization of chitosan-g-aminoanthracene derivatives. Thus, N-(anthracen-9-yl)-4,6-dichloro-[1,3,5]-triazin-2-amine (AT) reacted with chitosan by the following steps: at first, cyanuric chloride reacted with 9-aminoanthracene to obtain N-(anthracen-9-yl)-4,6-dichloro-[1,3,5]-triazin-2-amine (AT), then the AT reacted with chitosan to obtain (CH-g-AT). The final product of CH-g-AT was separated, purified and re-crystallized by dioxane. The structure of the prepared chitosan derivatives was confirmed by FTIR-ATR, solid-NMR, TGA, X-RD, and DSC. The new chitosan derivatives showed fluorescence spectra in liquid and in solid state as well. CH-g-AT showed also high antibacterial activity against gram -ve species (Escherichia coli).
Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, Pardubice CZ-532 10, Czech Republic; Institute of Polymeric Materials, Faculty of Chemical Technology, University of Pardubice, Studentská 573, Pardubice CZ-532 10, Czech Republic.
Hana
H
Přichystalová
Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, Pardubice CZ-532 10, Czech Republic; Institute of Polymeric Materials, Faculty of Chemical Technology, University of Pardubice, Studentská 573, Pardubice CZ-532 10, Czech Republic. Electronic address: almonasy@gmail.com.
Numan
N
Almonasy
Central European Institute of Technology (CEITEC), Brno University of Technology, Brno, Czech Republic; Textile Research Divisions, National Research Centre, Dokki, Cairo, Egypt. Electronic address: abdel-mohsen@ceitec.vutbr.cz.
A M
AM
Abdel-Mohsen
Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, Pardubice CZ-532 10, Czech Republic.
Rasha M
RM
Abdel-Rahman
Petrochemical Research Chair, Chemistry Department, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia; Textile Research Divisions, National Research Centre, Dokki, Cairo, Egypt.
Moustafa M G
MM
Fouda
Central European Institute of Technology (CEITEC), Brno University of Technology, Brno, Czech Republic.
L
L
Vojtova
Institute of Macromolecular Chemistry, Academy of Sciences of the Czech Republic, Heyrovského nám. 2, 162 06 Praha 6, Czech Republic.
Libor
L
Kobera
Central European Institute of Technology (CEITEC), Brno University of Technology, Brno, Czech Republic.
Zdenek
Z
Spotz
Institute of Polymeric Materials, Faculty of Chemical Technology, University of Pardubice, Studentská 573, Pardubice CZ-532 10, Czech Republic.
Ladislav
L
Burgert
Central European Institute of Technology (CEITEC), Brno University of Technology, Brno, Czech Republic; Institute of Materials Chemistry, Brno University of Technology, Czech Republic.
J
J
Jancar
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D060326:Chemistry Techniques, Synthetic; D048271:Chitosan / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004355:Drug Stability; D004926:Escherichia coli / Q000187:drug effects; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013696:Temperature
D000900:Anti-Bacterial Agents; D005456:Fluorescent Dyes; D048271:Chitosan
Antibacterial activity; Chitosan derivatives; Fluorescence