Chemistry (all); Chemical Engineering (all); General Chemical Engineering; General Chemistry
Abstract :
[en] During the past years, the synthesis of polymer prodrug structures, based on natural phytochemical compounds with a great range of valuable biological properties, has become a promising solution in cancer prevention, imaging, and detection. Curcumin (Curc) remains one of the most studied natural products, due to the impressive palette of biological properties and the possibility to be easily loaded in various micro- and nanostructures and chemically modified. In this study, pegylated curcumin derivatives were prepared by a direct esterification reaction between poly(ethylene glycol)diacid (PEG of 600 g/mol molar mass, PEG600) and Curc in the presence of N,N'-dicyclohexylcarbodiimide (PEG600-Curc). The successful reaction resulted in a water-soluble stable product that was characterized by infrared spectroscopy (Fourier transform infrared (FT-IR)) and proton (1H) and carbon (13C) NMR. The effect of the pH values of buffer solutions on PEG600-Curc spectral properties (absorption and photoluminescence) was investigated by UV-vis and fluorescence spectrophotometry. Based on the biological tests, it was confirmed that PEG600-Curc exhibits cytotoxic activity against Graffi cell lines, as a function of the Curc concentration in the conjugate and the incubation time. PEG600-Curc antibacterial activity was validated in microbiological tests against pathogenic microorganisms such as Staphylococcus aureus. Most importantly, despite the covalent attachment of Curc to PEG and the slight reduction in the therapeutic index of the conjugate, both the anticancer and antimicrobial activities remain the highest reported, thus opening the gate for further, more clinically oriented studies.
Research center :
CIRMAP - Centre d'Innovation et de Recherche en Matériaux Polymères
Disciplines :
Materials science & engineering
Author, co-author :
Yakub, Guldjan; Laboratory of Bioactive Polymers, Institute of Polymers, Bulgarian Academy of Sciences, Acad. G. Bonchev St, Bl. 103A, BG-1113Sofia, Bulgaria
Manolova, Nevena E; Laboratory of Bioactive Polymers, Institute of Polymers, Bulgarian Academy of Sciences, Acad. G. Bonchev St, Bl. 103A, BG-1113Sofia, Bulgaria
Rashkov, Iliya B; Laboratory of Bioactive Polymers, Institute of Polymers, Bulgarian Academy of Sciences, Acad. G. Bonchev St, Bl. 103A, BG-1113Sofia, Bulgaria
Markova, Nadya; Institute of Microbiology, Bulgarian Academy of Sciences, Acad. G. Bonchev St, bl. 26, BG-1113Sofia, Bulgaria
Toshkova, Reneta; Institute of Experimental Morphology, Pathology and Anthropology with Museum, Bulgarian Academy of Sciences, Acad. G. Bonchev St, bl. 25, 1113Sofia, Bulgaria
Georgieva, Ani; Institute of Experimental Morphology, Pathology and Anthropology with Museum, Bulgarian Academy of Sciences, Acad. G. Bonchev St, bl. 25, 1113Sofia, Bulgaria
R400 - Institut de Recherche en Science et Ingénierie des Matériaux
Funders :
F?d?ration Wallonie-Bruxelles European Regional Development Fund Fonds De La Recherche Scientifique - FNRS
Funding text :
The authors gratefully acknowledge the bilateral cooperation between the Bulgarian Academy of Sciences and WBI/FRS-FNRS-Belgium. The members of the SMPC laboratory A.T., R.M., J.-M.R., and P.D. also acknowledge the support from Wallonia and the European Community (FEDER) for general support in the frame of LCFM-BIOMAT. J.-M.R is a F.R.S.-FNRS Maître de recherches.
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