BIOENGINEERING FUNCTIONAL COPOLYMERS. XV. SYNTHESIS OF ORGANOBORON AMIDE-ESTER BRANCHED DERIVATIVES OF OLIGO(MALEIC ANHYDRIDE) AND THEIR INTERACTION WITH HeLa AND L929 FIBROBLAST CELLS

Date

2011-01-01

Author

Kahraman, Gulten
TÜRK, MUSTAFA
Rzayev, Zakir M. O.
Unsal, M. Elif
Soylemez, Ernur

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Novel bioengineering functional organoboron oligomers were synthesized by (i) amidolysis of oligo(maleic anhydride) (OMA) with 2-aminoethyldiphenylborinate (2-AEPB), (ii) esterification of organoboron oligomer (OMA-B) with alpha-hydroxy-omega-methoxypoly(ethylene oxide) (PEO) as a compatibilizer and (iii) conjugation of organoboron PEO branches (OMA-B-PEO) with folic acid as a taggering agent. Structure and composition of the synthesized oligomers were characterized by FTIR-ART and (1)H ((13)C) NMR spectroscopy, chemical and physical analysis methods. Interaction of functional oligomers and oligomer center dot center dot center dot FA complex (OMA-B-PEO-F) with HeLa and L929 fibroblast cells were investigated by using different biochemical methods such as cytotoxicity, statistical, apoptotic and necrotic cell indexes, double staining and caspase-3 immunostaining, light and fluorescence inverted microscope analyses. It was found that citotoxisity and apoptotic/necrotic effects of oligomers significantly depend on the structure and composition of studied oligomers, and increase the following raw: OMA << OMA-B < OMA-B-PEO < OMA-B-PEO-F. A folic acid complex (MA-PEG-B-F) at 400 mu g ml(-1) (2.36 mu mol ml(-1)) concentration as a therapeutic drug exhibits minimal toxcisity toward the fibroblast cells, but influential for HeLa cells.

Subject Keywords

Synthesis, Apoptotic and necrotic effects, Cytotoxicity, Conjugation, Organoboron oligomers, Amidolysis

URI

https://hdl.handle.net/11511/67888

Journal

COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS

DOI

https://doi.org/10.1135/cccc2010080

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Citation Formats

G. Kahraman, M. TÜRK, Z. M. O. Rzayev, M. E. Unsal, and E. Soylemez, “BIOENGINEERING FUNCTIONAL COPOLYMERS. XV. SYNTHESIS OF ORGANOBORON AMIDE-ESTER BRANCHED DERIVATIVES OF OLIGO(MALEIC ANHYDRIDE) AND THEIR INTERACTION WITH HeLa AND L929 FIBROBLAST CELLS,” COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, pp. 1013–1031, 2011, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/67888.