Synthesis, Characterization, Study the Toxicity and Anticancer Activity of N,O-Chitosan Derivatives
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Author:
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RUWAIDAH SAEED
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Abstract:
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In the present research, synthesis and characterization of novel heterocyclic compounds substituted chitosan moieties was achieved. Bis Schiff base [1] was utilized as a commencing material for the synthesis method. Schiff base[1] was achieved from the reaction of two mole of 2-amino-5-mercapto-1,3-thiadiazole with one mole of terephthalaldehyde in ethanol absolute. Also, the reaction of compound [1] with chloroacetyl chloride, thioglycolic acid, sodium azide or various anhydrides to give azetidinone [2], thiazolidinone [3], tetrazole [4], and 1,3- oxazepine derivatives [5-7] respectively, then compounds[2-7] were reacted with Na2CO3 of distilled H2O, then chloroacetic acid was added to yield [8-13]. Also, compounds [8-13] reacted with thionyl chloride in benzene to procure [14-19]. O- chitosan derivatives[20-25] were synthesized by reaction of chitosan with compounds [8-13] in acidic media in distilled water according to the steps of Fischer and Speier. O,N –Chitosan derivatives [26-31] had been synthesized by reaction of chitosan with compounds [14-19] in trichloromethane and pyridine. The synthesized compounds were identified via spectral analysis techniques, including FT-IR, 1H-NMR, UV-Vis Spectroscoy and the elemental analysis (C.H.N-S). Insertion of heterocyclic units to chitosan molecule were expected to improve the selectivity in the potent biological activities, therefore the toxicity study and anticancer activity, were examined for some organic compounds and chitosan derivatives.
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Keyword:
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Azetidinone, Thiazolidinone, Tetrazole , Oxazepine, Chitosan derivatives, Anticancer activity, Toxicity study.
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EOI:
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-
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DOI:
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https://doi.org/10.31838/ijpr/2020.12.02.0180
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