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Chitosan functionalized thiophene-2-thiosemicarbazones, and their copper(II) complexes: synthesis, characterization, and anticancer activity

Adhikari, HS and Garai, A and Thapa, M and Adhikari, R and Yadav, PN (2022) Chitosan functionalized thiophene-2-thiosemicarbazones, and their copper(II) complexes: synthesis, characterization, and anticancer activity. In: Journal of Macromolecular Science, Part A: Pure and Applied Chemistry, 59 (3). pp. 211-227.

Full text not available from this repository.
Official URL: https://doi.org/10.1080/10601325.2021.2022982

Abstract

Chitosan is a polyfunctional biomaterial that is subjected to chemical modification through functionalization to give the derivatives of remarkable anticancer activity. In this study, functionalization of low molecular weight commercial chitosan (CS) (Mw < 3000 Da, 87% DDA) and high molecular weight crab shell chitosan (CCS) (viscosity average Mw 350 kDa, 67% DDA) as chitosan thiophene-2-thiosemicarbazones (DS 63.48–64.14%) and the formation of their copper(II) complexes were established by FT-IR, 13C NMR, EPR spectroscopy, powder X ray diffraction, elemental microanalysis and magnetic susceptibility measurements. The thermal study of the compounds showed a substantial stability up to 200°C until the commencement of chitosan chain degradation. The MTT assay revealed higher activity of CS (IC50 370 μgmL−1 in MCF-7 and >400 μgmL−1 in MDCK cell line) than CCS (IC50 > 400 μgmL−1 in both cell lines), higher activity of CSTHPTSC (IC50 364 μgmL−1 in MDCK and 369 μgmL−1 in MCF-7 cell line) than CCSTHPTSC (IC50 > 400 μgmL−1 in both cell lines), higher activity of the complexes Cu-CSTHPTSC (IC50 338 μgmL−1 in MDCK and 318 μgmL−1 in MCF-7 cell line) and Cu-CCSTHPTSC (IC50 293 μgmL−1 in MDCK and >400 μgmL−1 in MCF-7 cell line) than their corresponding ligands.

Item Type: Journal Article
Publication: Journal of Macromolecular Science, Part A: Pure and Applied Chemistry
Publisher: Taylor and Francis Ltd.
Additional Information: The copyright for this article belongs to the Taylor and Francis Ltd.
Keywords: Cell culture; Cells; Chemical modification; Chitosan; Copper compounds; Electron spin resonance spectroscopy; Ligands; Magnetic susceptibility; Molecular weight; Nuclear magnetic resonance; Nuclear magnetic resonance spectroscopy; Synthesis (chemical); Thiophene, Anticancer activities; Cell lines; Characterization; Chitosan; Chitosan thiophene-2-thiosemicarbazone; Copper(II) chitosan thiophene-2-thiosemicarbazone; High activity; Thiophene-2-carboxaldehyde; Thiosemicarbazones, Phenols
Department/Centre: Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited: 20 Jan 2022 06:55
Last Modified: 08 Jul 2022 05:36
URI: https://eprints.iisc.ac.in/id/eprint/71001

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