Antioxidant and cytotoxic activity of isoindole compounds in breast cancer cells (MCF-7)

Autor: Tuba Yildirim, Seda Mesci, Tadeusz Lis, Serpil Eryılmaz, Melek Gul, Sławomir Szafert
Rok vydání: 2020
Předmět:
Zdroj: Journal of Molecular Structure. 1217:128366
ISSN: 0022-2860
DOI: 10.1016/j.molstruc.2020.128366
Popis: It is well known that heterocyclic scaffolds have a wide occurrence in the field of medicinal chemistry. Isoindoles analogs have been demonstrated to exhibit wide pharmacological activities. The aim of the research presented here is to select a new drug candidate form isoindole-derived heterocycle compounds that would possess antioxidant and cytotoxic activity against MCF-7 and MCF-12A cell lines. Antioxidant activities of the isoindole derivative compounds (25–200 mM) were determined via free radical scavenging, metal chelating and reducing methods. Besides, the cytotoxic activity against MCF-7 (human breast adenocarcinoma) and MCF-12A (normal breast epithelium) were examined by comparing MTT (3-(4,5-Dimethylthiazol-2-yl)-2,5-Diphenyltetrazolium Bromide) assay and RTCA (real-time cell analysis) with varying concentrations (25–100 μM) of the compounds for 24 h. Metal chelating activity showed similar results with DPPH (1,1-diphenyl-2-picryl-hydrazyl) activity. Compounds showed moderate DPPH activity and the IC50 value was in the range from 93 to 175 μg/mL. Reducing activity was found at very low value comparing to standard synthetic antioxidant compounds. This value was correlated with MTT and real-time cell analysis IC50 value. The antitumor effect against MCF-7 cancer cell line was indicated 100 μM. According to the results of the study, and after analysing compounds that have selective and significant antioxidant activities, we found that they also have cytotoxic effects on MCF-7 cells. The molecular geometry of pyrrolo isoindole hybrid compound (II) was examined by a single-crystal XRD technique and some reactivity properties were determined by DFT based approaches.
Databáze: OpenAIRE
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