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Synthesis and X-ray Study of Dispiro 8-Nitroquinolone Analogues and Their Cytotoxic Properties Against Human Cervical Cancer Cells HeLa

Abstract

A series of unique dispiro analogues containing oxindole pyrrolidine 8-nitroquinolone hybrid has been accomplished through a one-pot three-component 1,3-dipolar cycloaddition of azomethine ylides generated in situ from the condensation of isatins and benzylamine with (E)-3-arylidene-2,3-dihydro-8-nitro-4-quinolones. The structures of newly synthesized compounds were characterized by using different spectroscopic techniques and by X-ray diffraction studies on their regio- and stereochemistry. All the synthesized compounds were screened for In vitro cytotoxic activity against human cervical cancer cell line HeLa. The compounds have exhibited potent inhibition against human cervical cancer cells and insignificant toxicity to normal cells. The compounds 6d, 6a, 6h, 6b, and 6e induced apoptosis of HeLa cells, through ROS influx. The expression levels of proteins involved in the mitochondrion-related pathways were detected, Western blot analysis showed that apoptosis occurred via activation of caspase-3.

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Publication details

The article was received on 26 Sep 2018, accepted on 15 Jan 2019 and first published on 22 Jan 2019


Article type: Research Article
DOI: 10.1039/C8MD00482J
Citation: Med. Chem. Commun., 2019, Accepted Manuscript

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    Synthesis and X-ray Study of Dispiro 8-Nitroquinolone Analogues and Their Cytotoxic Properties Against Human Cervical Cancer Cells HeLa

    M. Palathurai Subramaniam, S. Shyamsivappan, R. Vivek, S. Arjunan, A. Thangaraj, S. Gopalan, T. Suresh and R. Shankar, Med. Chem. Commun., 2019, Accepted Manuscript , DOI: 10.1039/C8MD00482J

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