New N -(3′-acetyl-8-nitro-2,3-dihydro-1 H ,3′ H -spiro[quinoline-4,2′-[1,3,4]thiadiazol]-5′-yl) acetamides induced cell death in MCF-7 cells via G2/M phase cell cycle arrest

A series of new N -(3′-acetyl-8-nitro-2,3-dihydro-1 H ,3′ H -spiro[quinoline-4,2′-[1,3,4]thiadiazol]-5′-yl) acetamide derivatives were synthesized from potent 8-nitroquinoline-thiosemicarbazones. The synthesized compounds were characterized by different spectroscopic studies and single X-ray crystal...

Full description

Saved in:
Bibliographic Details
Published in:New journal of chemistry 2022-02, Vol.46 (6), p.2817-2828
Main Authors: Shyamsivappan, Selvaraj, Vivek, Raju, Suresh, Thangaraj, Naveen, Palanivel, Kaviyarasu, Adhigaman, Amsaveni, Sundarasamy, Athimoolam, Shunmuganarayanan, Mohan, Palathurai Subramaniam
Format: Article
Language:English
Subjects:
Anticancer properties
Apoptosis
Cancer
Cell cycle
Cell death
Crystallography
Flow cytometry
Fluorescence
Molecular docking
Quinoline
Synthesis
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A series of new N -(3′-acetyl-8-nitro-2,3-dihydro-1 H ,3′ H -spiro[quinoline-4,2′-[1,3,4]thiadiazol]-5′-yl) acetamide derivatives were synthesized from potent 8-nitroquinoline-thiosemicarbazones. The synthesized compounds were characterized by different spectroscopic studies and single X-ray crystallographic studies. The compounds were assessed for in vitro anticancer properties towards MCF-7 and HeLa cells. The compounds showed superior inhibitory action towards MCF-7 malignant growth cells. Amongst the twelve compounds investigated, compound 4a showed significant inhibitory activity, and the cell death mechanism was evaluated by fluorescent staining, and flow cytometry analyses. The in vitro anticancer results revealed that compound 4a induced cell death by G2/M phase cell cycle arrest. The binding affinity of the compounds with ERα and their pharmacokinetic properties were confirmed by molecular docking studies.
ISSN:1144-0546
1369-9261
DOI:10.1039/D1NJ02550C