N-substitution in isatin thiosemicarbazones decides nuclearity of Cu(II) complexes – Spectroscopic, molecular docking and cytotoxic studies

Jebiti Haribabu, Othman I. Alajrawy, Kumaramangalam Jeyalakshmi, Chandrasekar Balachandran, Dhanabalan Anantha Krishnan, Nattamai Bhuvanesh, Shin Aoki, Karuppannan Natarajan, Ramasamy Karvembu

Research output: Contribution to journalArticlepeer-review

Abstract

The mono- (1) and bi-nuclear (2) copper(II) complexes containing N-substituted isatin thiosemicarbazone(s) were synthesized, and characterized by analytical and spectroscopic (UV–Visible, FT-IR and EPR) techniques. Bimetallic nature of complex 2 was confirmed by single crystal X-ray crystallography. The structures predicted by spectroscopic and crystallographic methods were validated by computational studies. From the spectroscopic, crystallographic and computational data, the structures were found to be distorted square planar for 1 and distorted square pyramidal for 2. Molecular docking studies showed hydrogen bonding and hydrophobic interactions of the complexes with tyrosinase kinase receptors. Complex 1 exhibited promising cytotoxic activity against Jurkat (leukemia) cell line, and complex 2 displayed more activity against HeLa S3 (cervical) and Jurkat cell lines with the IC50 values of 3.53 and 3.70 μM, respectively. Cytotoxicity of 1 (Jurkat) and 2 (Jurkat and HeLa S3) was better than that of cisplatin. Morphological changes in A549 (lung), HeLa S3 and Jurkat cell lines were examined in presence of the active complexes with the co-staining of Hoechst, AO (acridine orange) and EB (ethidium bromide) by fluorescence microscope.

Original languageEnglish
Article number118963
JournalSpectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume246
DOIs
Publication statusPublished - 5 Feb 2021

Keywords

  • Cu(II) complexes
  • Cytotoxicity
  • Molecular docking
  • Spectroscopy
  • Theoretical calculations
  • Thiosemicarbazones

Fingerprint Dive into the research topics of 'N-substitution in isatin thiosemicarbazones decides nuclearity of Cu(II) complexes – Spectroscopic, molecular docking and cytotoxic studies'. Together they form a unique fingerprint.

Cite this