Synthesis of isatin thiosemicarbazones derivatives: in vitro anti-cancer, DNA binding and cleavage activities.

Abstract

New derivatives of thiosemicarbazone Schiff base with isatin moiety were synthesized L1-L6. The structures of these compounds were characterized based on the spectroscopic techniques. Compound L6 was further characterized by XRD single crystal. The interaction of these compounds with calf thymus (CT-DNA) exhibited high intrinsic binding constant (k(b)=5.03-33.00×10(5) M(-1)) for L1-L3 and L5 and (6.14-9.47×10(4) M(-1)) for L4 and L6 which reflect intercalative activity of these compounds toward CT-DNA. This result was also confirmed by the viscosity data. The electrophoresis studies reveal the higher cleavage activity of L1-L3 than L4-L6. The in vitro anti-proliferative activity of these compounds against human colon cancer cell line (HCT 116) revealed that the synthesized compounds (L3, L6 and L2) exhibited good anticancer potency.

• Authors: Amna Qasem Ali, Siang Guan Teoh, Abdussalam Salhin, Naser Eltaher Eltayeb, Mohamed B Khadeer Ahamed, A M S Abdul Majid
• Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy (Spectrochim Acta A Mol Biomol Spectrosc) Vol. 125 Pg. 440-8 (May 05 2014) ISSN: 1873-3557 [Electronic] England
• PMID: 24607427 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2014 Elsevier B.V. All rights reserved.

Chemical References

• Antineoplastic Agents
• DNA, Neoplasm
• Thiosemicarbazones
• Isatin

Topics

• Antineoplastic Agents (chemical synthesis, pharmacology)
• Cell Proliferation (drug effects)
• Crystallography, X-Ray
• DNA Cleavage (drug effects)
• DNA, Neoplasm (metabolism)
• HCT116 Cells
• Humans
• Hydrolysis (drug effects)
• Isatin (chemical synthesis, chemistry, pharmacology)
• Magnetic Resonance Spectroscopy
• Models, Molecular
• Molecular Conformation
• Oxidation-Reduction (drug effects)
• Plasmids (metabolism)
• Spectrometry, Fluorescence
• Spectrophotometry, Infrared
• Thiosemicarbazones (chemical synthesis, chemistry, pharmacology)
• Viscosity (drug effects)