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Accepted VersionCC BY-NC-ND V4.0, Open Access
Journal article
Synthesis, structural characterization, DNA binding and antioxidant potency of new ferrocene incorporated acyl ureas
Journal of Organometallic Chemistry, Vol.797, pp.131-139
2015
Abstract
In this article, we have reported the synthesis of three new ferrocene incorporated ureas namely; 1-(4-Chlorobenzoyl)-3-(4-ferrocenylphenyl)urea (P4Cl), 1-(3-Chlorobenzoyl)-3-(4-ferrocenyl phenyl)urea (P3Cl) and 1-(2-Chlorobenzoyl)-3-(4-ferrocenylphenyl)urea (P2Cl). All new compounds were unambiguously characterized by common analytical techniques (NMR, FT-IR, AAS, CHNS and molecular docking). Furthermore, single crystal XRD analysis was done for 1-(3-Chlorobenzoyl)-3-(4-ferrocenylphenyl)urea. DNA binding is a pre-requisite for a compound to be used as an antitumor agent. The DNA binding study was done by cyclic voltammetry, UV-vis spectroscopy and viscometry. The drug-DNA binding constant was found to vary in the sequence: KP2Cl (6.056 x 104 M-1) > KP4Cl (5.713 x 104 M-1) > KP3Cl (4.631 x 104 M-1). Diffusion coefficient of the drug-DNA adduct for all the compounds is lower than the free drug, indicating that drug-DNA adduct is of higher molecular weight and slow diffusing as compared to the free drug. Small binding site size of 0.440 (P3Cl), 0.585 (P4Cl) and 0.673 (P2Cl) base pairs is consistent with electrostatic interaction. All the compounds exhibited good antioxidant activities with IC50 values of 82, 136 and 54 μM for P4Cl, P3Cl and P2Cl respectively, against DPPH.
Details
- Title
- Synthesis, structural characterization, DNA binding and antioxidant potency of new ferrocene incorporated acyl ureas
- Authors
- Faiza Asghar (Author) - McGill University, CanadaAmin Badshah (Author) - Quaid-i-Azam University, PakistanRaja Azadar Hussain (Author) - Quaid-i-Azam University, PakistanManzar Sohail (Author) - University of the Sunshine Coast - Faculty of Science, Health, Education and EngineeringKamran Akbar (Author) - Quaid-i-Azam University, PakistanIan Sydney Butler (Author) - McGill University, Canada
- Publication details
- Journal of Organometallic Chemistry, Vol.797, pp.131-139
- Publisher
- Elsevier BV
- Date published
- 2015
- DOI
- 10.1016/j.jorganchem.2015.08.010
- ISSN
- 0022-328X; 0022-328X
- Copyright note
- Copyright © 2015. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/
- Organisation Unit
- School of Science and Engineering - Legacy; University of the Sunshine Coast, Queensland
- Language
- English
- Record Identifier
- 99449597302621
- Output Type
- Journal article
- Research Statement
- false
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- Chemistry, Inorganic & Nuclear
- Chemistry, Organic
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