Influence of chirality of V(V) Schiff base complexes on DNA, BSA binding and cleavage activity

Khan, NUH; Pandya, N; Maity, NC; Kumar, M; Patel, RM; Kureshy, RI; Abdi, SHR; Mishra, S; Das, S; Bajaj, HC

Influence of chirality of V(V) Schiff base complexes on DNA, BSA binding and cleavage activity

Khan, NUH Pandya, N Maity, NC Kumar, M

Patel, RM Kureshy, RI Abdi, SHR Mishra, S Das, S Bajaj, HC

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Publication Type:: Journal Article
Citation:: European Journal of Medicinal Chemistry, 2011, 46 (10), pp. 5074 - 5085
Issue Date:: 2011-10-01

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Field	Value	Language
dc.contributor.author	Khan, NUH	en_US
dc.contributor.author	Pandya, N	en_US
dc.contributor.author	Maity, NC	en_US
dc.contributor.author	Kumar, M https://orcid.org/0000-0002-5247-3059	en_US
dc.contributor.author	Patel, RM	en_US
dc.contributor.author	Kureshy, RI	en_US
dc.contributor.author	Abdi, SHR	en_US
dc.contributor.author	Mishra, S	en_US
dc.contributor.author	Das, S	en_US
dc.contributor.author	Bajaj, HC	en_US
dc.date.available	2011-08-16	en_US
dc.date.issued	2011-10-01	en_US
dc.identifier.citation	European Journal of Medicinal Chemistry, 2011, 46 (10), pp. 5074 - 5085	en_US
dc.identifier.issn	0223-5234	en_US
dc.identifier.uri	http://hdl.handle.net/10453/110168
dc.description.abstract	New chiral V(V) Schiff base complexes (S)-[VO(OMe)L] and (R)-[VO(OMe)L] were synthesized and characterized by microanalysis, infrared (IR), UV-Visible, Circular dichroism (CD) spectroscopy and single crystal X-ray studies. The interaction of these complexes with calf thymus (CT) DNA and bovine serum albumin (BSA) protein showed chiral expression DNA/protein binding strength. The influence of chirality was also observed in cytotoxicity assay of Hep 2 cells. (R)-[VO(OMe)L] enantiomer exhibited higher binding constant (5 ± 1 × 10 5 M -1) as compared to (S)-[VO(OMe)L] (8 ± 1 × 10 4 M -1). The fluorescence quenching, thermal melting and viscosity data suggest DNA surface and/or groove binding nature of the complexes and electrophoresis studies also showed greater activity for (R)-[VO(OMe)L] in cleaving DNA and protein as against (S)-[VO(OMe)L]. © 2011 Elsevier Masson SAS. All rights reserved.	en_US
dc.relation.ispartof	European Journal of Medicinal Chemistry	en_US
dc.relation.isbasedon	10.1016/j.ejmech.2011.08.020	en_US
dc.subject.classification	Medicinal & Biomolecular Chemistry	en_US
dc.subject.mesh	Animals	en_US
dc.subject.mesh	Cattle	en_US
dc.subject.mesh	Humans	en_US
dc.subject.mesh	Neoplasms	en_US
dc.subject.mesh	Vanadium	en_US
dc.subject.mesh	Schiff Bases	en_US
dc.subject.mesh	Serum Albumin, Bovine	en_US
dc.subject.mesh	DNA	en_US
dc.subject.mesh	Antineoplastic Agents	en_US
dc.subject.mesh	Crystallography, X-Ray	en_US
dc.subject.mesh	Circular Dichroism	en_US
dc.subject.mesh	Cell Survival	en_US
dc.subject.mesh	Protein Binding	en_US
dc.subject.mesh	Stereoisomerism	en_US
dc.subject.mesh	Models, Molecular	en_US
dc.subject.mesh	DNA Cleavage	en_US
dc.subject.mesh	Coordination Complexes	en_US
dc.subject.mesh	Hep G2 Cells	en_US
dc.title	Influence of chirality of V(V) Schiff base complexes on DNA, BSA binding and cleavage activity	en_US
dc.type	Journal Article
utslib.citation.volume	10	en_US
utslib.citation.volume	46	en_US
utslib.for	0304 Medicinal and Biomolecular Chemistry	en_US
utslib.for	0305 Organic Chemistry	en_US
utslib.for	1115 Pharmacology and Pharmaceutical Sciences	en_US
pubs.embargo.period	Not known	en_US
pubs.organisational-group	/University of Technology Sydney
pubs.organisational-group	/University of Technology Sydney/Faculty of Science
pubs.organisational-group	/University of Technology Sydney/Strength - C3 - Climate Change Cluster
utslib.copyright.status	closed_access
pubs.issue	10	en_US
pubs.publication-status	Published	en_US
pubs.volume	46	en_US

Abstract:

New chiral V(V) Schiff base complexes (S)-[VO(OMe)L] and (R)-[VO(OMe)L] were synthesized and characterized by microanalysis, infrared (IR), UV-Visible, Circular dichroism (CD) spectroscopy and single crystal X-ray studies. The interaction of these complexes with calf thymus (CT) DNA and bovine serum albumin (BSA) protein showed chiral expression DNA/protein binding strength. The influence of chirality was also observed in cytotoxicity assay of Hep 2 cells. (R)-[VO(OMe)L] enantiomer exhibited higher binding constant (5 ± 1 × 10 5 M -1) as compared to (S)-[VO(OMe)L] (8 ± 1 × 10 4 M -1). The fluorescence quenching, thermal melting and viscosity data suggest DNA surface and/or groove binding nature of the complexes and electrophoresis studies also showed greater activity for (R)-[VO(OMe)L] in cleaving DNA and protein as against (S)-[VO(OMe)L]. © 2011 Elsevier Masson SAS. All rights reserved.

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http://hdl.handle.net/10453/110168