New Dihydro OO'Bis(Salicylidene) 2,2' Aminobenzothiazolyl Borate Complexes: Kinetic and Voltammetric Studies of Dimethyltin Copper Complex with Guanine, Adenine, and Calf Thymus DNA

<p>The newly synthesized ligand, dihydro OO'bis(salicylidene) 2,2' aminobenzothiazolyl borate (2), was derived from the reaction of Schiff base of 2-aminobenzothiazole and salicylaldehyde with <mml:math alttext="KBH$_4$"> <mml:msub> <mml:mtext>KBH</m...

Full description

Saved in:
Bibliographic Details
Format: Article
Language:English
Published: Wiley 2006-01-01
Series:Bioinorganic Chemistry and Applications
Online Access:http://www.hindawi.com/GetArticle.aspx?doi=10.1155/BCA/2006/32896
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1832556217533202432
collection DOAJ
description <p>The newly synthesized ligand, dihydro OO'bis(salicylidene) 2,2' aminobenzothiazolyl borate (2), was derived from the reaction of Schiff base of 2-aminobenzothiazole and salicylaldehyde with <mml:math alttext="KBH$_4$"> <mml:msub> <mml:mtext>KBH</mml:mtext> <mml:mn>4</mml:mn> </mml:msub> </mml:math>. <mml:math alttext="chem{Cu^{II}}"> <mml:msup> <mml:mtext>Cu</mml:mtext> <mml:mrow> <mml:mtext>II</mml:mtext> </mml:mrow> </mml:msup> </mml:math> (3) and <mml:math alttext="chem{Zn^{II}}"> <mml:msup> <mml:mtext>Zn</mml:mtext> <mml:mrow> <mml:mtext>II</mml:mtext> </mml:mrow> </mml:msup> </mml:math> (4) complexes of (2) were synthesized and further metallated with dimethyltindichloride to yield heterobimetallic complexes (5) and (6). All complexes have been thoroughly characterized by elemental analysis, and IR, NMR, EPR, and UV-Vis spectroscopy and conductance measurements. The spectroscopic data support square planar environment around the <mml:math alttext="chem{Cu^{II}}"> <mml:msup> <mml:mtext>Cu</mml:mtext> <mml:mrow> <mml:mtext>II</mml:mtext> </mml:mrow> </mml:msup> </mml:math> atom, while the <mml:math alttext="chem{Sn^{IV}}"> <mml:msup> <mml:mtext>Sn</mml:mtext> <mml:mrow> <mml:mtext>IV</mml:mtext> </mml:mrow> </mml:msup> </mml:math> atom acquires pentacoordinate geometry. The interaction of complex (5) with guanine, adenine, and calf thymus DNA was studied by spectrophotometric, electrochemical, and kinetic methods. The absorption spectra of complex (5) exhibit a remarkable "hyperchromic effect" in the presence of guanine and calf thymus DNA. Indicative of strong binding of the complex to calf thymus DNA preferentially binds through <mml:math alttext="chem{N_7}"> <mml:msub> <mml:mtext>N</mml:mtext> <mml:mtext>7</mml:mtext> </mml:msub> </mml:math> position of guanine base, while the adenine shows binding to a lesser extent. The kinetic data were obtained from the rate constants, <mml:math alttext="$k_{ m {obs}}$"> <mml:msub> <mml:mi>k</mml:mi> <mml:mrow> <mml:mtext>obs</mml:mtext> </mml:mrow> </mml:msub> </mml:math>, values under pseudo-first-order conditions. Cyclic voltammetry was employed to study the interaction of complex (5) with guanine, adenine, and calf thymus DNA. The CV of complex (5) in the absence and in the presence of guanine and calf thymus DNA altered drastically, with a positive shift in formal peak potential <mml:math alttext="$E_{pa}$"> <mml:msub> <mml:mi>E</mml:mi> <mml:mrow> <mml:mi>p</mml:mi><mml:mi>a</mml:mi> </mml:mrow> </mml:msub> </mml:math> and <mml:math alttext="$E_{pc}$"> <mml:msub> <mml:mi>E</mml:mi> <mml:mrow> <mml:mi>p</mml:mi><mml:mi>c</mml:mi> </mml:mrow> </mml:msub> </mml:math> values and a significant increase in peak current. The positive shift in formal potentials with increase in peak current favours strong interaction of complex (5) with calf thymus DNA. The net shift in <mml:math alttext="$E_{1/2}$"> <mml:msub> <mml:mi>E</mml:mi> <mml:mrow> <mml:mrow><mml:mn>1</mml:mn><mml:mo>/</mml:mo><mml:mn>2</mml:mn></mml:mrow> </mml:mrow> </mml:msub> </mml:math> has been used to estimate the ratio of equilibrium constants for the binding of Cu(II) and Cu(I) complexes to calf thymus DNA.</p>
format Article
id doaj-art-c217db94e37d48bfb2106a7212491378
institution Kabale University
issn 1565-3633
language English
publishDate 2006-01-01
publisher Wiley
record_format Article
series Bioinorganic Chemistry and Applications
spelling doaj-art-c217db94e37d48bfb2106a72124913782025-02-03T05:45:58ZengWileyBioinorganic Chemistry and Applications1565-36332006-01-012006New Dihydro OO'Bis(Salicylidene) 2,2' Aminobenzothiazolyl Borate Complexes: Kinetic and Voltammetric Studies of Dimethyltin Copper Complex with Guanine, Adenine, and Calf Thymus DNA<p>The newly synthesized ligand, dihydro OO'bis(salicylidene) 2,2' aminobenzothiazolyl borate (2), was derived from the reaction of Schiff base of 2-aminobenzothiazole and salicylaldehyde with <mml:math alttext="KBH$_4$"> <mml:msub> <mml:mtext>KBH</mml:mtext> <mml:mn>4</mml:mn> </mml:msub> </mml:math>. <mml:math alttext="chem{Cu^{II}}"> <mml:msup> <mml:mtext>Cu</mml:mtext> <mml:mrow> <mml:mtext>II</mml:mtext> </mml:mrow> </mml:msup> </mml:math> (3) and <mml:math alttext="chem{Zn^{II}}"> <mml:msup> <mml:mtext>Zn</mml:mtext> <mml:mrow> <mml:mtext>II</mml:mtext> </mml:mrow> </mml:msup> </mml:math> (4) complexes of (2) were synthesized and further metallated with dimethyltindichloride to yield heterobimetallic complexes (5) and (6). All complexes have been thoroughly characterized by elemental analysis, and IR, NMR, EPR, and UV-Vis spectroscopy and conductance measurements. The spectroscopic data support square planar environment around the <mml:math alttext="chem{Cu^{II}}"> <mml:msup> <mml:mtext>Cu</mml:mtext> <mml:mrow> <mml:mtext>II</mml:mtext> </mml:mrow> </mml:msup> </mml:math> atom, while the <mml:math alttext="chem{Sn^{IV}}"> <mml:msup> <mml:mtext>Sn</mml:mtext> <mml:mrow> <mml:mtext>IV</mml:mtext> </mml:mrow> </mml:msup> </mml:math> atom acquires pentacoordinate geometry. The interaction of complex (5) with guanine, adenine, and calf thymus DNA was studied by spectrophotometric, electrochemical, and kinetic methods. The absorption spectra of complex (5) exhibit a remarkable "hyperchromic effect" in the presence of guanine and calf thymus DNA. Indicative of strong binding of the complex to calf thymus DNA preferentially binds through <mml:math alttext="chem{N_7}"> <mml:msub> <mml:mtext>N</mml:mtext> <mml:mtext>7</mml:mtext> </mml:msub> </mml:math> position of guanine base, while the adenine shows binding to a lesser extent. The kinetic data were obtained from the rate constants, <mml:math alttext="$k_{ m {obs}}$"> <mml:msub> <mml:mi>k</mml:mi> <mml:mrow> <mml:mtext>obs</mml:mtext> </mml:mrow> </mml:msub> </mml:math>, values under pseudo-first-order conditions. Cyclic voltammetry was employed to study the interaction of complex (5) with guanine, adenine, and calf thymus DNA. The CV of complex (5) in the absence and in the presence of guanine and calf thymus DNA altered drastically, with a positive shift in formal peak potential <mml:math alttext="$E_{pa}$"> <mml:msub> <mml:mi>E</mml:mi> <mml:mrow> <mml:mi>p</mml:mi><mml:mi>a</mml:mi> </mml:mrow> </mml:msub> </mml:math> and <mml:math alttext="$E_{pc}$"> <mml:msub> <mml:mi>E</mml:mi> <mml:mrow> <mml:mi>p</mml:mi><mml:mi>c</mml:mi> </mml:mrow> </mml:msub> </mml:math> values and a significant increase in peak current. The positive shift in formal potentials with increase in peak current favours strong interaction of complex (5) with calf thymus DNA. The net shift in <mml:math alttext="$E_{1/2}$"> <mml:msub> <mml:mi>E</mml:mi> <mml:mrow> <mml:mrow><mml:mn>1</mml:mn><mml:mo>/</mml:mo><mml:mn>2</mml:mn></mml:mrow> </mml:mrow> </mml:msub> </mml:math> has been used to estimate the ratio of equilibrium constants for the binding of Cu(II) and Cu(I) complexes to calf thymus DNA.</p>http://www.hindawi.com/GetArticle.aspx?doi=10.1155/BCA/2006/32896
spellingShingle New Dihydro OO'Bis(Salicylidene) 2,2' Aminobenzothiazolyl Borate Complexes: Kinetic and Voltammetric Studies of Dimethyltin Copper Complex with Guanine, Adenine, and Calf Thymus DNA
Bioinorganic Chemistry and Applications
title New Dihydro OO'Bis(Salicylidene) 2,2' Aminobenzothiazolyl Borate Complexes: Kinetic and Voltammetric Studies of Dimethyltin Copper Complex with Guanine, Adenine, and Calf Thymus DNA
title_full New Dihydro OO'Bis(Salicylidene) 2,2' Aminobenzothiazolyl Borate Complexes: Kinetic and Voltammetric Studies of Dimethyltin Copper Complex with Guanine, Adenine, and Calf Thymus DNA
title_fullStr New Dihydro OO'Bis(Salicylidene) 2,2' Aminobenzothiazolyl Borate Complexes: Kinetic and Voltammetric Studies of Dimethyltin Copper Complex with Guanine, Adenine, and Calf Thymus DNA
title_full_unstemmed New Dihydro OO'Bis(Salicylidene) 2,2' Aminobenzothiazolyl Borate Complexes: Kinetic and Voltammetric Studies of Dimethyltin Copper Complex with Guanine, Adenine, and Calf Thymus DNA
title_short New Dihydro OO'Bis(Salicylidene) 2,2' Aminobenzothiazolyl Borate Complexes: Kinetic and Voltammetric Studies of Dimethyltin Copper Complex with Guanine, Adenine, and Calf Thymus DNA
title_sort new dihydro oo bis salicylidene 2 2 aminobenzothiazolyl borate complexes kinetic and voltammetric studies of dimethyltin copper complex with guanine adenine and calf thymus dna
url http://www.hindawi.com/GetArticle.aspx?doi=10.1155/BCA/2006/32896