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Macrocyclic Schiff Base Metal Complexes Derived from Isatin: Structural Activity Relationship and DFT Calculations

Von Isatin abgeleitete, makrozyklische Schiff'sche Base-Metallkomplexe: Struktur-Aktivitätsbeziehung und DFT-Berechnungen
M. Muthukkumar , R. Rajavel , G. Venkatesh and P. Vennila


Macrocyclic metal complexes viz., Co(II), Ni(II), Cu(II) and Zn(II) have been prepared using a macrocyclic Schiff base as ligand, which was derived from Isatin, 4-aminoantipyrine and o-phenylenediamine. Further, the complexes have been characterized by elemental analysis, magnetic susceptibility, molar conductance, mass spectrometry, FT-IR-, Far-IR-, UV-Vis-, EDX spectroscopy, 1H NMR and 13C NMR, ESR spectroscopy and SEM. The octahedral geometry of the complexes has been revealed by the spectral data of UV-Vis and ESR as well as by the results of the magnetic susceptibility measurements. Antimicrobial screening tests indicated that the Zn(II) metal complexes showed an excellent antimicrobial activity compared to the other studied metal complexes. The nuclease activity of the metal complexes showed that the Co(II) complex has effectively cleaved DNA. The optimized molecular structure, bond length, bond angle, dihedral angle, chemical reactivity and total energy have been evaluated using the density functional theory (DFT) with B3LYP functional level.


Makrocyclische Metallkomplexe mit Co(II)-, Ni(II)-, Cu(II)- bzw. Zn(II)-Zentralatom, wurden unter Verwendung einer makrocyclischen Schiff'schen Base als Ligand hergestellt, der aus Isatin, 4-Aminoantipyrin und o-Phenylendiamin erzeugt wurde. Ferner wurden die Komplexe durch Elementaranalyse, magnetische Suszeptibilität, molare Leitfähigkeit, Massenspektrometrie, FT-IR-, Fern-IR-, UV-Vis-, EDX-Spektroskopie, 1H-NMR und 13C-NMR, ESR-Spektrometrie und Rasterelektronenmikroskopie (SEM) charakterisiert. Die Oktaedergeometrie der Komplexe wurde durch die Spektraldaten der UV-Vis- und der ESR-Messungen sowie durch die Ergebnisse der magnetischen Suszeptibilitätsbestimmungen aufgezeigt. Antimikrobielle Screening-Tests zeigten, dass die Zn(II)-Metallkomplexe eine ausgezeichnete antimikrobielle Aktivität im Vergleich zu den anderen untersuchten Metallkomplexen zeigten. Die Nukleaseaktivität der obigen Metallkomplexe zeigte, dass der Co(II)-Komplex die DNA wirksam gespalten hat. Die optimierte Molekülstruktur, die Bindungslänge, der Bindungswinkel, der Diederwinkel, die chemische Reaktivität und die Gesamtenergie wurden unter Verwendung der Dichtefunktionaltheorie (DFT) mit B3LYP-Funktionsniveau bewertet.

*Correspondence address, Dr. R. Rajavel, Department of Chemistry, Periyar University, Salem – 636011, Tamilnadu, India, Tel.: 09865094324, E-Mail:

Dr. R. Rajavel is presently working as Assistant Professor in Periyar University, Salem. He has received the Doctor of Philosophy and Master of Philosophy in Chemistry, from Annamalai University. He has more than 20 years of teaching experience, in addition, He has published more than 71 Research Articles in reputed International and National Journals & Conferences.

Mr. M. Muthutekumar is presently working as Assistant Professor in Selvam arts and science college Namakkal, Tamilnadu, India.

Mr. G. Venkatesh is presently working as Assistant Professor in VSA Engineering College, Salem, Tamilnadu, India

Mrs. P. Vennila is presently working as Assistant Professor in Thiruvalluvar Government Arts College Rasipuram, Namakkal, India.


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Received: 2016-04-19
Accepted: 2016-09-13
Published Online: 2017-05-08
Published in Print: 2017-05-15

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