Synthesis and characterization of copper(II) complexes of pyridine-2-carboxamidrazones as potent antimalarial agents

Nikhil H. Gokhale, Subhash B. Padhye*, David C. Billington, Daniel L. Rathbone, Simon L. Croft, Howard D. Kendrick, Christopher E. Anson, Annie K. Powell

*Corresponding author for this work

Research output: Contribution to journalArticle

Abstract

Copper(II) complexes of some pyridine-2-carboxamidrazones have been prepared and characterized. The crystal structures of the copper complex cis-[dichloro(N1-2-acetylthiophene-pyridine-2-carboxamidrazone) copper(II)] 8a and one of the free ligands, viz. {(p-chloro-2-thioloxy-benzylidine-pyridine-2-carboxamidrazone)} 6, have been determined. The former shows a highly distorted square planar geometry around copper, with weak intermolecular coordination from the thiophenyl sulfur resulting in a stacking arrangement in the crystal lattice. The in vitro activities of the synthesized compounds against the malarial parasite Plasmodium falciparum are reported for the first time, which clearly shows the advantage of copper complexation and the requirement of four coordinate geometry around copper as some of the key structural features for designing such metal-based antimalarials. © 2003 Elsevier Science B.V. All rights reserved.

Original languageEnglish
Pages (from-to)23-29
Number of pages7
JournalInorganica Chimica Acta
Volume349
DOIs
Publication statusPublished - 5 Jun 2003

Fingerprint

Antimalarials
Pyridine
Copper
pyridines
copper
synthesis
parasites
Geometry
Plasmodium falciparum
geometry
Complexation
Sulfur
crystal lattices
Crystal lattices
pyridine
Parasites
sulfur
Crystal structure
Metals
Ligands

Keywords

  • antimalarial
  • carboxamidrazones
  • copper
  • plasmodium falciparum

Cite this

Gokhale, Nikhil H. ; Padhye, Subhash B. ; Billington, David C. ; Rathbone, Daniel L. ; Croft, Simon L. ; Kendrick, Howard D. ; Anson, Christopher E. ; Powell, Annie K. / Synthesis and characterization of copper(II) complexes of pyridine-2-carboxamidrazones as potent antimalarial agents. In: Inorganica Chimica Acta. 2003 ; Vol. 349. pp. 23-29.
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Synthesis and characterization of copper(II) complexes of pyridine-2-carboxamidrazones as potent antimalarial agents. / Gokhale, Nikhil H.; Padhye, Subhash B.; Billington, David C.; Rathbone, Daniel L.; Croft, Simon L.; Kendrick, Howard D.; Anson, Christopher E.; Powell, Annie K.

In: Inorganica Chimica Acta, Vol. 349, 05.06.2003, p. 23-29.

Research output: Contribution to journalArticle

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T1 - Synthesis and characterization of copper(II) complexes of pyridine-2-carboxamidrazones as potent antimalarial agents

AU - Gokhale, Nikhil H.

AU - Padhye, Subhash B.

AU - Billington, David C.

AU - Rathbone, Daniel L.

AU - Croft, Simon L.

AU - Kendrick, Howard D.

AU - Anson, Christopher E.

AU - Powell, Annie K.

PY - 2003/6/5

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N2 - Copper(II) complexes of some pyridine-2-carboxamidrazones have been prepared and characterized. The crystal structures of the copper complex cis-[dichloro(N1-2-acetylthiophene-pyridine-2-carboxamidrazone) copper(II)] 8a and one of the free ligands, viz. {(p-chloro-2-thioloxy-benzylidine-pyridine-2-carboxamidrazone)} 6, have been determined. The former shows a highly distorted square planar geometry around copper, with weak intermolecular coordination from the thiophenyl sulfur resulting in a stacking arrangement in the crystal lattice. The in vitro activities of the synthesized compounds against the malarial parasite Plasmodium falciparum are reported for the first time, which clearly shows the advantage of copper complexation and the requirement of four coordinate geometry around copper as some of the key structural features for designing such metal-based antimalarials. © 2003 Elsevier Science B.V. All rights reserved.

AB - Copper(II) complexes of some pyridine-2-carboxamidrazones have been prepared and characterized. The crystal structures of the copper complex cis-[dichloro(N1-2-acetylthiophene-pyridine-2-carboxamidrazone) copper(II)] 8a and one of the free ligands, viz. {(p-chloro-2-thioloxy-benzylidine-pyridine-2-carboxamidrazone)} 6, have been determined. The former shows a highly distorted square planar geometry around copper, with weak intermolecular coordination from the thiophenyl sulfur resulting in a stacking arrangement in the crystal lattice. The in vitro activities of the synthesized compounds against the malarial parasite Plasmodium falciparum are reported for the first time, which clearly shows the advantage of copper complexation and the requirement of four coordinate geometry around copper as some of the key structural features for designing such metal-based antimalarials. © 2003 Elsevier Science B.V. All rights reserved.

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