Skip to main content

Synthesis, Spectroscopy and Structures of Complexes of PD(II) with 4N-Substituted Derivatives of 2-Acetylpyridine Thiosemicarbazone

  • Chapter
Cytotoxic, Mutagenic and Carcinogenic Potential of Heavy Metals Related to Human Environment

Part of the book series: NATO ASI Series ((ASEN2,volume 26))

  • 345 Accesses

Abstract

The reactions of 2-acetylpyridine thiosemicarbazone (HAc4DH), 4N-phenyl-2- acetylpyridine thiosemicarbazone (HAc4Ph), and 4N-dimethyl-2-acetyl pyridine thiosemicarbazone (HAc4DM) with palladium(II) were studied. The ligands and the palladium(II) complexes have been characterized by spectroscopic, structural and electrochemical techniques. Their effect on DNA synthesis of P388 and LI210 cell cultures is also reported.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 39.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 54.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 54.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Liberta, A.E. and West, D.X. (1992). Antifungal and antitumor activity of heterocyclic thiosemicarbazones and their metal complexes: current status, Biometals 5, 121–126; (b) Levinson, W.E. (1980) Chelating substances, Antibiotics Chemotherapeutics 27, 288-306; (c) French, F.A. and Blanz, Jr.E. (1970) Carcinostatic activity of thiosemicarbazones of formyl heterocyclic compounds. 6, 1-formylisoquinoline derivatives bearing additional ring substituents with notes on mechanism of action, J. Medicinal Chemistry 13, 1117-1123.

    Article  CAS  Google Scholar 

  2. Klayman, D. L. Scovill, J.P. Mason, C.J. Bartosevich, J. F. Bruce, J. and Lin, AJ. (1983). 2-Acetylpyridine thiosemicarbazones 6, 2-acetylpyridine thiosemi carbazones as antileukemic agents, Arzneimittel.-Forschung/Drug Res. 33(11), 7, 909–912; (b) Saryan, L.A. Mailer, K. Kishnamurti, C. Antholine, W. and Petering D.H. (1981) Interaction of 2-formylpyridine thiosemicarbazonato copper (II) with ehrlich ascites tumor-cells, Biochemical Pharmacology 30, 1595-1604; (c) Sartorelli, A.C. Agrawal, K.C. Tsiftsoglou AS. and Moore, A.C. (1977) Characterization of biochemical mechanism of action of alpha (N)-heterocyclic carboxaldehyde thiosemicarbazones, Advanced Enzyme Regulation 15, 117-139; (d) Karon, M. and Benedict, W.F. (1972) Chromatid breakage, differential effect of inhibitors of DNA synthesis during G2 phase, Science 178, 62; (e) Scovill, J.P. Klayman, D.L. Lambrose, C. Childs, G.E. Antholing, W. Petering, D.H. (1984) Complexes with transition metals as antimalarial and antileukemic agents, J. Medicinal Chemistry 27, 87-91

    Google Scholar 

  3. Kovala-Demertzi, D. Domopoulou, A. Demetrzis, M. A. Raptopoulou, C. P. and Terzis, A. (1994). Coordinating properties of 2-acetylpyridinethiosemicarbazone. Palladium(II) complexes with neutral and deprotonated ligand. X-ray structure of bromo(2-acetylpyridinethiosemicarbazonato)palladium(II), Polyhedron 13, 1917–1925 and references therein; (b) Kovala-Demertzi, D. Domopoulou, A. Demetrzis, M. A. Valdez-Martinez, J. Hernandez-Ortega, J. S. Espinosa-Perez, G. West, D.X. Salberg, M. M. Bain, G.A. and Bloom, P.D. (1996), Structures and spectral properties of palladium(II) complexes of 2-acetylpyridine-N4-dimethylthiosemicarbazone. Polyhedron, (in press), and references therein; (c) Kovala-Demertzi, D. Domopoulou, A. and Demetrzis, M. A. (unpublished results). (d) Kovala-Demertzi, D. Theodorou, A. Demertzis, MA. Raptopoulou, C. and Terzis, A.(1996) Synthesis and Characterization of Tetrakis-μ-2-[(2, 6dichlorophenyl)amino]benzeneacetodiaquodicopper(Il) dihydrate and Tetrakis-μ-2-[(2, 6dichlorophenyl)amino]benzeneacetodimethylformamidodicopper(II) J. Inorganic Biochemistry, (accepted for publication).

    Article  CAS  Google Scholar 

  4. Klayman, D. L., Bartosevich, J. F., Griffin, T. S., Mason, C. J., and Scovill, J. P. (1979). 2-Acetylpyridine thiosemicarbazones. 1. A new class of potential antimalarial agents. J. Medicinal Chemistry 22, 855–862; (b) Scovill, J.P., (1991). A facile synthesis of thiosemicarbazides and thiosemicarbazones by the transamination of 4-Nmethyl-4-phenyl-3-thiosemicarbazide. Phosphorous, Sulfur and Silicon 60, 15-19.

    Article  CAS  Google Scholar 

  5. Kovala-Demertzi, D. Domopoulou, A. Michaelidis A. and. Aubry, A. (1993). The Crystal Structure of [(Dibromophenyl-2-pyridyldimethylhydrazone) Palladium(II)]. J. Coordination Chemistry (A) 30, 265–271; (b) Kovala-Demertzi, D. Michaelides A. and Aubry A. (1992) Palladium Complexes of 2-Acylpyridines. The Crystal Structure of Dibromo Bis [phenyl-2-pyridylketone] Palladium (II). Inorganica Chimica Acta 194, 189-194; (c) Butcher, R.J. and West, D.X. (1993) Structure of the copper(II) complex of 2-acetylpyridine hexamethyleneiminylthiosemicarbazone, [Cu(Lhexim)Br]. Transition Metal Chemistry, 18, 449-452; (d) West, D.X. Carlson, C.S. Bouck, K.J and Liberia, A.E. (1991) Transition metal ion complexes of thiosemicarbazones derived from 2-acetylpyridine. Part 10. A comparison of the chemical and antifungal properties of the copper(II) complexes of 2-acetylpyridine 3-pyrrolidinyl-, 3-piperidinyl-, 3-hexamethyleneiminyl-and 3-azabicyclo [3, 2, 2]-nonylthiosemicarbazones. Transition Metal Chemistry 16, 271-275.

    Article  CAS  Google Scholar 

  6. Lever, A.B.P. (1984) Inorganic Electronic Speectroscopy, Elsevier, New York, (b) Bond, A.M. Martin, R.L. (1984) Electrochemistry and redox behaviour of transition metal dithiocarbamates. Coordination Chemistry Reviews 54, 23-98; (c) Kumbhar, S. Padhye, S. West. D.X. Liberta, A.E. (1992) Electrochemical studies of transition metal complexes of 2-acetylpyridine thiosemicarbazones. Part. 2. Correlations with spectral and antifungal properties of copper(II) complexes of 2-acetylpyridine 3-azacyclothiosemicarbazones. Transition Metal Chemistry 17, 247-249; (d) Van der Linden, J.G.M. and Dix, A.H. (1979) Electrochemical redox behaviour of dithiocarbamates and diselenocarbamates of nickel, palladium and platinum. Inorganica Chimica Acta 35, 65-71; (e) Umakoshi, K. Ichimura, A. Kinashita, I. Ooi, S. (1990) The dinuclear palladium(II) complex of pyridine-2-thiol. Synthesis, structure, and electrochemistry. Inorganic Chemistry 29, 4005-4010.

    Google Scholar 

  7. The antitumoural screening was performed by Dr. A. Papageorgiou, Laboratory of Experimental Chemotherapy, Thiagenio Anticancer Institute, Thessaloniki. Incorporation of (Methyl-3H) Thymidine: L1210 leukemia cells were grown in RPMI-1640 medium; P388 cells were grown in Dulbeccos medium. All media were supplemented with 10% calf serum, streptomycin penicillin and 42 mM HEPES. DNA synthesis was determined after 30 min incubation of the cells with the (methyl-3H) Thymidine precursor of DNA. The cells suspension was placed on whatman N° 41 filters and the wet filters were soaked in 5% cold TCA, twice in 96%alcohol, once in mixture of ether:ethanol (1:1) and once in ether. After drying the filters were placed in scintillation fluid and the radioactivity was determined.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1997 Springer Science+Business Media Dordrecht

About this chapter

Cite this chapter

Kovala-Demertzi, D., Domopoulou, A., Demertzis, M.A. (1997). Synthesis, Spectroscopy and Structures of Complexes of PD(II) with 4N-Substituted Derivatives of 2-Acetylpyridine Thiosemicarbazone. In: Hadjiliadis, N.D. (eds) Cytotoxic, Mutagenic and Carcinogenic Potential of Heavy Metals Related to Human Environment. NATO ASI Series, vol 26. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-5780-3_29

Download citation

  • DOI: https://doi.org/10.1007/978-94-011-5780-3_29

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-6440-8

  • Online ISBN: 978-94-011-5780-3

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics