Acta Scientific Pharmaceutical Sciences (ASPS)(ISSN: 2581-5423)

Research Article Volume 5 Issue 1

Synthesis, Characterization and Antibacterial Evaluation of Some New Nickel(II) Complexes of a Tetraazamacrocycle

Pradip Paul1, Saswata Rabi1,2, Proma Kanungoe1, Sidratul Muntaha1, Debashis Palit1 and Tapashi Ghosh Roy1*

1Department of Chemistry, University of Chittagong, Chattogram, Bangladesh
2Department of Chemistry, Chittagong University of Engineering and Technology, Chattogram, Bangladesh

*Corresponding Author: Tapashi Ghosh Roy, Department of Chemistry, University of Chittagong, Bangladesh.

Received: November 20, 2020; Published: December 22, 2020



  Condensation of 1,2-diaminopropane with acetone in the presence of quantitative amount of perchloric acid, yielded a 14-membered octamethyl tetraazamacrocyclic dihydroperchlorate salt, Me8[14]diene.2HClO4 (L.2HClO4), which on extraction with chloroform at pH above 12 produced free ligand, L. The reaction between nickel(II) nitrate hexahydrate and the free ligand L resulted in a five coordinated square pyramidal light violet complex [NiL(NO3)](NO3). Moreover some substituted nickel(II) salts, Ni(NCS)2, NiCl2, NiBr2, NI2 and Ni(NO2)2 prepared in solution (with a possibility of existence of negligible amount of NO3- ion) by the interaction of nickel(II) nitrate hexahydrate with KX (X=SCN, Cl, Br or I) and NaNO2 respectively on reactions with the concerned ligand L furnished orange yellow [NiL](SCN)2 and light pink [NiL(NCS)](SCN), light purple [NiLCl]Cl, brownish [NiL]Br2 and light purple [NiLBr]Br, light purple [NiLI]I and light pink [NiL(NO2)](NO3) respectively. Among them, [NiL(NCS)](SCN), [NiLCl]Cl, [NiLBr]Br, [NiLI]I and [NiL(NO2)](NO3) were analysed as five coordinated square pyramidal and [NiL](SCN)2 and [NiL]Br2 as four coordinated square planar in geometry. All these complexes have been characterized on the basis of analytical, spectroscopic, conductometric and magnetochemical data. The antimicrobial activities of the ligand and its new nickel(II) complexes have been evaluated against some selected gram positive and gram negative bacteria.

Keywords: Tetraazamacrocyclic Ligand; Nickel(II) Complexes; Spectral Analysis; Antibacterial Evaluation



  1. El-Boraey HA and EL-Gammal OA. “Novel (N4) Macrocyclic metal complexes: Synthesis, characterization, spectral studies and anticancer activity”. Open Chemistry Journal 5 (2018): 51-63.
  2. Mallinson J and Ian C. “Macrocycles in new drug discovery”. Future Medicinal Chemistry11 (2012): 1409-1438.
  3. Abo-Ghalia MH., et al. “Anticancer activities of newly synthesized chiral macrocyclic heptapeptide candidates”. Molecules1253 (2020): 1-13.
  4. Sharma K., et al. “Synthesis, characterization and antifertility activity of new unsymmetrical macrocyclic complexes of tin(II)”. Metal Based Drugs5 (2000): 237-243.
  5. Semenov VE., et al. “Antibacterial and antifungal activity of acyclic and macrocyclic uracil derivatives with quaternized nitrogen atoms in spacers”. European Journal of Medicinal Chemistry9 (2006): 1093-1101.
  6. El-Boraey HA., et al. “Structural studies and anticancer activity of a novel (N6O4) macrocyclic ligand and its Cu(II) complexes”. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 1 (2011): 360-370.
  7. Liang F., et al. “Copper complex of hydroxyl-Substituted triazamacrocyclic ligand and its antitumor activity”. Bioorganic and Medicinal Chemistry Letters15 (2003): 2469-2472.
  8. Anandhan R., et al. “Synthesis and anti-inflammatory activity of triazole-based macrocyclic amides through click chemistry”. Synthetic Communications7 (2016): 671-679.
  9. Pawar V., et al. “Synthesis, antioxidant and biocidal features of macrocyclic schiff
    bases with oxovanadium (V) complexes”. Journal of Chemical and Pharmaceutical Research 1 (2011): 169-175.
  10. Jhaumeer-Laulloo BS., et al. “Synthesis and anti-HIV activity of novel macrocyclic disulphide compounds with thioureylene group”. Asian Journal of Chemistry3 (2000): 775-780.
  11. Ramadan AE-MM., et al “Macrocyclic nickel(II) complexes: Synthesis, characterization, superoxide scavenging activity and DNA-binding”. Journal of Molecular Structure 1015 (2012): 56-66.
  12. AL-Obaidi OHS., et al. “Synthesis, spectral and theoretical studies of macrocyclic Cu(II), Ni(II) and Co(II) complexes by template reaction of malonic acid with metal(II) chloride and urea or thiourea”. American Chemical Science Journal1 (2012): 1-11.
  13. Fox S., et al. “Copper(II) and nickel(II) complexes of binucleating macrocyclic bis(disulfide)tetramine Ligands”. Inorganic Chemistry21 (2000): 4950-4961.
  14. Hay RW., et al. “Nickel(II) complexes of the macrocyclic ligand 5-nitromethyl-5,7,12,14-tetramethyl-1,4,8,11-tetraazacyclotetradeca-4,11-diene containing a pendant nitro group”. Transition Metal Chemistry 23 (1998): 165-167.
  15. Osvath P., et al. “Copper(II) and nickel(II) complexes of pentaaza macrocyclic ligands”. Australian Journal of Chemistry2 (1987): 347-360.
  16. Rafat F., et al. “Synthesis and characterization of Ni(II), Cu(II) and Co(III) complexes with polyamine-containing macrocycles bearing an aminoethyl pendant arm”. Journal of the Serbian Chemical Society8-9 (2004): 641-649.
  17. Hinz FP and Margerum DW. “Ligand solvation and the macrocyclic effect. Nickel(II)-tetramine complexes”. Inorganic Chemistry12 (1974): 2941-2949.
  18. Karn JL and Busch DH. “Nickel(II) complexes of the new macrocyclic ligands meso- and (+-)-2,12-dimethyl-3,7,11,17-tetraazabicyclo [11.3.1] heptadeca-1(17),13,15-triene”. Inorganic Chemistry 5 (1969): 1149-1153.
  19. Gull P and Hashmi AA. “Biological activity studies on metal complexes of macrocyclic schiff base ligand: Synthesis and spectroscopic characterization”. Journal of the Brazilian Chemical Society7 (2015): 1331-1337.
  20. Biswas FB., et al. “Zinc(II) complexes of 3,10-C-meso-2,5,5,7,9,12,12,14- octamethyl-1,8-diaza-4,11-diazoniacyclotetradecane as its bis(acetate) trihydrate, [LBH2][CH3COO]2.3H2O: Synthesis, Characterization and antimicrobial studies”. European Scientific Journal24 (2018): 330-349.
  21. Roy TG., et al. “Syntheses, characterization and anti-microbial activities of palladium(II) and palladium(IV) complexes of 3,10-C-meso-Me8[14]diene (L1) and its reduced isomeric anes (LA, LB and LC). Crystal and molecular structure of [PdL1][Pd(SCN)4]”. Applied Orgnometallic Chemistry 22 (2008): 637-646.
  22. Roy TG., et al. “Syntheses and antimicrobial activities of isomers of N(4), N(11)-dimethyl-3,10-C-meso- 3,5,7,7,10,12,14,14-octamethyl- 1,4,8,11- tetraazacyclotetradecane and their nickel(II) complexes”. Inorganic Chemistry 46 (2007): 5372-5380.
  23. Roy TG., et al. “Syntheses, electrolytic behaviour and antifungal activities of Zn(II) complexes of isomers of 3,10-C-meso-3,5,7,7,10,12,14,14-octamethyl-1,4,8,11-tetraazacyclotetradecane (L). Crystal and molecular structure of [ZnLB(NO3)]NO3 (LB = a,e,a,e-L)”. Inorganica Chimica Acta 371 (2011): 63-70.
  24. Roy TG., et al. “Synthesis and antimicrobial activities of copper(II) complexes of N(4),N(11)-dimethyl (LBZ and LCZ) and N(4)-monomethyl (LCZ1) -3,5,7,7,10,12,14,14-octamethyl-1,4,8,11-tetraazacyclotetradecane. Crystal and molecular structure of [CuLCZ1](ClO4)2”. Inorganica Chimica Acta 415 (2014): 124-131.
  25. Alam S., et al. “Synthesis, characterization and antimicrobial studies of cadmium(II) complexes with a tetraazamacrocycle (LB) and its cyanoethyl N-pendent derivative (LBX)”. Journal of Chemical Sciences 35 (2018): 1-11.
  26. Roy TG., et al. “Synthesis, characterisation and antifungal activities of some new copper(II) complexes of octamethyl tetraazacyclotetradecadiene”. Metal Based Drugs6 (1999): 345-354.
  27. Hazari SKS., et al. “Crystal structure of (3,10-C-meso-3,5,7,7,10,12,14,14-octamethyl-1,4,8,11-tetraazacyclotetradeca-4,11- diene) copper dihydrate, [Cu((Me8[14]diene)ClO4) 2].2H2O”. Zeitschrift für Kristallographie - New Crystal Structures 214 (1999): 51-52.
  28. Bembi R., et al. “Polyazamacrocycles. 9. Characterization of diastereoisomeric trans-(Co(Me8[14]ane)Cl2]+ complexes”. Inorganic Chemistry 30 (1991): 1403-1406.
  29. Geary WJ., et al. “The use of conductivity measurements in organic solvents
    for the characterisation of coordination compounds”. Coordination Chemistry Reviews 1 (1971): 81-122.
  30. D’Aniello MJJ and Barefield EK. “A paramagnetic, square-pyramidal nickel(II) alkyl complex”. Journal of the American Chemical Society 6 (1976): 1610-1611.
  31. Lim IT., et al. “Synthesis and characterization of nickel(II) tetraaza macrocyclic complex with 1,1-cyclohexanediacetate ligand”. Journal of the Korean Chemical Society6 (2018): 427-432.
  32. Roy TG., et al. “Synthesis and antimicrobial activities of some cadmium(II) and zinc(II) complexes of 3, 10- C- meso- 3, 5, 7, 7, 10, 12, 14, 14-octamethyl-1,4, 8,11-tetraazacyclotetradecadiene (L1)”. Journal of the Bangladesh Chemical Society 2 (2009): 111-122.
  33. Farago ME and James JM. “Coordination of thiocyanate and selenocyanate in some diamine complexes of nickel(II) and copper(II)”. Inorganic Chemistry12 (1965): 1706-1711.
  34. Hassu RL and Burmeister JL. “Solvent control of the bonding mode of co-ordinated thiocyanate ion in cobalt(III) complexes”. Chemical Communication 11(1971): 568-569.
  35. Sabatini A and Bertini I. “Infrared spectra between 100 and 2500 cm-1 of some complex metal cyanates, thiocyanates and selenocyanates”. Inorganic Chemistry7 (1965): 959-961.
  36. Roy TG., et al. “Axial addition in diastereoisomeric [Cu(Me8[14]ane)](ClO4)2] complexes: Anti-fungal and anti-bacterial activities”. Journal of Coordination Chemistry15 (2006): 1757-1767.
  37. Roy TG., et al. “Copper(II) and nickel(II) complexes of N,N-bis(2-hydroxyethyl)-octamethyl-1,4,8,11-tetraaza-cyclotetradecane”. European Journal of Inorganic Chemistry (2004): 4115 - 4123.
  38. Roy TG., et al. “Synthesis, electrolytic behaviour and antimicrobial activities of cadmium complexes of isomers of 3,10-C-meso-3,5,7,7,10,12,14,14-octamethyl-1,4,8,11-tetraazacyclotetradecane”. Journal of Coordination Chemistry 40 (2007): 1567-1578.
  39. Biswas FB., et al. “An in vitro antibacterial and antifungal effects of cadmium(II) complexes of hexamethyltetraazacyclotetradecadiene ligands”. Asian Pacific Journal of Tropical Biomedicine2 (2014): 618-623.
  40. Barua S., et al. “Palladium complexes with hexamethyl tetraazacyclotetradecadiene (L) and isomers of its reduced form (‘tet-a’ and ‘tet-b’): synthesis, characterization and antimicrobial studies”. Journal of Inclusion Phenomena and Macrocyclic Chemistry 86 (2016): 291-303.
  41. Yasmin S., et al. “Synthesis, characterization and antibacterial studies of zinc(II) complexes with hexamethyl-tetraazacyclotetradecadiene Me6[14]diene and C-chiral isomers of its reduced analogue”. Journal of Inclusion Phenomena and Macrocyclic Chemistry 87 (2017): 239-250.
  42. Salehi M and Hasanzadeh M. “Characterization, crystal structures, electrochemical and antibacterial studies of four new binuclear cobalt(III) complexes derived from o-aminobenzyl alcohol”. Inorganica Chimica Acta 426 (2015): 6-14.
  43. Dharmaraj N., et al. “Ruthenium(II) complexes containing bidentate schiff bases and their antifungal activity”. Transition Metal Chemistry 26 (2001): 105-109.


Citation: Tapashi Ghosh Roy., et al. “Synthesis, Characterization and Antibacterial Evaluation of Some New Nickel(II) Complexes of a Tetraazamacrocycle". Acta Scientific Pharmaceutical Sciences 5.1 (2021): 60-69.


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