CT-DNA interaction, Fluorescence binding and Microbial activity of Schiff base metal complexes derived from 4-bromobenzaldehyde and 2-amino-6-methylbenzothiazole


  • Senthamilselvan Raja Doraisingam Government Arts College, Sivagangai.
  • Palanimurugan Raja Doraisingam Government Arts College, Sivagangai.
  • Sithi Asma Raja Doraisingam Government Arts College, Sivagangai.
  • Cyril Raja Doraisingam Government Arts College, Sivagangai.




2-amino-6-methylbenzothiazole based ligand, metal complexes, CT-DNA binding, Fluorescence, anti microbial study


Bidentate ligand (L) was synthesized by knoevenagel reaction using 4-bromobenzaldehyde and 2-amino-6-methylbenzothiazole. The ligand has been confirmed from the analytical technique such as UV-Vis, FTIR, NMR, Mass and EPR spectral. The synthesized metal complexes were characterized from the spectra and physico-chemical techniques. These studies showed that the stoichiometric composition of ML2 type complexes. Absorption study implies that the compounds posses the octahedral geometry and their chelates are electrolytic and monomeric in nature. Absorption and gel electrophoreses experiments set up accepted the effective interaction with CT-DNA molecules. It was extended to Fluorescence emission study of binding. The anti bacterial and anti fungi studies were carried out by disc diffusion method. From the MIC values, metal complexes were controlling larger than Schiff base.

Author Biographies

Senthamilselvan, Raja Doraisingam Government Arts College, Sivagangai.

Department of Chemistry, Raja Doraisingam Government Arts College, Sivagangai, Tamil Nadu, India.

Palanimurugan, Raja Doraisingam Government Arts College, Sivagangai.

Department of Chemistry, Raja Doraisingam Government Arts College, Sivagangai, Tamil Nadu, India.

Sithi Asma, Raja Doraisingam Government Arts College, Sivagangai.

Department of Chemistry, Raja Doraisingam Government Arts College, Sivagangai, Tamil Nadu, India.

Cyril, Raja Doraisingam Government Arts College, Sivagangai.

Department of Chemistry, Raja Doraisingam Government Arts College, Sivagangai, Tamil Nadu, India.


Jeyamurugan R, Raman N, Synthesis, Characterization, Electrochemical Behaviour,

DNA Binding and Cleavage tudies of ubstituted β-Diketimine Copper(II) and Zinc(II)

Complexes, IJIRSET. 4(2) (2015) 477- 485.

Dupureur C M, Barton J K, Structural Studies of Λ- and Δ-[Ru(phen)2dppz]2+ Bound to

d(GTCGAC)2: Characterization of Enantioselective Intercalation. Inorg. Chem., 36

(1997) 33-43 .

Nair R B,Teng E S, Kirkland S L and Murphy C J, Synthes.is and DNA-Binding

Properties of [Ru(NH(3))(4)dppz](2+). Inorg. Chem., 37 (1998) 139-141. L. Mishra, K.

Bindu and L. C. Nathan, Indian.J. chem., 41A (2002) 2533.

Nordan B, Lincoln P, Akerman B and Tuite E, In Metal Ions in Biological systems:

Probing of Nucleic Acids by Metal Ion Complexes of Small Molecule, edited by A. Sigel

and H. Sigel (Marcel Decker, Newyork), 33 (1996) 177.

Gellert M, et al., Cold Spring HarberSymps. Quant. Biol., 43 (1979) 35.

Foley F M ,Keene F R and Collins J G ,The DNA binding of the ΔΔ-, ΔΛ- and ΛΛ-

stereoisomers of [{Ru(Me2bpy)2}2(μ-bpm)]4+ J.Chem. Soc. Dalton Trans, 21 (2001)


Fitzgerald J A, Rauter H and Farrell N ,Approaches to Selective DNA Binding in

Polyfunctional Dinuclear Platinum Chemistry. The Synthesis of a Trifunctional

Compound and Its Interaction with the Mononucleotide 5‘-Guanosine Monophosphate,

Inorg. Chem., 40 (2001) 6324-6327.

Todd J A ,Rendina L M,Synthesis and DNA-Binding Properties of Cationic 2,2‘:6‘,2‘ ‘-

Terpyridineplatinum(II) Complexes Containing 1,2- and 1,7-Dicarba-closo-dodecaborane

Inorg. Chem.,41(2001) 3331-3333.

Zhang C X ,Lippard S J ,New metal complexes as potential therapeutics, Curr. Op.

Chem. Biol., 7 (2003) 481-489.

Smith, J A. Collins, J G. Patterson B Tand Keene F R, Total enantioselectivity in the

DNA binding of the dinuclear ruthenium(ii) complex [{Ru(Me2bpy)2}2(μ-bpm)]4+

{bpm = 2,2′-bipyrimidine Me2bpy = , ′-dimethyl-2,2′-bipyridine},, J. Chem. Soc.

Dalton Trans, 9 (2004) 1277-1283.

Sortino, S, Condorelli G, Complexes between fluoroquinolones and calf thymus DNA:

binding mode and photochemical reactivity, New J. Chem., 26 (2002) 250-258.

Cusumano M , Di-Pietron M L, Giannetto A and Romano F, Influence of DNA on the

Rate of Ligand Substitution in Platinum(II) Terpyridine Complexes, Inorg.Chem., 39

(2000) 50-55 .

Szacilowski K, Macyk W, Darzewiecka-Matuszek A, Brindell M and Stochel

G,Bioinorganic Photochemistry: Frontiers and Mechanisms Chem. Rev., 105 (2005)

-2694 .

Alvarez M G, Alzuet G, Borras J , Macias B and Castineriras A, Oxidative Cleavage of

DNA by a New Ferromagnetic Linear Trinuclear Copper(II) Complex in the Presence of

H2O2/Sodium Ascorbate, Inorg. Chem., 42 (2003) 2992-2998.

Ren R, Yang P, Zheng W and Hua Z A , imple Copper(II)−l-Histidine System for

Efficient Hydrolytic Cleavage of DNA. Inorg. Chem., 39 (2000) 5454-5463.

Reddy P A N, Nethaji M and Chakravarthy A R, Hydrolytic Cleavage of DNA by

Ternary Amino Acid Schiff Base Copper(II) Complexes Having Planar Heterocyclic

Ligands, Inorg. Chem., (2004) 1440-1446.

Raman N, Pravin N, DNA fastening and ripping actions of novel Knoevenagel

condensed dicarboxylic acid complexes in antitumor journey, Eur. J. Med. Chem. 80

(2014) 57- 70.

Bosseggia E , Gatos M , Lucatello L , Mancin F , Moro S, Palumbo M , Sissi C, Tecilla

P , Tonellato U and Zegotto G, Toward Efficient Zn(II)-Based Artificial Nucleases.

Chem. Soc., 126 (2004) 4543-4549 .

Pathak R B, Thana B and Bahel S C, Antibacterial Antifungal agents, 8 (1980) 12.

Chohan Z H, Rauf A, Synth. React. Inorg. Met. Org. Chem., 26 (1996) 591.

Geary W, Geary W J. The Use of Conductivity Measurements in Organic Solvents for the

Characterisation of Coordination Compounds. Coordination Chemistry. Chem.Rev.,7

(1971) 81-122.

Heim K E, Tagliaferro A R and Bobilya D J ,Nutr J, Flavonoid antioxidants: chemistry,

metabolism and structure-activity relationships Biochem, 13 (2002) 572-584.

Bakir S R, Al-hamdani A A, and Jarad A, Synthesis and Characterization of Mixed

Ligands of Dithizone and Schiff Base Complexes with Selected Metal Ions.Journal for

Pure Sciences, 9 (2013) 82 -94.

Srivastava S D, Sen, J P, Synthesis and Biological Evaluation of 2- Amino benzo thiazole

Derivatives.Indian Journal of Chemistry. 47B,10 (2008)1583-1586.

Speier G , Csihony J ,Whalen A M and Pierpont C G, Studies on Aerobic Reactions of

Ammonia/3,5-Di-tert-butylcatechol Schiff-Base Condensation Products with Copper,

Copper(I), and Copper(II). trong Copper(II)−Radical Ferromagnetic Exchange and

Observations on a Unique N−N Coupling Reaction Inorg. Chem., 35 (1 6) 351 -3524.

Sasma P K, Patra A K, Nethaji M , Chakravarty A R, DNA Cleavage by New

Oxovanadium(IV) Complexes of N- alicylidene α-Amino Acids and Phenanthroline

Bases in the Photodynamic Therapy Window ., Inorg. Chem., 45 (2007) 11112-11121.

Abdel-Rahman L H, El-Khatib R M, Nassr, L A E, Abu- Dief A M, Lashin F E,

Design, characterization, teratogenicity testing, antibacterial, antifungal and DNA

interaction of few high spin Fe (II) Schiff base amino acid complexes, Spectrochim.Acta

Part A. 111 (2013) 266 – 276.

Gaber M H, Ghamry A E, Fathalla S K, Mansour M A, Synthesis, spectroscopic,

thermal and molecular modeling studies of Zn2 +, Cd2 + andUO22 + complexes of

Schiff bases containing triazole moiety. Antimicrobial, anticancer,antioxidant and DNA

binding studies, Mater. Sci. Eng. C. 83, 78-89.

Emara A A A, Spectrochim. Acta A. Structural, spectral and biological studies of

binuclear tetradentate metal complexes of N3O Schiff base ligand synthesized from 4,6-

diacetylresorcinol and diethylenetriamine 77 (2010) 117–125 .

Anna K. F. Mårtensson, Maria Abrahamsson, Eimer M. Tuite, Per Lincoln.

Diastereomeric Crowding Effects in the Competitive DNA Intercalation of

Ru(phenanthroline)2dipyridophenazine2+ Enantiomers. Inorganic Chemistry , 58 (14)

(2019) , 9452-9459.

Vhanale B T , Deshmukh N J, Shinde A T, Synthesis, characterization, spectroscopic

studies and biological evaluation of Schiff bases derived from 1–hydroxy-2-

acetonapthanone, Heliyon, 5 (2019) e02774.

Utecht-Jarzyńska G, Michalak A, Banaś J, Mlostoń G, Jasiński M, Trapping of

trifluoroacetonitrile imines with mercapto acetaldehyde and mercapto carboxylic acids:

An access to fluorinated 1,3,4-thiadiazine derivatives via (3+3)-annulation, J. Fluor.

Chem.222–223 (2019) 8-14.

Freeman F , Properties and reactions of Ylidene malononitriles, Chem. Rev. 80 (1980)

- 350.

Raman N, Joseph J, Sakthivel A, Jeyamurugan R, Synthesis, structural, characterization

and antimicrobial studies of novel schiff base Copper(II) Complexes, J. Chil. Chem. Soc.

(4) (2009) 354-357.

Ramesh R, Maheshwaran S, Synthesis, spectra, dioxygen affinity and antifungal activity

of Ru(III)Schiff base complexes, J. Inorg. Biochem. 96 (2003) 457-462.

Al – Mohammed N. N, Alias Y, Abdullah Z, Shakir R M, Taha E M, Hamid A A,

Synthesis and antibacterial evaluation of some novel imidazole and benzimidazole

sulfonamides, Molecules, 26 (2013) 11978- 11995.

Shukla S N, Gaur P, Lal Raidas M , Chaurasia B, Tailored synthesis of unsymmetrical

tetradentate ONNO schiff base complexes of Fe(IIl), Co(II) and Ni(II): Spectroscopic

characterization, DFT optimization, oxygenbinding study, antibacterial and anticorrosion

activity, J. Mol. Stru. 1202 (2020) 127362- 127371.

Saddam Hossain M D, Zahid A A S M, Zakaria C M, Anti-pathogenic Activity of Cu(II)

Complexes Incorporating Schiff Bases,American Journal of Heterocyclic

Chem5(1)(2019) 11-23.

Raman N, Mahalakshmi R , Bio active mixed ligand complexes of Cu(II), Ni(II) and

Zn(II): Synthesis, spectral, XRD, DNA binding and cleavage properties, Inorganic

Chemistry Communications 40 (2014) 157–163.

Hossain S , Camellia F K, Uddin N , Banu L A and Haque M , Synthesis,

Characterization and Antimicrobial Activity of Metal Complexes of N-(4-

methoxybenzylidene) Isonicotinohydrazone Schiff Base, 6 (2019) 1-8 .

Tyagi P , Tyag M, Agrawal S , Chandra S, Ojha H, Pathak M , Synthesis,

characterization of 1,2,4-triazole Schiff base derived 3d-metal complexes: Induces

cytotoxicity in HepG2, MCF-7 cell line, BSA binding fluorescence and DFT study.

Tyagi P, Chandra S, Saraswat B S, Ni(II) and Zn(II) complexes of 2-((thiophen-2-

ylmethylene)amino) benzamide: Synthesis, spectroscopic characterization, thermal, DFT

and anticancer activities, Biomolecular Spectroscopy 134 (2015) 200–209.

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