Biological Studies, Synthesis, Structural, Spectral Characterization and Co-Ordinate Mn (II), Fe (II), Zn (II) (II) Complexes Containing 2-Hydroxy-1- Naphthaldehydeand n,n’-Dimethyl-1,3-Propanediamine
Journal Title: Archives of Organic and Inorganic Chemical Sciences - Year 2018, Vol 2, Issue 3
Abstract
Metal chelates are capable to tolerate their antitumor effects by binding to DNA. DNA binding alters the replication of DNA by inhibiting the growth of the tumor cells, which is the basis of designing new and more effective antitumor drugs. Among the DNA binding modes, intercalation is the most significant one because it always leads to cellular degradation [1]. Intercalation is the insertion of small molecules between stacked base pairs of the double helix structure of DNA. It leads to subsequent disruption of base stacking in the double helix by creating interference in hydrogen bonding or vander Waals interactions and results in the destabilization of double helix conformation of DNA. Thus, the consequence of intercalation include inhibition of transcription, prevention of DNA synthesis, structural changes of DNA, disturbances in cellular processes and finally cell death. More consideration has been paid on DNA intercalation, since the other DNA binding need more investigation for structure-function relationship. The groove binders along with intercalations can also be used for the treatment of bacterial, fungal infections and cancer. Overall, compounds bearing antioxidant activity have been found to possess anticancer, anti-inflammatory, anti-hypertensive and many other biological activities [2,3]. The biological aspects of metallic ligands depend upon the ease of cleaving the bond between the metal ion and the ligands. It is well known that the metals present in complexes generally accelerate the drug action and the efficacy of therapeutic agents and that the pharmacological efficiencies of drug-based metal complexes depend upon the nature of the metal ion and the ligands [4]. The present work is the continuation of our previously reported work to obtain some novel complexes where the 4-chlorophenyl and 4-methoxyphenyl substituted 4-hydroxycumarin azo-analogues are conjugated with different transitional metals with an intention to produce target molecules possessing good antimicrobial properties [5,6]. To a solution of 2-hydroxy-1-naphthaldehyde (0.144g, 0.84mmol) in methanol (10ml), sodium hydroxide (0.03g, 0.84mmol) was added and the resulting solution was stirred for 15 min at room temperature. CoCl2.6H2O (0.20g, 0.84mmol) in methanol (10ml) followed by N,N’-dimethyl-1,3-propanediamine (0.08g, 0.84mmol) in methanol (10ml) were added to the solution. To the reaction mixture ammonium thiocyanate (0.081 g, 0.84mmol) are added, followed by stirring for 3 h. The black colored precipitate that formed. Yield: 59 %; m.p. 143 °C (dec). Anal. Calc. (%) for C14H19N3MnOS: C, 54.84; H, 5.14; N, 11.29; S, 8.61. Found (%): C, 54.58; H, 5.32; N, 11.06; S,8.40. FT-IR (KBr, ν, cm-1 spectrum peaks: 3417br, 2928s, 2818s, 2065s, 1617s, 1541s, 1506s, 1437s, 1393s, 1361s, 1340s, 1309s, 1258s, 1192s, 1160s, 1143s, 1054s, 976s, 862s, 827s, 751s, 653s, 525s, 516s, 505s (br, broad; s, sharp). UV-Vis in DMF [λmax/nm (εmax/mol-1 cm-1)]: 279(511), 364(3040), 395(26), 664(2). ESI-MS (CH3OH) m/z (%): 378(38%). Conductivity (ΛM/S cm2 mol-1) in DMF: 11. The complexes [Fe(L1). NCS] (2) and [Zn(L1). NCS] (3) were synthesized by following the above procedure using cobaltous chloride instead of using Zinc chloride (1.99g, 0.84mmol) and Iron chloride (0.14g), respectively.
Authors and Affiliations
Kadhiravan S, Elavarasn A, Murugaiah K, Venkatachelam R, Sivajiganesan S, Kasi Gopinath
Keywords
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- EP ID EP603004
- DOI 10.32474/AOICS.2018.02.000140
- Views 77
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