Paper Information

Journal:   JOURNAL OF THE IRANIAN CHEMICAL SOCIETY(JICS)   APRIL 2014 , Volume 11 , Number 2; Page(s) 297 To 313.
 
Paper: 

POTENTIAL BIOACTIVE VANILLIN-SCHIFF BASE DI-AND TRI-ORGANOTIN (IV) COMPLEXES OF 4-((3,5-DIMETHYLPHENYLIMINO) METHYL)-2-METHOXYPHENOL: SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL SCREENINGS

 
 
Author(s):  SIRAJUDDIN MUHAMMAD, ALI SAQIB*, SHAH FAROOQ ALI, AHMAD MUHAMMAD, TAHIR MUHAMMAD NAWAZ
 
* DEPARTMENT OF CHEMISTRY, QUAID-I-AZAM UNIVERSITY, ISLAMABAD, 45320, PAKISTAN
 
Abstract: 

Eight different di-and triorganotin (IV) complexes of vanillin-Schiff base of the type R2SnClL and R3SnL [R= Me (1,6), n-Bu (2,7), Ph (3,8), tert-Bu (4), Cy (5) and L= 4- ((3,5-dimethylphenylimino) methyl)-2-methoxyphenol] were synthesized. The products were characterized by elemental analysis, FT-IR, 1H, 13C and 119Sn NMR spectroscopy. The ligand 4-((3,5-dimethylphenylimino) methyl)-2-methoxyphenol is also characterized by single crystal X-ray analysis. In the 1H NMR spectra of 1 and 6, the 2J (119/117Sn-1H) in the Sn-CH3 moiety has 57 and 54 Hz values, respectively, that confirm the formation of four-coordinated Sn species. Moreover, the 13C NMR value for ipso carbon of SnPh is 139 ppm which also confirms the formation of four-coordinated Sn species. The title ligand and its complexes were also screened for their biological activities such as interaction with DNA, enzymatic, antimicrobial, cytotoxic and antioxidant activities. The antimicrobial and cytotoxic activities of triorganotin (IV) derivatives are relatively higher than their corresponding diorganotin (IV) analogues due to their greater lipophilicity and permeability through cell membrane.

 
Keyword(s): SCHIFF BASE, ORGANOTIN (IV) COMPOUND, CRYSTAL STRUCTURE, DNA-BINDING, ENZYMATIC ACTIVITY
 
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