Saira SHAHZADI, Khadija SHAHID, Saqib ALI, Mohammad BAKHTIAR

Characterization and Antimicrobial Activity of Organotin(IV) Complexes of 2-[(2´,6´-diethylphenylamido)]benzoates and 3-[(2´,6´-diethylphenylamido)]propanoates

New organotin(IV) complexes with 2-[(2',6'-diethylphenylamido)] benzoic acid (HL1) and 3-[(2',6' -diethylphenylamido)]propanoic acid (HL2) were synthesized by the reaction of di- and triorganotin salts in the presence of triethylamine as base or dioctyltin oxide using a Dean and Stark trap for the removal of azeotropic water. All complexes were characterized by elemental analysis, IR, NMR, and mass spectral studies, and proof that tin-ligand coordination involves only the carboxylate group and complexes show hexa-coordinated geometry in solid state. Multinuclear NMR data show that triorganotin complexes exhibit 4-coordinated geometry while diorganotin complexes show a coordination number greater than 4, probably 5 or 6 in solution state. These complexes were screened to check their antimicrobial activity in vitro. The complexes of 2-[(2' ,6' -diethylphenylamido)benzoic acid (HL1) were also checked for their insecticidal and anti-leishmanial activity. All the complexes show significant activity with few exceptions.

Anahtar Kelimeler:

Organotin(IV) carboxylates, spectroscopy, anti-leishmanial, insecticidal antibectrial, antifungal, cytotoxicity

Characterization and Antimicrobial Activity of Organotin(IV) Complexes of 2-[(2 ,6 -diethylphenylamido)]benzoates and 3-[(2 ,6 -diethylphenylamido)]propanoates

Keywords:

Organotin(IV) carboxylates, spectroscopy, anti-leishmanial, insecticidal antibectrial, antifungal, cytotoxicity,

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Drug Escherichia coli Bacillus subtilis (11774)
Shigella ﬂexenari (700390)
Staphylococcus aureus (25923)
Pseudomonas aeruginosa (10145) Salmonella typhi (10749) aIn vitro, agar well diﬀusion method, conc. 3 mg/mL of DMSO bReference drug, Imipenum cClinical Implication: Escherichia coli, infection of wounds, urinary tract and dysentery; Bacillus subtilis, food poisoning; Shigella ﬂexenari, blood diarrhea with fever and severe prostration; Staphylococcus aureus, food poisoning, scaled skin syndrome, endrocarditis; Pseudomonas aeruginosa, infection of wounds, eyes, septicemia, Salmonella typhi, typhoid fever, localized infection.
Table 14. Antibacterial activitya −c (diameter of inhibition zone after 20 h) of 3-[(2,6-diethylphenylamido)]propanoic acid (HL2) and its organotin(IV) complexes. Bacteria Inhibition (%) (ATCC No.) HL1 Reference Drug Escherichia coli Bacillus subtilis (11774)
Shigella ﬂexenari (700390)
Staphylococcus aureus (25923)
Rhyzopertha dominica Callosbruchus analis Figure 10. Insecticidal bioassay of organotin(IV) complexes of HL1. Table 15. Insecticidal bioassaya −c of organotin(IV) complexes of 2-[(2,6-diethylphenylamido)]benzoic acid (HL1). Insects Compound Tribolium castaneum Sitophilus oryzae Rhyzopertha dominica Callosbruchus analis aConcentration of sample: 1571.2 µg/cm bStandard drug: Permethrin cConc. of Standard drug: 235.7 µg/cm2
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