Synthesis, Chemical Characterization and Biological Screening for Cytotoxicity and Antitumor Activity of Organotin (IV) Derivatives of 3,4-Methylenedioxy 6-nitrophenylpropenoic Acid

Abstract

A series of mono-, di-and triorganotin compounds with general formulae [RSnL 2 Cl], R = Bu (compound 3), [R 2 SnL 2 ], where R = Me, Et, Bu, Oct (compounds 1, 2, 4 and 6) and [R 3 SnL], where R = Bu, Cy and Ph (compounds 5, 7 and 8) and where L = 3,4-methylenedioxy-6-nitrophenylpropenoic acid have been prepared and characterized by elemental analysis, multinuclear ( 1 H-, 13 C-and 119 Sn-) NMR and mass spectrometry. The ligand and its respective organotin complexes were screened for cytotoxicity using the brine shrimp lethality assay and for antitumor activity using the crown gall tumor inhibition (potato disc) assay. The bioassay results support the conclusion that the biological activities of these synthetic compounds are in the following order: [RSnL 2 Cl] < [R 2 SnL 2 ] < [R 3 SnL].

Structural studies of diethyltin(IV) derivatives and their biological aspects as potential antitumor agents against Agrobacterium tumefacien cells

“…[10,11,17,18] Triethyl ammonium salts were prepared in situ by reaction of ligand acids and triethylamine (022-0.27 ml, 1.6-1.95 mmol) in 1 : 1 ratio using toluene as solvent. Diethyltin(IV) dichloride in toluene (70 ml) was added in stoichiometric amounts (1 : 2) to suspension of sodium-triethyl ammonium salt of ligands in toluene.…”

Fluoro Substituted Monomeric and Uni-Dimensional Polymeric Organotin(IV) Esters of (E)-4-oxo-4-((3-trifluoromethyl)phenyl)amino)but-2-enoic acid; Synthesis, Characterization and Their In vitro Inhibitory Studies

“…In the 119 Sn NMR spectra of complexes 1-3, sharp peaks at 129.2, 135.6 and 115.3 ppm suggest four-coordinate tin as previously reported [27][28][29][30][31]. The signals for complexes 4-8 at -134.5, -158.4, 183.7, -179.2 and -150.5 ppm, imply penta-coordination around tin [32,33].…”

In vitro antitumor and antibacterial assay of organotin(IV) complexes of 2,3-methylenedioxybenzoic acid; X-ray crystal structure of [(C2H5)2Sn(C8H5O4)2]

“…The organotin(IV) complexes (1)(2)(3)(4)(5) were screened against Agrobacterium tumefaciens (At10) mediated tumor by crown gall tumor inhibition assay with the concentration of 1000 ppm for the incubation period of 21 days to check their antitumor activity [41] by using the formula: %Inhibition of tumors = 100 -ns/nc × 100 ns = Average number of tumors in sample nc = Average number of tumors in control For each test sample 15 replicates were used to study this activity and their average value was used to determine % tumor inhibition and more than 20% tumor inhibition was considered as significant activity [42,43]. All the reported complexes show the significant antitumor activity.…”