Synthesis, Spectroscopy, Semi-empirical and Biological Activities of Organotin(IV) Complexes witho-Isopropyl Carbonodithioic Acid (original) (raw)
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Synthesis, spectral characterization and bio-analysis of some organotin(IV) complexes
Five novel organotin(IV) derivatives have been synthesized by refluxing trimethyl, triethyl, tributyl, and triphenyl and tribenzyltin chloride with Schiff base derived from salicylaldehyde and adenine. These compounds were characterized by spectroscopic (IR, 1 H, 13 C, 119 Sn-NMR, 119m Sn Mössbauer) techniques and elemental analysis. Based on these results, trigonal bipyramidal geometry is suggested. The synthesized compounds were also treated with various microorganisms and found to be active.
Comptes Rendus Chimie, 2015
Cancer has become a leading cause of death worldwide, which is responsible for 7.6 million cancer deaths according to GLOBOCAN survey conducted in 2008. The exploration of cis-platin analogues (carboplatin, lobaplatin, nedaplatin, oxaliplatin) and their incorporation to the treatment of cancer patients has further led interest in exploring metal-based anticancer drugs. The current study describes the synthesis of two new tetracoordinated mono-and tetranuclear organotin(IV) carboxylate complexes and their in vitro anticancer studies. Each one of the complexes (1-2) has been characterized by analytical (micro-and gravimetric analysis) and spectroscopic (FTIR, 1 H, 13 C, 119 Sn-NMR) techniques. Furthermore, molecular structures of 1 and 2 were elucidated using X-ray crystallography. The characterization data showed that the coordination took place via oxygen atoms from the carboxylate anions to generate 1 as an organodistannoxane dimer and 2 as a mononuclear complex. Exceptionally, the NMR spectroscopic and X-ray crystallographic study showed that acetone molecules also took part in crystallizing 2. Both complexes were tested against three cancerous (colon cancer HCT 116, breast cancer MCF 7, leukemia K562) and one non-cancerous (3T3-L1) cell lines. Both complexes showed same IC 50 value (0.2 mM) against HCT 116, whereas for the other two cancer cell lines (MCF 7 and K562) and a normal cell line (3T3-L 1 ), 2 showed results better than 1. Importantly, the complexes showed exceptional activity against MCF 7 and K562 cell lines and the IC 50 values were calculated in nanomoles (MCF 7, IC 50s = 86.5 and 53.4 nM; K 562, IC 50s = 22.9 and 49.6 nM for 1 and 2, respectively). Both, 1 and 2, showed IC 50 values many times better than the standard drugs (5-FU, Tamoxifen, betulinic acid and cis-platin) used. Compared to cancerous cell lines, the complexes showed mild toxicity against normal cells (3T3-L1). Overall, two remained relatively effective.
Organotin(IV) complexes of carboxylic acid derivatives
Open Chemistry, 2011
A comprehensive review, >100 references, on organotin(IV) complexes of the carboxylic acid derivatives are presented with special reference to their methods of synthesis, spectroscopic and structural studies and their biological activities. The structures of these complexes are discussed on the basis of IR, multinuclear (1H-, 13C- and 119Sn-) NMR.
Main Group Metal Chemistry, 2006
Five new diorganotin(IV) complexes of 2-benzyl-2-maleimido acetic acid containing oxygen as donor atom, have been synthesized. The binding sites of the ligand were determined by means of spectroscopic techniques, like FT IR and n9m Sn Mössbauer in the solid and multinuclear NMR ('Η, "C & 11<J Sn) in the solution state. The spectroscopic data indicated trans-octahedral geometry, which was also confirmed by mass spectrometric results and supported by elemental analysis. These complexes were tested in vitro against various human pathogenic fungi, local Pakistani leishmanial strains and seven tumoural cell lines of human origin and found to be active. Complexes 4 and 5 showed higher toxicity when compared with 1-3 and ligand 6. The effect of nature (alkyl/phenyl/aryl) and size of covalently attached R' groups of organotin(IV) moieties over the toxicity of the complexes have also been investigated and correlated with the partition coefficients of the complexes between organic/aqueous solvent system.
Synthesis and characterization of new organotin(IV) complexes with polyfunctional ligands
Journal of Organometallic Chemistry, 2006
New mono-, di-and tri-organotin(IV) derivatives containing the neutral bis(2-pyridylthio)methane ligand, [(pyS) 2 CH 2 ] and tris(2-pyridylthio)methane ligand, [(pyS) 3 CH] have been synthesized from reaction with SnR n Cl 4Àn (R = Me, n Bu, Ph and Cy, n = 1-3) acceptors. Mono-nuclear adducts of the type {[(pyS) 2 CH 2 ]R n SnCl 4Àn } and {[(pyS) 3 CH]R n SnCl 4Àn } have been obtained and characterized by elemental analyses, FT-IR, ESI-MS, multinuclear ( 1 H and 119 Sn) NMR spectral data. The 1 H and 119 Sn NMR and ESI-MS data suggest for the triorganotin(IV) derivatives a complete dissociation of the compounds in solution. The mono-and di-organotin(IV) derivatives show a greater stability in solution, and their spectroscopic data are in accordance with the existence of six-coordinated RSnCl 3 N 2 or R 2 SnCl 2 N 2 species.
Russian Journal of General Chemistry, 2016
Organotin(IV) O-butyl carbonodithioates [Me 2 SnL 2 ], [Bu 2 SnL 2 ], [Ph 2 SnL 2 ], [Bu 3 SnL], and [Ph 3 SnL], where L = C 4 H 9 OCS 2-, have been successfully synthesized and characterized by FT-IR, 1 H and 13 C NMR, and single crystal X-ray analysis. The ligand coordinates to the tin atom via the carbonodithioate group. According to the X-ray diffraction data, the tin atom in [Me 2 SnL 2 ] has distorted tetrahedral geometry. The synthesized compounds were screened in vitro for antibacterial, antifungal, antileishmanial, cytotoxic, and protein kinase inhibitory activities. The complexes [Bu 3 SnL] and [Ph 3 SnL] exhibited the highest anti-leishmanial activity that exceeded the activity of the reference drug amphotericin B, probably by blocking the function of parasitic mitochondria due to which it restricts further growth of the organisms. The ligand and the complexes have been shown to bind to DNA via intercalative interactions resulting in hypochromic effect with a minor red shift as confirmed by UV-Vis spectroscopic studies.
Synthesis and characterization of organotin complexes with 2- …
Applied Organometallic Chemistry
By reaction of diphenyltin(1V) chloride and triphe- nyltin(1V) hydroxide with esters of the 2- mer captopyridine-5-carboxylic acid NH(CS)CHCHC (COOR )C'H (HTNME, R = methyl; HTNEE, R = ethyl; HTNIPE, R = isopropyl) the complexes Ph,Sn(L), Ph,SnCI(L) (L = TNME, TNEE ...