Organotin(IV) complexes of 2-pyridineformamide-derived thiosemicarbazones: Antimicrobial and cytotoxic effects

Mendes, Isolda C.; Moreira, Juliana P.; Ardisson, José D.; Santos, Raquel Gouvêa dos; Silva, Paulo Roberto O. da; García, Isabel García; Castiñeiras, Alfonso; Beraldo, Heloísa

doi:10.1016/j.ejmech.2007.09.016

Cited by 68 publications

(53 citation statements)

References 26 publications

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“…Bioorganometallic chemistry is dedicated to the study of metallic complexes as well as their biological applications, to designing new drugs offering better performance than those already known. Molecules have been designed for the treatment of cancer [9], Alzheimer's [10], neurodegenerative diseases [11], as therapeutic and diagnosis agents [12], microbicide [13], chelators [14]. Schiff base metal complexes have a key role in the development of coordination chemistry, resulting in an enormous number of publications, ranging from pure synthetic work to modern physicochemical and biochemically relevant studies of metal complexes [15].…”

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confidence: 99%

Synthesis and antioxidant, antimicrobial evaluation, DFT studies of novel metal complexes derivate from Schiff base

Al-Amiery

2011

Res Chem Intermed

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In Iraq, like most developing countries, attempts are being made to synthesize new compounds with several pharmacological properties. (E)-2-(3-(2-imino-1-methylimidazolidin-4-ylidene)-1-methylguanidino)acetic acid (L) has been synthesized and used as a ligand for the formation of Cr(III), Co(II), Ni(II), and Cu(II) complexes. The chemical structures of synthesized compounds were characterized using different spectroscopic methods. All chelates except Ni(II) chelate are found to be octahedral structures, Ni(II) chelate was square planar. The stability for the prepared complexes was studied theoretically using density function theory. The total energy for the complexes was calculated and it was shown that the copper complex is the most stable one. Ligand and complexes were tested against selected types of microbial organisms and showed significant activities. The free-radical scavenging activity of ligand and metal complexes have been determined by their interaction with the stable free-radical DPPH and all the compounds have shown encouraging antioxidant activities.

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confidence: 99%

Synthesis and antioxidant, antimicrobial evaluation, DFT studies of novel metal complexes derivate from Schiff base

Al-Amiery

2011

Res Chem Intermed

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“…An absorption at 260-250 cm -1 has been attributed to n(Sn-Cl). 25,28,40 Therefore, the infrared data for the complexes indicate coordination of the hydrazones through the N py -N-O chelating system, as confirmed by the X-ray structure determinations for 1-4 and 6a.…”

Section: Infrared Spectramentioning

confidence: 82%

“…[29][30][31] In addition, new absorptions at 495-475 cm -1 and 450-350 cm -1 have been attributed to n(Sn-N imine ) and n(Sn-C) respectively; absorptions at 230-215 cm −1 were assigned to n (Sn-N py ), 25,28,40 and bands in the 405-390 cm -1 range have been assigned to n(Sn-O). An absorption at 260-250 cm -1 has been attributed to n(Sn-Cl).…”

Section: Infrared Spectramentioning

confidence: 99%

“…28 In the spectra of complexes 4-6, the signals at d 8.33-7.59 and at d 136.62-129.08 were attributed to the hydrogens and carbons, respectively, of the phenyl group coordinated to tin. 119 Sn signals are at the boundary between six-and seven-coordinated tin(IV) as reported in the literature.…”

Section: Nmr Spectramentioning

confidence: 99%

“…26 The cytotoxic activity of a variety of organotin complexes against tumor cell lines has been demonstrated by some of us. 27,28 In recent works we started an investigation on metal complexes of pyridine-derived hydrazones. [29][30][31] In the present paper organotin(IV) complexes were prepared by reacting [Bu n SnCl 3 ] and [PhSnCl 3 ] with 2-acetylpyridine-benzoyl hydrazone (H2AcPh), 2-acetylpyridine para-chlorobenzoyl hydrazone (H2AcpClPh) and 2-acetylpyridine para-nitro-benzoyl hydrazone (H2AcpNO 2 Ph) (see Figure 1).…”

Section: Introductionmentioning

confidence: 99%

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Organotin(IV) complexes with 2-acetylpyridine benzoyl hydrazones: antimicrobial activity

Despaigne¹,

Vieira²,

Mendes³

et al. 2010

J. Braz. Chem. Soc.

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Synthesis, structural characterization and antimicrobial activity of mixed aryl–alkyl diorganotin(IV) compounds with quinoline‐2‐carboxylate (L⁻): {RR′SnLCl}_n and RR′SnL₂

Vafaee

Amini

Khavasi

et al. 2012

Applied Organom Chemis

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A series of unsymmetrical diorganotin derivatives of quinoline‐2‐carboxylic acid (LH), namely polymeric {MePhSnClL}n (1) and {EtPhSnClL}n (2), and mononuclear MePhSnL2 (3) and EtPhSnL2 (4), was synthesized by the reaction of LH with the MePhSnCl2, EtPhSnCl2, MePhSnO, and EtPhSnO precursors, respectively. The compounds were characterized by elemental analysis and infrared spectroscopy, as well as by 1 H, 13 C and 119Sn NMR. The molecular structures of representative compounds 2 and 4 were determined by single‐crystal X‐ray crystallography. This study showed that polymeric 2 adopts a distorted octahedral geometry as the carboxylate ligand N,O chelates an Sn atom and at the same time bridges a neighbouring Sn atom via the second O atom, with the remaining sites being occupied by the Cl and two C atoms; the O atoms are trans to each other. The result of the μ2‐bridging mode of L− is the formation of a supramolecular helical chain. Compound 4 adopts a skew‐trapezoidal bipyramidal geometry with the organo groups lying over the plane of the two N,O‐chelating carboxylate ligands and being directed over the weaker Sn―N bonds. The in vitro antimicrobial activities of 1–4 against a Gram‐positive bacteria strain (Bacillus subtilis), a Gram‐negative bacteria strain (Escherichia coli) and against Candida albicans were studied and compared with the antimicrobial activities of Ph2SnL2 and Me2SnL2, and with the antimicrobial standards gentamicin, tetracycline, ampicillin and penicillin. All organotin compounds displayed remarkable antibacterial activities that were comparable to those of the standard drugs, in particular against B. subtilis, where the activity was correlated with the number of Cl substituents. Copyright © 2012 John Wiley & Sons, Ltd.

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Organotin(IV) complexes of 2-pyridineformamide-derived thiosemicarbazones: Antimicrobial and cytotoxic effects

Cited by 68 publications

References 26 publications

Synthesis and antioxidant, antimicrobial evaluation, DFT studies of novel metal complexes derivate from Schiff base

Synthesis and antioxidant, antimicrobial evaluation, DFT studies of novel metal complexes derivate from Schiff base

Organotin(IV) complexes with 2-acetylpyridine benzoyl hydrazones: antimicrobial activity

Synthesis, structural characterization and antimicrobial activity of mixed aryl–alkyl diorganotin(IV) compounds with quinoline‐2‐carboxylate (L⁻): {RR′SnLCl}_n and RR′SnL₂

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Organotin(IV) complexes of 2-pyridineformamide-derived thiosemicarbazones: Antimicrobial and cytotoxic effects

Cited by 68 publications

References 26 publications

Synthesis and antioxidant, antimicrobial evaluation, DFT studies of novel metal complexes derivate from Schiff base

Synthesis and antioxidant, antimicrobial evaluation, DFT studies of novel metal complexes derivate from Schiff base

Organotin(IV) complexes with 2-acetylpyridine benzoyl hydrazones: antimicrobial activity

Synthesis, structural characterization and antimicrobial activity of mixed aryl–alkyl diorganotin(IV) compounds with quinoline‐2‐carboxylate (L−): {RR′SnLCl}n and RR′SnL2

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Product

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Synthesis, structural characterization and antimicrobial activity of mixed aryl–alkyl diorganotin(IV) compounds with quinoline‐2‐carboxylate (L⁻): {RR′SnLCl}_n and RR′SnL₂