Bioactive hepta- and penta-coordinated supramolecular diorganotin(IV) Schiff bases

Shujah, Shaukat; Rehman, Zia ur; Muhammad, Niaz; Shah, Afzal; Ali, Saqib; Khalid, Nasir; Meetsma, Auke

doi:10.1016/j.jorganchem.2013.05.019

Cited by 35 publications

(22 citation statements)

References 29 publications

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“…Various types of Schiff bases have been synthesized and extensively studied because of their antifungal, antiviral, antibacterial, anti‐tumour and anti‐inflammatory properties as well as their industrial and medicinal utility . Organotin(IV) complexes of β‐diketones, heterocyclic β‐diketones, Schiff bases, oximes, amino acids, sulfa drugs, etc., have been reported in the literature due to their potential industrial and biological applications . Organotin(IV) complexes of Schiff bases have attracted considerable interest owing to their biocidal and anti‐tumour activities and potential applications in organic synthesis, catalysis, medicinal chemistry and biotechnology .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and antimicrobial activity of triorganotin(IV) derivatives of some bioactive Schiff base ligands

Bhatra

Sharma

et al. 2016

Applied Organom Chemis

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Triorganotin(IV) complexes of the type Me3Sn[OC(R1):CH(CH3)C:NR2OH] and Ph3Sn[OC(R′):CH(CH3)C:NR″OH] (R′ = ─CH3, ─C6H5; R″ = ─(CH2)2─, ─(CH2)3─) have been synthesized by the reactions of trimethyl/phenyltin(IV) chloride with the sodium salt of corresponding Schiff base ligands in unimolar ratio in refluxing tetrahydrofuran. All these compounds have been characterized using elemental analyses and their probable structures have been proposed on the basis of infrared, 1H NMR, 13C NMR, 119Sn NMR and mass spectroscopic studies. In the trimethyltin(IV) derivatives the central tin atom is tetracoordinated, whereas in the analogous triphenyltin(IV)derivatives the central tin atom is pentacoordinated. All these ligands, metal precursors and corresponding triorganotin(IV) complexes have been screened for antimicrobial activities. A comparison of activities of the ligands and their corresponding triorganotin(IV) derivatives has been made. Attempts have also been made to relate the activity to the structure of these compounds.

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Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and antimicrobial activity of triorganotin(IV) derivatives of some bioactive Schiff base ligands

Bhatra

Sharma

et al. 2016

Applied Organom Chemis

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“…Schiff bases are an important class of ligands in coordination chemistry and have important and vast biologic applications in various fields . Recent publications on the chemistry of organotin(IV) complexes containing Schiff base ligands have highlighted their antitumor, antimicrobial, antileishmanial, anti‐insecticidal and anti‐inflammatory activities.…”

Section: Introductionmentioning

confidence: 99%

New di‐ and triorganotin(IV) carboxylates derived from a Schiff base: synthesis, characterization and in vitro antimicrobial activities

Dias

Lima

Takahashi

et al. 2015

Applied Organom Chemis

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A new carboxylic acid, 2‐{[5‐(2‐nitrophenyl)furan‐2‐yl]methyleneamino}benzoic acid (HOBZ), has been produced by reacting 5‐(2‐nitrophenyl)furfural with 2‐aminobenzoic acid. Reactions of NaOBZ with organotin chlorides led to formation of [Me3Sn(OBZ)] (1), [Bu3Sn(OBZ)] (2), [Me2Sn(OBZ)2] (3) and [Bu2Sn(OBZ)2] (4). Complexes 1, 2, 3, 4 have been characterized using elemental analyses and infrared, 1H NMR, 13C NMR, 119Sn NMR and 119Sn Mössbauer spectroscopies. In the solid state, the OBZ ligands might coordinate to tin in an anisobidentate fashion via the carboxylate group. The in vitro antimicrobial activity of all compounds has been screened against the following fungi: Aspergillus niger, A. flavus, A. parasiticus, Penicillium citrinum, Candida dubliniensis, C. lusitaniae, C. albicans, C. tropicalis, C. parapsilosis and C. glabrata; and against the following bacteria: Staphylococcus aureus, Listeria monocytogenes, Bacillus cereus, Streptococcus sanguinis, Escherichia coli, Citrobacter frendii, Salmonella typhimurium and Pseudomonas aeruginosa. Complexes 2 and 4 exhibited higher biocide activity in comparison to 1 and 3 and to the control drugs nystatin and miconazole nitrate for the yeasts, and chloramphenicol and ampicillin for the bacteria. The biological activity of 2 was superior to that of 4. In addition, the toxicity of HOBZ, NaOBz and 1, 2, 3, 4 were determined using Chlorella vulgaris, revealing low toxicity of the complexes at MIC50 concentrations. We also performed cell viability studies, using XTT assay, displaying no change in the mitochondrial function after 2–4 h of exposure of the microorganism to the complexes at MIC50 concentrations. The butyl‐containing complexes 2 and 4 display greater lipophilicities than do the methyl analogues 1 and 3, thereby endowing 2 and 4 with superior abilities to cross the microbe cell membrane, the possible mechanism of action. Copyright © 2015 John Wiley & Sons, Ltd.

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“…Moreover, it is well‐established that numerous organotin derivatives have a highly diverse structural chemistry and give rise to a variety of macromolecular structures . These species are excellent targets for studies in the area of crystal engineering .…”

Section: Introductionmentioning

confidence: 99%

Macromolecular Self‐Assembly of Organotin(IV) Squarates and Croconates – Preparation and Crystal Structures of [SnMe₂(H₂O)₂]C₄O₄, [SnMe₃]₂C₄O₄, and [SnMe₃(H₂O)]₂C₅O₅

Liebing

Asrial

Fischer

et al. 2017

Zeitschrift anorg allge chemie

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Bioactive hepta- and penta-coordinated supramolecular diorganotin(IV) Schiff bases

Cited by 35 publications

References 29 publications

Synthesis, characterization and antimicrobial activity of triorganotin(IV) derivatives of some bioactive Schiff base ligands

Synthesis, characterization and antimicrobial activity of triorganotin(IV) derivatives of some bioactive Schiff base ligands

New di‐ and triorganotin(IV) carboxylates derived from a Schiff base: synthesis, characterization and in vitro antimicrobial activities

Macromolecular Self‐Assembly of Organotin(IV) Squarates and Croconates – Preparation and Crystal Structures of [SnMe₂(H₂O)₂]C₄O₄, [SnMe₃]₂C₄O₄, and [SnMe₃(H₂O)]₂C₅O₅

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Bioactive hepta- and penta-coordinated supramolecular diorganotin(IV) Schiff bases

Cited by 35 publications

References 29 publications

Synthesis, characterization and antimicrobial activity of triorganotin(IV) derivatives of some bioactive Schiff base ligands

Synthesis, characterization and antimicrobial activity of triorganotin(IV) derivatives of some bioactive Schiff base ligands

New di‐ and triorganotin(IV) carboxylates derived from a Schiff base: synthesis, characterization and in vitro antimicrobial activities

Macromolecular Self‐Assembly of Organotin(IV) Squarates and Croconates – Preparation and Crystal Structures of [SnMe2(H2O)2]C4O4, [SnMe3]2C4O4, and [SnMe3(H2O)]2C5O5

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Macromolecular Self‐Assembly of Organotin(IV) Squarates and Croconates – Preparation and Crystal Structures of [SnMe₂(H₂O)₂]C₄O₄, [SnMe₃]₂C₄O₄, and [SnMe₃(H₂O)]₂C₅O₅