Preparation, X-ray structure, spectral analysis, DFT calculation and thermal study on palladium(II) coordination compound with Schiff base derived from S-allyldithiocarbazate

Takjoo, Reza; Hayatolgheibi, S. Samaneh; Rudbari, Hadi Amiri

doi:10.1016/j.ica.2016.03.020

Cited by 20 publications

(12 citation statements)

References 31 publications

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“…Mullikan atomic charges for some important atoms were calculated and the data are listed in Table and shown in Figure . The calculation of atomic charges plays an important role in the application of quantum mechanical calculations to molecular systems . From Table , the calculated charge value for N and O are −0.292 and −0.282 a.u., indicates the high electronegativity around them and high probability of electron transfer from these atoms to metal center in the proposed complexes.…”

Section: Resultsmentioning

confidence: 99%

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Synthesis, physicochemical characterization, geometric structure and molecular docking of new biologically active ferrocene based Schiff base ligand with transition metal ions

Mahmoud

2017

Applied Organom Chemis

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Physicochemical studies were performed to study new ferrocene based Schiff base ligand (HL), (Z)-(4-(1-((2-carboxycyclohexa-2,4-dien-1-yl)imino)ethyl) [bis(η 5 cyclopenta-1,3-dien-1 yl)]iron with some transition metal ions to form a series of ferrocenyl derivatives bearing transition metal complexes of the type [M(L)Cl(H 2 O) 3 ] (M = Ni(II), Cu(II)), [M(L)Cl(H 2 O) 3 ]nH 2 O (M = Mn(II) (n = 1), Co(II) (n = 1), Zn(II) (n = 2) and Cd(II) (n = 3)) and [M(L)Cl(H 2 O) 3 ]Cl.nH 2 O(M = Cr(III) (n = 2) and Fe(III) (n = 1)). The new ligand and metal ion complexes have been prepared and characterized by IR, UV-Vis, 1 H-NMR, TG/DTA, elemental analysis and mass spectrometry. The TGA/DTG analysis revealed that the ferrocene precursors decompose spontaneously to form iron(II) oxide. The molecular and electronic structure of the ligand (HL) was optimized theoretically and the quantum chemical parameters were calculated. The molecular structure with a variety of functionalities can be used to investigate the coordination sites and the total charge density around each atom. DFT-based molecular orbital energy calculations of the new ligand have been also studied. All of the complexes were screened against a panel of Gram (+) bacteria: Streptococcus pneumoniae and Bacillis subtilis, Gram (−) bacteria: Pseudomonas aeruginosa and Escherichia coli and panel of fungi: Aspergillus fumigatu, Syncephalastrum racemosum, Geotricum candidum and Candida albicans. Anticancer activity screening for the tested compounds using 4 different concentrations of HL ligand against human tumor cells of breast cancer cell line MCF-7 were obtained. Molecular docking was used to predict the binding between HL ligand and human-DNA-Topo I complex (PDB ID: 1SC7), the receptors of breast cancer mutant oxidoreductase (PDB ID: 3HB5), crystal structure of Escherichia coli (PDB ID: 3T88), to identify the binding mode and the crucial functional groups interacting with the three proteins.

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Section: Resultsmentioning

confidence: 99%

“…This was due to the electronegative atoms such as oxygen and nitrogen attached to carbon atoms. Mulliken method was used for predicting the suitable sites of coordination to the metal ions present in Schiff base HL ligand, which was also estimated from MEP analysis …”

Section: Resultsmentioning

confidence: 99%

Synthesis, physicochemical characterization, geometric structure and molecular docking of new biologically active ferrocene based Schiff base ligand with transition metal ions

Mahmoud

2017

Applied Organom Chemis

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“…Melting points were determined with an electrothermal digital melting point apparatus. 1 H and 13 C NMR spectra of compounds were recorded on a Bruker FUM-300 spectrometer using DMSO-d 6 as solvent. TG analysis was performed with a TGA-50 SHIMADZU instrument at a heating rate of 10 C min À1 under air atmosphere from ambient temperature to 950 C. X-ray powder diffraction (XRD) measurements were recorded on a Philips diffractometer manufactured by X'pert with graphite monochromatized Cu-Ka radiation.…”

Section: Methodsmentioning

confidence: 99%

“…Mass spectrometry, m/z (%): 239 (100) {M/2 ¼ L 0 }. 1 (1). MoO 2 (acac) 2 (0.048 g, 0.195 mmol) was dissolved in dry methanol (3 mL) and added to solution of L (0.050 g, 0.200 mmol) in the same solvent (3 mL).…”

Section: Methodsmentioning

confidence: 99%

“…Owing to hard nitrogen and so sulfur donor atoms, formation of ve-membered chelate rings can stabilize transition and nontransition metals in various oxidation states. 1,2 Through reacting various aldehydes and ketones with dithiocarbazates multidentate ligands will form for which, depending on the different structures obtained upon coordination with metal ions, different biological applications including antibacterial, antifungal and anticancer activity could be obtained. 3 A variety of coordination complexes and cytotoxic compounds have been investigated for the treatment of human cancer in recent years 4,5 with cisplatin as the most widely used drug but its use is limited in medicine due to the side effects such as nephrotoxicity and drug resistance.…”

Section: Introductionmentioning

confidence: 99%

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Molecular design and synthesis of new dithiocarbazate complexes; crystal structure, bioactivities and nano studies

et al. 2018

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New multifunctional heterobinuclear palladium (II) complexes based on organometallic dithiocarbazate ligands

Huentupil

Chung

Novoa

et al. 2020

Applied Organom Chemis

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In the research of new compounds with multifunctional applications, heterobinuclear palladium (II) complexes based on organometallic dithiocarbazates (DTCZs) have been isolated. The organometallic DTCZ ligands of the general formula [{(η5‐C5H4)‐CH=NNHC(S)SCH3}]MLn [MLn = Re (CO)3 (2a); Mn (CO)3 (2b); FeCp (2c)] were prepared by the reaction between formyl organometallic precursors (1a−c) with S‐methyldithiocarbazate. Subsequently, a two‐step reaction of 2a−c with: (i) K2[PdCl4] and (ii) PPh3 yielded heterobinuclear complexes [Pd{MLn(η5‐C5H4)‐CH=NNHC(S)SCH3}–(Cl)(PPh3)] [MLn = Re (CO)3 (3a); Mn (CO)3 (3b); FeCp (3c)]. All compounds were characterized by conventional spectroscopic techniques (infrared spectroscopy, nuclear magnetic resonance spectroscopy, mass spectrometry and elemental analysis). In addition, the molecular structures of 2a, 2c and 3c were determined by single‐crystal X‐ray diffraction. The new palladium (II) complexes (3a−c) were evaluated as antiproliferative agents against non‐small cell lung cancer cells (H1299 cells). Complexes 3a and 3b containing cyrhetrenyl‐ and cymantrenyl‐DTCZ ligands, respectively, were more active than their ferrocenyl analogue 3c. The activity was associated with the electron‐withdrawing properties of the (η5‐C5H4)M (CO)3 moieties and their better lipophilicity than that of the ferrocenyl analogue. In addition, we studied the capacity of metalloligands (2a−c) and palladium (II) complexes (3a−c) to remove methylene blue in water under UV–visible light irradiation. The results established that the complexes showed moderate efficiency and were less active than their corresponding free ligands.

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Preparation, X-ray structure, spectral analysis, DFT calculation and thermal study on palladium(II) coordination compound with Schiff base derived from S-allyldithiocarbazate

Cited by 20 publications

References 31 publications

Synthesis, physicochemical characterization, geometric structure and molecular docking of new biologically active ferrocene based Schiff base ligand with transition metal ions

Synthesis, physicochemical characterization, geometric structure and molecular docking of new biologically active ferrocene based Schiff base ligand with transition metal ions

Molecular design and synthesis of new dithiocarbazate complexes; crystal structure, bioactivities and nano studies

New multifunctional heterobinuclear palladium (II) complexes based on organometallic dithiocarbazate ligands

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