13331-31-2Relevant articles and documents
Synthesis, characterization and pioactivity study of bidentate NS schiff base of S-Benzyl dithiocarbazate and its Zn(II) and Pd(II) complexes
Hasibul Islam,Chanmiya Sheikh,Miyatake, Ryuta,Zahan, Ronok,Al-Amin-Al-Azadul Islam
, p. 2091 - 2098 (2020)
The bis-chelated four coordinate complexes (ML2, L = deprotonated ligand) of Zn(II) and Pd(II) ions were synthesized, derived from a new bidentate NS Schiff base called S-benzyl-β-N-(4-hydroxy-3-nitrophenyl)methylene dithiocarbazate (HL) which is the condensation product of S-benzyl dithiocarbazate (SBDTC) with 4-hydroxy-3-nitrobenzaldehyde. The synthesized ligand and complexes were characterized using conventional techniques like NMR, UV-visible, IR, mass spectroscopic techniques, magnetic susceptibility measurement and molar conductance. A single crystal X-ray crystallography data approved the proposed crystal structure of the ligand. Both in solid and solution phase, the ligand continues to exist in its thione tautomeric form. The chelates were formed by the reaction of ligand with the metal ions through the ligand azomethine nitrogen atom and the deprotonated thiolate sulfur anion. Magnetic susceptibility and electronic spectroscopic data suggested to have a tetrahedral geometry for ZnL2 complex whereas a square planar structure for PdL2 complex. The analgesic and anti-inflammatory bioactivity were assayed on both the ligand and its complexes by tail flick and carrageenan induced paw edema test. The ligand at the dose of 10 mg/kg, produced a significant (p 0.001) increase in pain threshold in tail flick methods when compared to control but in case of complexes, it showed moderate activity. At the same dose, the ligand and complexes significantly (p 0.001) reduced paw edema when compared to the control. Altogether, these results suggest that ligand and its complexes could be used as a potent anti-inflammatory agent.
Syntheses, characterizations and third-order NLO properties of a series of Ni(II), Cu(II) and Zn(II) complexes using a novel S-benzyldithiocarbazate ligand
Liu, Hui,Wu, Liangtao,Li, Fei,Wang, Xingyu,Pan, Hui,Ni, Yanhan,Yang, Jiaxiang,Li, Shengli,Tian, Yupeng,Wu, Jieying
, p. 53 - 60 (2017)
A novel dithiocarbazate derivative ligand based on triphenylamine with D-π-A model (HL) and its corresponding transition metal complexes were designed, synthesized and fully characterized. The crystal structures of NiL2and CuL2have been confirmed by single crystal X-ray diffraction analysis, indicating that the coordinates to metal-ion to form a five-membered chelated ring with an excellent square-planar conformation, which further form high electron delocalization. Crystal structure determination also confirmed that the structures of NiL2and CuL2are isostructural. Open and closed aperture Z-scan measurements were devoted to explore the third-order nonlinear optical (NLO) properties with the aid of femtosecond pulse laser from 680 to 1080 nm. The results revealed that complexes NiL2and CuL2possessed large 2PA cross-sections 11235.33 and 12018.99 GM, as well as optical power limiting properties.
Synthesis, characterization and biomedical activities of molybdenum complexes of tridentate Schiff base ligands. Crystal and molecular structure of [MoO2(L10)(DMSO)] and [MoO2(L11)(DMSO)]
Rakshit, Sukla,Palit, Debashis,Hazari, Saroj K.S.,Rabi, Saswata,Roy, Tapashi G.,Olbrich, Falk,Rehder, Dieter
, p. 224 - 230 (2016)
The molybdenum complexes of different Schiff base ligands have drawn remarkable attention due to their different biological and analytical activities. Several molybdenum complexes of different Schiff base ligands, L1 to L11 derived f
New insight into the structural, electrochemical and biological aspects of macroacyclic Cu(II) complexes derived from S-substituted dithiocarbazate schiff bases
Low, May Lee,Maigre, Laure,Tahir, Mohamed Ibrahim M.,Tiekink, Edward R.T.,Dorlet, Pierre,Guillot, Régis,Ravoof, Thahira Begum,Rosli, Rozita,Pagès, Jean-Marie,Policar, Clotilde,Delsuc, Nicolas,Crouse, Karen A.
, p. 1 - 12 (2016)
Copper (II) complexes synthesized from the products of condensation of S-methyl- and S-benzyldithiocarbazate with 2,5-hexanedione (SMHDH2 and SBHDH2 respectively) have been characterized using various physicochemical (elemental analysis, molar conductivity, magnetic susceptibility) and spectroscopic (infrared, electronic) methods. The structures of SMHDH2, its copper (II) complex, CuSMHD, and the related CuSBHD complex as well as a pyrrole byproduct, SBPY, have been determined by single crystal X-ray diffraction. In order to provide more insight into the behaviour of the complexes in solution, electron paramagnetic resonance (EPR) and electrochemical experiments were performed. Antibacterial activity and cytotoxicity were evaluated. The compounds, dissolved in 0.5% and 5% DMSO, showed a wide range of antibacterial activity against 10 strains of Gram-positive and Gram-negative bacteria. Investigations of the effects of efflux pumps and membrane penetration on antibacterial activity are reported herein. Antiproliferation activity was observed to be enhanced by complexation with copper. Preliminary screening showed Cu complexes are strongly active against human breast adenocarcinoma cancer cell lines MDA-MB-231 and MCF-7.
Novel Cu(II) Schiff Base Complex Combination with Polymyxin B/Phenylalanine-Arginine β-Naphthylamide Against Various Bacterial Strains
Cheong, Siew Lee,Fong, Kar Wai,Gan, Wei Khang,Liew, Hui Shan,Liew, Yun Khoon,Low, May Lee,Ng, Xiao Ying,Pua, Lesley Jia Wei
, (2022/01/31)
Concerns on increasing trends of multidrug resistance (MDR) around the world have triggered the need to investigate and develop new therapeutic strategies and potent antibacterial drugs. Polymyxins, a class of polycationic antimicrobial peptides, have been regarded as the last-line therapy against Gram-negative bacteria due to limited new antibiotics and phenylalanine-arginine β-naphthylamide (PAβN), a peptidomimetic compound has been characterised as an efflux pump inhibitor (EPI) that have been investigated to overcome efflux-mediated multidrug resistance. In this work, the antibacterial activity of two Schiff base ligands derived from the condensation of S-benzyl dithiocarbazate with 4-carboxybenzaldehye (SB4CB) and 4-formyl-3-hydroxybenzoic acid (SBFH) their copper(II) complexes (Cu(SB4CB)2 and Cu(SBFH)2) were tested individually, and the most promising compound was tested in combination with polymyxin B (POLY) and PAβN against different bacteria, such as antibiotic-susceptible strains: Acinetobacter baumannii ATCC 19606, Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853, and Staphylococcus aureus ATCC 35923; multidrug-resistant strains: A. baumannii ATCC BAA-1797, E. coli BAA-196, P. aeruginosa ATCC BAA-2108 and S. aureus ATCC 43300. Initial minimum inhibition concentration (MIC) results showed the Cu(II) complexes Cu(SB4CB)2 and Cu(SBFH)2, demonstrated obvious antibacterial activity as compared to the ligand alone. Fractional inhibitory concentration (FIC) index showed improved MIC values with additivity and synergistic effect for Cu(SBFH)2 in combination with POLY and PAβN. From the in silico molecular docking investigation, Cu(SBFH)2 was shown to engage in hydrophobic interactions via its phenyl rings with surrounding hydrophobic residues in the binding pocket of S. aureus NorA, E. coli AcrB, P. aeruginosa MexB and A. baumannii AdeB efflux pumps. The phenyl rings of the ligand could also form π-π stacking with adjacent residues in the binding site of A. baumannii AdeB. Besides, hydrogen bonding and π-cation interactions were also observed via the carboxyl group, hydroxyl group and phenyl ring of SBFH moiety, respectively with nearby residues in the E. coli AcrB binding pocket. This study indicates that the combination strategy of Cu(SBFH)2 with POLY and PAβN enhances therapeutic potential and sheds light on the binding pockets inside bacteria efflux pumps and the binding interactions of ligand in the binding site.
