34930-11-5Relevant academic research and scientific papers
Synthesis, characterization and biological studies of S-4-methylbenzyl-β-N-(2-furylmethylene)dithiocarbazate (S4MFuH) its Zn2+, Cu2+, Cd2+ and Ni2+ complexes
Yusof, Enis Nadia Md,Ravoof, Thahira B.S.A.,Jamsari, Junita,Tiekink, Edward R.T.,Veerakumarasivam, Abhimanyu,Crouse,Tahir, M. Ibrahim M.,Ahmad, Haslina
, p. 85 - 93 (2015)
S-4-methylbenzyl-β-N-(2-furylmethylene)dithiocarbazate (S4MFuH, 1) derived from the condensation reaction of furaldehyde (Fu) with S-4-methylbenzyldithiocarbazate (S4MBDTC) has been complexed with transition metal acetates to give Zn(S4MFu)2 (2
O-vanillin derived schiff bases and their organotin(Iv) compounds: Synthesis, structural characterisation, in-silico studies and cytotoxicity
Yusof, Enis Nadia Md,Latif, Muhammad A. M.,Tahir, Mohamed I. M.,Ravoof, Thahira B. S. A.,Simone, Michela I.,Page, Alister J.,Sakoff, Jennette A.,Veerakumarasivam, Abhi,Tiekink, Edward R. T.
, (2019/04/11)
Six new organotin(IV) compounds of Schiff bases derived from S-R-dithiocarbazate [R = benzyl (B), 2-or 4-methylbenzyl (2M and 4M, respectively)] condensed with 2-hydroxy-3-methoxybenzaldehyde (oVa) were synthesised and characterised by elemental analysis, various spectroscopic techniques including infrared, UV-vis, multinuclear (1H,13C,119Sn) NMR and mass spectrometry, and single crystal X-ray diffraction. The organotin(IV) compounds were synthesised from the reaction of Ph2SnCl2 or Me2SnCl2 with the Schiff bases (S2MoVaH/S4MoVaH/SBoVaH) to form a total of six new organotin(IV) compounds that had a general formula of [R2Sn(L)] (where L = Schiff base; R = Ph or Me). The molecular geometries of Me2Sn(S2MoVa), Me2Sn(S4MoVa) and Me2Sn(SBoVa) were established by X-ray crystallography and verified using density functional theory calculations. Interestingly, each experimental structure contained two independent but chemically similar molecules in the crystallographic asymmetric unit. The coordination geometry for each molecule was defined by thiolate-sulphur, phenoxide-oxygen and imine-nitrogen atoms derived from a dinegative, tridentate dithiocarbazate ligand with the remaining positions occupied by the methyl-carbon atoms of the organo groups. In each case, the resulting five-coordinate C2NOS geometry was almost exactly intermediate between ideal trigonal-bipyramidal and square-pyramidal geometries. The cytotoxic activities of the Schiff bases and organotin(IV) compounds were investigated against EJ-28 and RT-112 (bladder), HT29 (colon), U87 and SJ-G2 (glioblastoma), MCF-7 (breast) A2780 (ovarian), H460 (lung), A431 (skin), DU145 (prostate), BE2-C (neuroblastoma) and MIA (pancreatic) cancer cell lines and one normal breast cell line (MCF-10A). Diphenyltin(IV) compounds exhibited greater potency than either the Schiff bases or the respective dimethyltin(IV) compounds. Mechanistic studies on the action of these compounds against bladder cancer cells revealed that they induced the production of reactive oxygen species (ROS). The bladder cancer cells were apoptotic after 24 h post-treatment with the diphenyltin(IV) compounds. The interactions of the organotin(IV) compounds with calf thymus DNA (CT-DNA) were experimentally explored using UV-vis absorption spectroscopy. This study revealed that the organotin(IV) compounds have strong DNA binding affinity, verified via molecular docking simulations, which suggests that these organotin(IV) compounds interact with DNA via groove-binding interactions.
Synthesis, characterisation and biological activities of S-2- or S-4-methylbenzyl-β-N-(di-2-pyridyl)methylenedithiocarbazate and Cu(II), Ni(II), Zn(II) and Cd(II) complexes
Ravoof,Crouse,Tiekink,Tahir,Yusof, E.N.Md.,Rosli
, p. 383 - 392 (2017/06/20)
Metal complexes of general formula, [M(NNS)2] (M?=?Cu(II), Ni(II), Zn(II) and Cd(II); NNS′?=?S-2-methylbenzyl-β-N-(di-2-pyridyl)methylenedithiocarbazate (1), NNS″?=?S-3-methylbenzyl-β-N-(di-2-pyridyl)methylenedithiocarbazate (2) and NNS??=?S-4-
Synthesis and characterization of mixed-ligand copper(II) saccharinate complexes containing tridentate NNS Schiff bases. X-ray crystallographic analysis of the free ligands and one complex
Omar, Siti Aminah,Ravoof, Thahira B. S. A.,Tahir, M. Ibrahim M.,Crouse
, p. 119 - 126 (2014/03/21)
Four new Schiff bases containing N and S heteroatoms (HL1-HL4) have been prepared and characterized, including determination of the X-ray crystal structures of HL1 and HL3. Spectroscopic evidence indicates that these Schiff bases behave as uninegatively charged tridentate NNS ligands in complexes of general formula [Cu(Ln)sac] (Ln is the anionic form of NNS, and sac represents saccharinate anion). Crystals of both HL1 and [Cu(L4)sac)(H2O)] ·Hsac crystallized in triclinic system with P 1 1 space group, while HL3 crystallized in monoclinic system with P 21/c space group. [Cu(L4)sac)(H2O)]·Hsac has a distorted square-pyramidal structure with a non-bonded saccharin molecule present in the outer coordination sphere. The tridentate NNS ligands are coordinated to Cu through pyridine nitrogen, azomethine nitrogen and thiolate sulfur atoms, while the fourth and fifth coordination positions are occupied by the N-bonded saccharinate anion and a water ligand, respectively.
Isolation, characterization and X-ray structure determination of 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole
Tayamon, Shahedeh,Tiekink, Edward R. T.,Nikpour, Farzad,Ravoof, Thahira Begum S. A.,Tahir, Mohamad Ibrahim Mohamed,Crouse, Karen A.
, p. 1 - 5 (2014/03/21)
The reaction of hydrazine hydrate with carbon disulfide and 4-methylbenzyl chloride in basic solution yielded 2,5-bis(4-methylbenzylthio)-1,3,4-thiadiazole (C18H18N2S3, compound 1) in addition to the expected S-4-methylbenzyldithiocarbazate. The molecule has approximate twofold symmetry with the C=S bond lying on the pseudo axis. The five membered ring is planar with the three S atoms mutually syn, and with pendent 4-methylbenzylthio substituents; the dihedral angle between the terminal rings is 52.21(7). The compound 1 crystallizes in the triclinic space group P 1 with a = 6.0139(3) A, b = 11.8694(7) A, c = 12.6330(7) A, α = 72.583(5), β = 82.827(4), γ = 89.882(4) and Z = 2. Graphical Abstract: In situ cyclization of an authenticated dithiocarbazate gave rise to a supramolecular layerered assembly of new molecules containing a 1,3,4-thiadiazole ring system having a strictly planar central core with mutually syn sulfur atoms and terminal aryl groups twisted out of this plane.[Figure not available: see fulltext.]
