Crystal Study of Salicylaldehyde N(4)-Phenylthiosemicarbazone

Seena, E.B.; Kurup, M.R. Prathapachandra; Suresh, Eringathodi

doi:10.1007/s10870-007-9268-8

Cited by 48 publications

(22 citation statements)

References 18 publications

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“…The results are presented in Table 2. It is clearly indicated that the most stable form of 1 is the hydroxy-thione in all solvents being in accordance with the observed NMR chemical shift values and X-ray structure [18,19]. Each form was stabilized with the introduction of a solvent and the stabilization was higher with the increase of the dielectric constant of the solvent.…”

Section: Hydrogen Bonding Of 1 In Solutionsupporting

confidence: 83%

“…Recently a crystal structure of 1 was published reporting three independent molecules in an asymmetric unit [18]. A different polymorph with two independent molecules in the asymmetric unit has been found as well [19].…”

Section: Solid State Structurementioning

confidence: 97%

“…The latter was characterized by a six-membered pseudoaromatic ring stabilized by hydrogen bonding. Furthermore, inter-molecular hydrogen bonding interactions were also formed between the two [19] or three [18] independent molecules in the crystallographic unit.…”

Section: Solid State Structurementioning

confidence: 99%

See 2 more Smart Citations

Hydrogen bonding and solution state structure of salicylaldehyde-4-phenylthiosemicarbazone: A combined experimental and theoretical study

Novak

Pičuljan

Hrenar

et al. 2009

Journal of Molecular Structure

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Section: Hydrogen Bonding Of 1 In Solutionsupporting

confidence: 83%

Section: Solid State Structurementioning

confidence: 97%

See 1 more Smart Citation

Hydrogen bonding and solution state structure of salicylaldehyde-4-phenylthiosemicarbazone: A combined experimental and theoretical study

Novak

Pičuljan

Hrenar

et al. 2009

Journal of Molecular Structure

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“…However, the large bond distance at the axial Cu(1)‐N(2) positions supports the lack of significant out of plane π‐bonding. Coordination to copper (II) lengthens the C‐S bond substantially to 1.739 Å from 1.680 Å in unsubstituted salicylaldehyde N(4) phenylthiosemicarbazone as expected on coordination of thiolate sulfur.…”

Section: Resultsmentioning

confidence: 58%

Ternary Copper (II) complex based chemical probes for DNA targeting: Cytotoxic activity under visible light

Shanmugaiah¹,

Palsamy²,

Ravi

et al. 2018

Applied Organom Chemis

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Among the bio‐metals, copper derivatives of O, N, S donor salicylaldehyde thiosemicarbazones have been obtained large interest due to their potential biological applications. Multisubstituted thiosemicarbazone ligand HL derived, new ternary Cu (II) complexes of [Cu(L)(bpy)] (1) and [Cu(L)(phen)] (2) (where, bpy is 2,2′‐bipyridine and phen is 1,10‐phenanthroline) have been synthesized and characterized using different physico‐chemical techniques. Complexes 1 and 2 are structurally characterized by single crystal X‐ray diffraction analysis, which reveals the trigonal bipyramidal distorted square based pyramid geometry of both the complexes 1 and 2 with ONS‐donor thiosemicarbazone bonded at the upper plane. The ground state electronic structures of complexes 1 and 2 have been investigated by using DFT/B3LYP theoretical evaluation with 6‐31G (d,p) and LANL2DZ basis set. The affinity towards DNA and human serum albumin has been evaluated using computational docking analysis and complex 2 exposes significant binding ability towards DNA and human serum albumin, because of its immense hydrophobicity. Consequently, complex 2 have higher antimicrobial in addition to the cytotoxic activity than complex 1 and free ligand HL under visible light. Along with, their apoptosis pathway of cytotoxicity has been evaluated by fluorescent microscopic analysis using acridine orange/ethidium bromide (AO/EB) stains. From these preliminary investigations, we believe that complex 2 can play a role as a more robust pharmacological agent.

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“…The activity of these compounds depends on the structure of molecules and on the arrangement of functional groups. The study of the relationship between the chemical structure of substances and their biological activity allows for a purposeful synthesis of new drugs …”

Section: Introductionmentioning

confidence: 99%

Novel 2‐formylpyridine 4‐allyl‐S‐methylisothiosemicarbazone and Zn(II), Cu(II), Ni(II) and Co(III) complexes: Synthesis, characterization, crystal structure, antioxidant, antimicrobial and antiproliferative activity

Bălan

Burduniuc

Usataia

et al. 2019

Applied Organom Chemis

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New zinc (II), copper (II), nickel (II) and cobalt (III) complexes, [Zn (HL)2]I2 (1), [Cu (HL)Cl2] (2), [Cu (HL)Br2] (3), [Cu (HL)(H2O)2](ClO4)2 (4), [Ni (HL)2]I2·H2O (5), [Co(L)2]Cl (6), [Co(L)2]NO3 (7), [Co(L)2]I·[Co(L)2](I3) (8) were obtained with 2‐formylpyridine 4‐allyl‐S‐methylisothiosemicarbazone (HL). The isothiosemicarbazone ligand was characterized by NMR (1H and 13C), IR spectroscopy and X‐ray diffraction. All the complexes were characterized by elemental analysis, IR, UV–Vis, ESI‐MS spectroscopy, molar conductivity, magnetic susceptibility measurements. X‐ray diffraction analysis on the monocrystal and powder elucidated the structure of the complexes 1, 5, 7 and 8. The ligand and the complexes were tested for their antioxidant and antimicrobial activity against Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae and Candida albicans. Also, the antiproliferative properties of these compounds on human leukemia HL‐60, human cervical epithelial HeLa, human epithelial pancreatic adenocarcinoma BxPC‐3, human muscle rhabdomyosarcoma spindle, large multinucleated RD cells and normal MDCK cells have been investigated. The nickel complex 5 and cobalt complexes 6, 7 showed promising antiproliferative activity and low toxicity.

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Crystal Study of Salicylaldehyde N(4)-Phenylthiosemicarbazone

Cited by 48 publications

References 18 publications

Hydrogen bonding and solution state structure of salicylaldehyde-4-phenylthiosemicarbazone: A combined experimental and theoretical study

Hydrogen bonding and solution state structure of salicylaldehyde-4-phenylthiosemicarbazone: A combined experimental and theoretical study

Ternary Copper (II) complex based chemical probes for DNA targeting: Cytotoxic activity under visible light

Novel 2‐formylpyridine 4‐allyl‐S‐methylisothiosemicarbazone and Zn(II), Cu(II), Ni(II) and Co(III) complexes: Synthesis, characterization, crystal structure, antioxidant, antimicrobial and antiproliferative activity

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