Synthesis, Magnetic, Spectral and Biological Studies of Copper(II) Complexes of 4-Benzoyl-3-Methyl-1-Phenyl-2-Pyrazolin-5-One N(4)-Substituted Thiosemicarbazones

El‐Sawaf, Ayman K.; Nassar, Amal A.; El-Samanody, El-Sayed A.

doi:10.11648/j.sjc.20140203.12

Cited by 7 publications

(2 citation statements)

References 22 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The room-temperature magnetic moments (μ eff BM per metal atom) and electronic spectral bands for the metal complexes in the solid state are described in Table 3. The data showed that the electronic absorption spectrum of ligand 1 exhibits bands at 268 and 280 nm, attributable to intra-ligand π→π* electronic transitions [15,30]. These bands do not change significantly upon complex formation [31].…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Characterization, and In Vivo Anti-Cancer Activity of New Metal Complexes Derived from Isatin-N(4)antipyrinethiosemicarbazone Ligand Against Ehrlich Ascites Carcinoma Cells

et al. 2019

View full text Add to dashboard Cite

The current study aimed to synthesize new metal coordination complexes with potential biomedical applications. Metal complexes were prepared via the reaction of isatin-N(4)anti- pyrinethiosemicarbazone ligand 1 with Cu(II), Ni(II), Co(II), Zn(II), and Fe(III) ions. The obtained metal complexes 2−12 were characterized using elemental, spectral (1H-NMR, EPR, Mass, IR, UV-Vis) and thermal (TGA) techniques, as well as magnetic moment and molar conductance measurements. In addition, their geometries were studied using EPR and UV−Vis spectroscopy. To evaluate the in vivo anti-cancer activities of these complexes, the ligand 1 and its metal complexes 2, 7 and 9 were tested against solid tumors. The solid tumors were induced by subcutaneous (SC) injection of Ehrlich ascites carcinoma (EAC) cells in mice. The impact of the selected complexes on the reduction of tumor volume was determined. Also, the expression levels of vascular endothelial growth factor (VEGF) and cysteine aspartyl-specific protease-7 (caspase-7) in tumor and liver tissues of mice bearing EAC tumor were determined. Moreover, their effects on alanine transaminase (ALT), aspartate transaminase (AST), albumin, and glucose levels were measured. The results revealed that the tested compounds, especially complex 9, reduced tumor volume, inhibited the expression of VEGF, and induced the expression of caspase-7. Additionally, they restored the levels of ALT, AST, albumin, and glucose close to their normal levels. Taken together, our newly synthesized metal complexes are promising anti-cancer agents against solid tumors induced by EAC cells as supported by the inhibition of VEGF and induction of caspase-7.

show abstract

Section: Resultsmentioning

confidence: 99%

Synthesis, Characterization, and In Vivo Anti-Cancer Activity of New Metal Complexes Derived from Isatin-N(4)antipyrinethiosemicarbazone Ligand Against Ehrlich Ascites Carcinoma Cells

et al. 2019

View full text Add to dashboard Cite

show abstract

“…The applications of metal complexes of dyes not limited for industries but also in the field of pharmacology such as inhibition of DNA, RNA, and protein synthesis, nitrogen fixation, and carcinogenesis (24,25). 5-Methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one is the biological potent organic moiety (26,27). Many researchers work on metal chelate of 5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one (28)(29)(30)(31)(32) but the catalytic synthesis of dyes from this organic moiety is not reported.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Cytotoxicity and Molecular Docking Study of Complexes Containing Thiazole Moiety

Shafeeulla¹,

Krishnamurthy²,

Bhojynaik³

et al. 2017

Journal of the Turkish Chemical Society, Section A: Chemistry

View full text Add to dashboard Cite

The ligand 5-methyl-2-phenyl-4-[(E)-1,3-thiazol-2-yl-diazenyl]-2,4-dihydro-3Hpyrazol-3-one (Dy) has been synthesized by diazo coupling reactions of 5-methyl-2-phenyl-2,4dihydro-3H-pyrazol-3-one with 2-aminothiazole and ferric hydrogen sulfate (FHS), as a catalyst, under solvent-free conditions. A series of complexes of the ligand with Co(II), Ni(II), Cu(II), and Zn(II) ions are synthesized and structurally characterized by 1H NMR, FTIR, and UV-Visible spectral techniques. The cytotoxic activity of the complexes and the uncoordinated ligand against human breast cancer (MCF-7) and chronic myelogenous leukemia cell line (human erythroleukemia) (K-562) cell lines exhibits good viability in the range of 50.16-55.16% at a concentration of >100-110 µg/mL as compared to the inhibition in the untreated cells. Further, the metal complexes and ligand were screened against antibacterial strains of S. typhi, S. aureus, and E. coli. Both the cytotoxicity and antioxidant studies are correlated with computational docking analysis and powder XRD studies reviles that all complexes are in crystalline nature.

show abstract

Vanadium Complexes Derived from Acetyl Pyrazolone and Hydrazides: Structure, Reactivity, Peroxidase Mimicry and Efficient Catalytic Activity for the Oxidation of 1‐Phenylethanol

et al. 2016

View full text Add to dashboard Cite

Schiff bases obtained from the condensation of acetylpyrazolone (H2ap) with benzoyl hydrazide (bhz), furoyl hydrazide (fah), nicotinoyl hydrazide (nah) and isonicotinoyl hydrazide (inh) [H2ap‐bhz (I), H2ap‐fah (II) H2ap‐nah, (III) and H2ap‐inh (IV)], sharing a ONO donor set, upon reaction with [VIVO(acac)2] lead to the formation of [VIVO(ap‐bhz)(H2O)] (1), [VIVO(ap‐fah)(H2O)] (2), [VIVO(ap‐nah)(H2O)] (3) and [VIVO(ap‐inh)(H2O)] (4), respectively. These complexes slowly convert to monooxidovanadium(V) complexes [VVO(ap‐bhz)(OMe)(MeOH)] (11), [VVO(ap‐fah)(OMe)(MeOH)] (12), [VVO(ap‐nah)(OMe)(MeOH)] (13) and [VVO(ap‐inh)(OMe)(MeOH)] (14) in methanol. The reaction of aqueous K[H2VVO4] with the corresponding potassium salt of the ligands at neutral pH gives dioxidovanadium(V) complexes, K(H2O)[VVO2(ap‐bhz)] (5), K(H2O)0.5[VVO2(ap‐fah)] (6), [VVO2(Hap‐nah)] (9) and [VVO2(Hap‐nah)] (10). Acidification of solutions of 5 and 6 affords the neutral complexes [VVO2(Hap‐bhz)] (7) and [VVO2(Hap‐fah)] (8), respectively. All complexes were characterized by various spectroscopic techniques: FT‐IR, UV/Visible, EPR, NMR (1H, 13C and 51V); elemental analysis, thermal studies, cyclic voltammetry (CV) and single‐crystal X‐ray analysis. X‐ray diffraction studies of complexes 6, 7, 9–12 confirm the ligand's coordination to the metal centre through enolic oxygen (of pyrazolone), azomethine nitrogen and enolic oxygen (hydrazide) atoms. The reactivity of the complexes and their catalytic potential was screened towards their peroxidase mimetic activity in the oxidation of pyragallol in aqueous media with H2O2 as oxidant, showing high activity under mild conditions. They were also tested in the catalytic oxidation of 1‐phenylethanol with H2O2 that yields acetophenone as main product. Parameters such as catalyst and oxidant amount, time, temperature, and solvent effects were optimised for maximum oxidation of 1‐phenylethanol. The complexes show excellent catalytic activity towards oxidation of 1‐phenylethanol being structural and functional models of the vanadate‐dependent haloperoxidases.

show abstract

Synthesis, Magnetic, Spectral and Biological Studies of Copper(II) Complexes of 4-Benzoyl-3-Methyl-1-Phenyl-2-Pyrazolin-5-One N(4)-Substituted Thiosemicarbazones

Cited by 7 publications

References 22 publications

Synthesis, Characterization, and In Vivo Anti-Cancer Activity of New Metal Complexes Derived from Isatin-N(4)antipyrinethiosemicarbazone Ligand Against Ehrlich Ascites Carcinoma Cells

Synthesis, Characterization, and In Vivo Anti-Cancer Activity of New Metal Complexes Derived from Isatin-N(4)antipyrinethiosemicarbazone Ligand Against Ehrlich Ascites Carcinoma Cells

Synthesis, Cytotoxicity and Molecular Docking Study of Complexes Containing Thiazole Moiety

Vanadium Complexes Derived from Acetyl Pyrazolone and Hydrazides: Structure, Reactivity, Peroxidase Mimicry and Efficient Catalytic Activity for the Oxidation of 1‐Phenylethanol

Contact Info

Product

Resources

About