Biological evaluation of copper(II) complexes on <i>N</i>(4)−substituted thiosemicarbazide derivatives and diimine co-ligands using DNA interaction, antibacterial and <i>in vitro</i> cytotoxicity

Rajendran, Neelaveni; Periyasamy, Abirami; Kamatchi, Nithya; Vasantha, S.

doi:10.1080/00958972.2019.1634806

Cited by 14 publications

(6 citation statements)

References 47 publications

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“…The Hela cell line data showed the least viability was obtained for the ligand, close to the standard doxorubicin, while the WISH data indicated that the Ni (OAc) 2 complex was the least. Compared with other thiosemicarbazides and their metal complexes, [ 73,74 ] the ligand H 4 L and its metal complexes exhibited higher cytotoxicity activity against Hela cell line which may be due to that the H 4 L has bis (thiosemicarbazide) moiety.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, characterization, and anticancer activity of new binuclear complexes of 2,2′‐malonylbis(N‐phenylhydrazine‐1‐carbothioamide)

El‐Gammal

Abdel‐Latif

Farag

et al. 2021

Applied Organom Chemis

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The bimetallic complexes of 2,2′‐malonylbis(N‐phenylhydrazine‐1‐carbothioamide) have been prepared and characterized by elemental and spectral analyses. The free ligand exists in keto‐thione form, whereas in complexes it chelated to the metal ion in binegative tetradentate and neutral tetradentate manners. The electronic spectra and magnetic moment measurements showed that all the complexes have an octahedral geometry except the [Cu2(H2L)(OAc)2]EtOH complex which has square planar structure supported by the electron spin resonance (ESR) spectral data. In addition, thermal gravimetric analysis (TGA) carried out to clarify thermal stability of the ligand and its complexes. The optical band gap (Eg) was calculated using Tauc's equation and compared with their HOMO‐LUMO gap obtained from DFT quantum chemical calculations. Furthermore, the in vitro cytotoxic activity against Hela (Epitheliod Carcinoma) and WISH (Human amnion) cell lines of isolated compounds were examined. The data indicated that the ligand has very strong activity against Hela cell line and moderate activity against WISH cell line. Accordingly, the metal complexes showed more potent effect against Hela than WISH cell lines.

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Section: Resultsmentioning

confidence: 99%

Synthesis, characterization, and anticancer activity of new binuclear complexes of 2,2′‐malonylbis(N‐phenylhydrazine‐1‐carbothioamide)

El‐Gammal

Abdel‐Latif

Farag

et al. 2021

Applied Organom Chemis

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“…In summary, a more promising in vitro antiproliferative activity for complexes 2 (bearing the -NHMe moiety) and 3 (bearing the -NHEt moiety) has been observed with respect to complex 1 (with the -NH 2 group). It is worth noting that the presence of the -NHEt group within a thiosemicarbazone structure was reported to improve the biological activity, including anticancer, antifungal and antibacterial action, in other TSC Cu(II) [57,93,[128][129][130] complexes and in Ru(II) TSC derivatives [131].…”

Section: Discussionmentioning

confidence: 99%

Synthesis, Characterization and Biological Activity of Novel Cu(II) Complexes of 6-Methyl-2-Oxo-1,2-Dihydroquinoline-3-Carbaldehyde-4n-Substituted Thiosemicarbazones

et al. 2020

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Three new 6-methyl-2-oxo-1,2-dihydroquinoline-3-carbaldehyde-thiosemicarbazones-N-4-substituted pro-ligands and their Cu(II) complexes (1, -NH2; 2, -NHMe; 3, -NHEt) have been prepared and characterized. In both the X-ray structures of 1 and 3, two crystallographically independent complex molecules were found that differ either in the nature of weakly metal-binding species (water in 1a and nitrate in 1b) or in the co-ligand (water in 3a and methanol in 3b). Electron Paramagnetic Resonance (EPR) measurements carried out on complexes 1 and 3 confirmed the presence of such different species in the solution. The electrochemical behavior of the pro-ligands and of the complexes was investigated, as well as their biological activity. Complexes 2 and 3 exhibited a high cytotoxicity against human tumor cells and 3D spheroids derived from solid tumors, related to the high cellular uptake. Complexes 2 and 3 also showed a high selectivity towards cancerous cell lines with respect to non-cancerous cell lines and were able to circumvent cisplatin resistance. Via the Transmission Electron Microscopy (TEM) imaging technique, preliminary insights into the biological activity of copper complexes were obtained.

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“…e thiosemicarbazones and its complexes presented well-established anticancer activity [75,76] which stimulated the study of HAAT and its metal complexes' cytotoxic activities against the hepatocellular carcinoma cell line (HepG2), the main type of liver cancer that is the second cause of cancer-related death [77] ( Table 7). Like the antioxidant activity, both HAAT and Zn(II) complex exhibited very strong activity, IC 50 (Figure 11).…”

Section: In Vitro Antitumor Activitymentioning

confidence: 99%

Spectral, Molecular Modeling, and Biological Activity Studies on New Schiff’s Base of Acenaphthaquinone Transition Metal Complexes

Melha

Al‐Hazmi

Althagafi

et al. 2021

Bioinorganic Chemistry and Applications

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The newly synthesized Schiff’s base derivative, N-allyl-2-(2-oxoacenaphthylen-1(2H)-ylidene)hydrazine-1-carbothioamide, has been characterized by different spectral techniques. Its reaction with Co(II), Ni(II), and Zn(II) acetate led to the formation of 1 : 1 (M:L) complexes. The IR and NMR spectral data revealed keto-thione form for the free ligand. On chelation with Co(II) and Ni(II), it behaved as mononegative and neutral tridentate via O, N1, and S donors, respectively, while it showed neutral bidentate mode via O and N1 atoms with Zn(II). The electronic spectra indicated that all the isolated complexes have an octahedral structure. The thermal gravimetric analyses confirmed the suggested formula and the presence of coordinated water molecules. The XRD pattern of the metal complexes showed that both Co(II) and Ni(II) have amorphous nature, while Zn(II) complex has monoclinic crystallinity with an average size of 9.10 nm. DFT modeling of the ligand and complexes supported the proposed structures. The calculated HOMO-LUMO energy gap, ΔEH-L, of the ligand complexes was 1.96–2.49 eV range where HAAT < Zn(II) < Ni(II) < Co(II). The antioxidant activity investigation showed that the ligand and Zn(II) complex have high activity than other complexes, 88.5 and 88.6%, respectively. Accordingly, the antitumor activity of isolated compounds was examined against the hepatocellular carcinoma cell line (HepG2), where both HAAT and Zn(II) complex exhibited very strong activity, IC50 6.45 ± 0.25 and 6.39 ± 0.18 μM, respectively.

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Biological evaluation of copper(II) complexes on N(4)−substituted thiosemicarbazide derivatives and diimine co-ligands using DNA interaction, antibacterial and in vitro cytotoxicity

Cited by 14 publications

References 47 publications

Synthesis, characterization, and anticancer activity of new binuclear complexes of 2,2′‐malonylbis(N‐phenylhydrazine‐1‐carbothioamide)

Synthesis, characterization, and anticancer activity of new binuclear complexes of 2,2′‐malonylbis(N‐phenylhydrazine‐1‐carbothioamide)

Synthesis, Characterization and Biological Activity of Novel Cu(II) Complexes of 6-Methyl-2-Oxo-1,2-Dihydroquinoline-3-Carbaldehyde-4n-Substituted Thiosemicarbazones

Spectral, Molecular Modeling, and Biological Activity Studies on New Schiff’s Base of Acenaphthaquinone Transition Metal Complexes

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