A novel series of thiosemicarbazone drugs: From synthesis to structure

Ebrahimi, Hossein Pasha; Hadi, Jabbar S.; Alsalim, Tahseen A.; Ghali, Thaer S.; Bolandnazar, Zeinab

doi:10.1016/j.saa.2014.08.146

Cited by 51 publications

(30 citation statements)

References 49 publications

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“…Research in recent years has demonstrated the ability of thiosemicarbazones and their complexes to be antifungal, antibacterial, antiviral, anti-inflammatory and chemotherapeutic agents, potentially useful for inhibiting the activities of cancer cells [7][8][9][10][11][12][13][14][15][16][17]. The cytotoxicity of these ligands is enhanced by coordination to metal ions such as copper, zinc, platinum and palladium.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Novel Cu(II), Pd(II) and Pt(II) Complexes with 8-Ethyl-2-hydroxytricyclo(7.3.1.02,7)tridecan-13-one-thiosemicarbazone: Antimicrobial and in Vitro Antiproliferative Activity

et al. 2016

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New Cu(II), Pd(II) and Pt(II) complexes, (Cu(L)(H 2 O) 2 (OAc)) ( 1 ), (Cu(HL)(H 2 O) 2 (SO 4 )) ( 2 ), (Cu(L)(H 2 O) 2 (NO 3 )) ( 3 ), (Cu(L)(H 2 O) 2 (ClO 4 )) ( 4 ), (Cu(L) 2 (H 2 O) 2 ) ( 5 ), (Pd(L)(OAc))H 2 O ( 6 ), and (Pt(L) 2 ) ( 7 ) were synthesized from 8-ethyl-2-hydroxytricyclo(7.3.1.0 2,7 )tridecan-13-one thiosemicarbazone ( HL ). The ligand and its metal complexes were characterized by IR, 1 H-NMR, 13 C-NMR, UV-Vis, FAB, EPR, mass spectroscopy, elemental and thermal analysis, magnetic susceptibility measurements and molar electric conductivity. The free ligand and the metal complexes have been tested for their antimicrobial activity against E. coli , S. enteritidis , S. aureus , E. faecalis, C. albicans and cytotoxicity against the NCI-H1573 lung adenocarcinoma, SKBR-3 human breast, MCF-7 human breast, A375 human melanoma and HL-60 human promyelocytic leukemia cell lines. Copper complex 2 exhibited the best antiproliferative activities against MCF-7 human breast cancer cells. A significant inhibition of malignant HL-60 cell growth was observed for copper complex 2 , palladium complex 6 and platinum complex 7 , with IC 50 values of 1.6 µM, 6.5 µM and 6.4 µM, respectively.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Novel Cu(II), Pd(II) and Pt(II) Complexes with 8-Ethyl-2-hydroxytricyclo(7.3.1.02,7)tridecan-13-one-thiosemicarbazone: Antimicrobial and in Vitro Antiproliferative Activity

et al. 2016

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“…Ebrahimi et al . reported that the cyclization of thiosemicarbazone derivatives 184a – h with Ac 2 O at 120°C, performed, in good yields, 4‐acetamide‐1,3,4‐thiadiazole derivatives 185a – h in accordance with Scheme .…”

Section: Thiosemicarbazidesmentioning

confidence: 71%

An Update of the Use of Thiocarbohydrazides and Thiosemicarbazides in the Preparation of Heterocycles and Their Biological Importance

Aly

Hassan

AbdEl‐latief

2018

Journal of Heterocyclic Chem

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The inherent reactivity of thiocarbohydrazides and thiosemicarbazides makes them valuable as building blocks for the synthesis of other heterocyclic motifs. This review article discusses the recent applications of classes of compounds in syntheses of five‐membered to seven‐membered heterocycles of biological activities and remarkable number of metal complexes. Many previous reviews dealt with the reactivity of either thiosemicarbazides or thiocarbohydrazides. However, a large number of publications have recently dealt with the reactivity of thiosemicarbazides and thiocarbohydrazides. Consequently, we have found that it is of importance to shed new light on these interesting molecules.

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“…Dipole moment, molecular polarizability and bond properties are affected by atomic charges, therefore, the Mulliken atomic charge calculation has an important role in quantum chemistry [25][26][27]. Mulliken population analysis was performed using DFT/B3LYP calculation method with 6-311+G(d,p) basis set and LanL2DZ basis set for Cu(II), Zn(II) and Cd(II) metal complexes.…”

Section: Mulliken Population Analysismentioning

confidence: 99%

Synthesis, spectral characterization, thermal analysis and DFT computational studies of 2-(1H-indole-3-yl)-5-methyl-1H-benzimidazole and their Cu(II), Zn(II) and Cd(II) complexes

2017

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A novel series of thiosemicarbazone drugs: From synthesis to structure

Cited by 51 publications

References 49 publications

Synthesis and Characterization of Novel Cu(II), Pd(II) and Pt(II) Complexes with 8-Ethyl-2-hydroxytricyclo(7.3.1.02,7)tridecan-13-one-thiosemicarbazone: Antimicrobial and in Vitro Antiproliferative Activity

Synthesis and Characterization of Novel Cu(II), Pd(II) and Pt(II) Complexes with 8-Ethyl-2-hydroxytricyclo(7.3.1.02,7)tridecan-13-one-thiosemicarbazone: Antimicrobial and in Vitro Antiproliferative Activity

An Update of the Use of Thiocarbohydrazides and Thiosemicarbazides in the Preparation of Heterocycles and Their Biological Importance

Synthesis, spectral characterization, thermal analysis and DFT computational studies of 2-(1H-indole-3-yl)-5-methyl-1H-benzimidazole and their Cu(II), Zn(II) and Cd(II) complexes

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