Synthesis, characterization and bioactivity studies of new dithiocarbazate complexes

Yekke-Ghasemi, Zahra; Ramezani, Mohammad; Mague, Joel T.; Takjoo, Reza

doi:10.1039/d0nj01187h

Cited by 12 publications

(8 citation statements)

References 47 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…5-Nitroisatin (Sigma-Aldrich) and all solvents were obtained commercially and used without further purification. Sbenzyl dithiocarbazate was synthesized according to a literature procedure [10]. The melting point was determined with a PF1500 FARMA-GEHAKA instrument.…”

Section: Materials and Physical Methodsmentioning

confidence: 99%

“…Despite of the chemical similarities of thiosemicarbazones and dithiocarbazates [6], few studies involving isatin dithiocarbazates are available in the literature [7][8][9][10]. Interestingly, isatin derived thiosemicarbazones were investigated as inhibitors of parasitic cysteine proteases identified in trypanosomes (cruzain and rhodesain) and malaria parasites (falcipain-2), presenting a higher activity than their isatin precursors [2].…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Nitroisatin dithiocarbazate: Synthesis, structural characterization, DFT, and docking studies

et al. 2021

View full text Add to dashboard Cite

The reaction between 5-nitroisatin with S-benzyl dithiocarbazate affords a new isatindithio carbazate so-called NO2Isadtc (Benzyl 2-(5-nitro-2-oxoindolin-3-ylidene)hydrazinecarbodi thioate) which was characterized by means of 1H NMR, FT-IR, UV-visible and single crystal X-ray diffraction - Crystal data for C16H12N4O3S2 (M =372.42 g/mol): triclinic space group P-1, (n°. 02), a = 6.640 Å, b = 8.256 Å, c = 15.908 Å, V = 849.6 Å3, Z = 2, T = 293 K, μ(MoKα) = 0.337 mm-1, Dcalc = 1.456 g/cm3, 27515 reflections measured (2.499° ≤ 2Θ ≤ 26.524°), 3518 unique (Rint = 0.0533, Rsigma =0.0222) which were used in all calculations. The final R1 was 0.0367 (I > 2σ(I)) and wR2 was 0.1045 (all data). Computational methods were applied to NO2Isadtc and its nonsubstituted parent compound Isadtc for structure optimization, electronic distribution, and infrared calculations using B3LYP functional with 6-31G(d,p) basis set in ethanol as a polarizable continuum model. Furthermore, docking studies using human thioredoxin reductase 1 (TrxR) as enzyme target also were performed using NO2Isadtc and the optimized structure of Isadtc. The results demonstrated that both NO2Isadtc and Isadtc may act as inhibitors of TrxR, having different interactions detected, highlighting the contact between the NO2 group and the S111 at the helix which is found for NO2Isadtc.

show abstract

Section: Materials and Physical Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Nitroisatin dithiocarbazate: Synthesis, structural characterization, DFT, and docking studies

et al. 2021

View full text Add to dashboard Cite

show abstract

“…Two human cancer cell lines, HeLa and MCF-7, were used in order to investigate the cytotoxicity of synthesized complexes. The antiproliferative activities suggested that the coordination of ligand to metal ions has a significant influence on cytotoxicity, with complex 44 being more active than cisplatin against the HeLa cell line (IC 50 = 2.518 μM) ( Figure 7 ) [ 56 ].…”

Section: Anticancer Activities Of Functionalized Isatinsmentioning

confidence: 99%

A Mini Review on Isatin, an Anticancer Scaffold with Potential Activities against Neglected Tropical Diseases (NTDs)

et al. 2022

View full text Add to dashboard Cite

Isatin, chemically an indole-1H-2,3-dione, is recognised as one of the most attractive therapeutic fragments in drug design and development. The template has turned out to be exceptionally useful for developing new anticancer scaffolds, as evidenced by the increasing number of isatin-based molecules which are either in clinical use or in trials. Apart from its promising antiproliferative properties, isatin has shown potential in treating Neglected Tropical Diseases (NTDs) not only as a parent core, but also by attenuating the activities of various pharmacophores. The objective of this mini-review is to keep readers up to date on the latest developments in the biological potential of isatin-based scaffolds, targeting cancer and NTDs such as tuberculosis, malaria, and microbial infections.

show abstract

“…Initially, Cr +3 based complex 4 of ligand was prepared by employing a reported method. 42 The existence of a single complex specie in the reaction mixture and hence, the purity of the complex was confirmed through TLC, until a single spot was achieved on TLC plate (expected product 4) (Scheme 2). In addition to this, the major spot upon purification was subjected to UV-visible analysis, which presented considerable difference from MBHA band (expected product 4).…”

Section: Characterization Of Mbha Based Metal Complexesmentioning

confidence: 99%

Synthesis, Characterization, Biological Activities and Ab-initio Study of Transition Metal Complexes of [Methyl 2-((4-chlorophenyl)(hydroxy)methyle) Acrylate]

Nisar¹,

Ishfaq

Ali³

et al. 2022

ACSi

View full text Add to dashboard Cite

Taking cognizance of the medicinal significance and diverse functions of synthetic Morita-Baylis-Hillman adducts (MBHA), the title ligand was synthesized and purified through column chromatography. Cr+3, Mn+2, Co+3, Ni+2, Cu+2 complexes of the ligand were synthesized under basic conditions, subjected to characterization through spectral analyses and verified with the IR spectrum that was generated computationally by the DFT B3LYP method, with 6-311++ G (d,p) basis set and Hartree Fock (HF) B3LYP method in conjunction with 3-21G(d,p) basis set. Powder XRD helped to testify crystals of the complexes. Moreover, the antibacterial, and antioxidant characteristics of MBHA and its complexes were also established. All of them were found to be active antioxidants. The antibacterial activities, examined against S. aureus, E. coli, B. pumilis and S. typhi have revealed that its Cobalt complex has an excellent potential to act against all of them. Hence, these compounds maybe having potentialities for the discovery of new, cheaper and efficient drugs against various infectious diseases. The study also uncovers the first example of utilization of MBHA towards metal complex formation.

show abstract

Synthesis, characterization and bioactivity studies of new dithiocarbazate complexes

Abstract: Six new dithiocarbazate compounds are synthesized and characterized. HSA interaction and MTT assay are evaluated for all compounds.

Cited by 12 publications

References 47 publications

Nitroisatin dithiocarbazate: Synthesis, structural characterization, DFT, and docking studies

Nitroisatin dithiocarbazate: Synthesis, structural characterization, DFT, and docking studies

A Mini Review on Isatin, an Anticancer Scaffold with Potential Activities against Neglected Tropical Diseases (NTDs)

Synthesis, Characterization, Biological Activities and Ab-initio Study of Transition Metal Complexes of [Methyl 2-((4-chlorophenyl)(hydroxy)methyle) Acrylate]

Contact Info

Product

Resources

About