Evaluation of anticancer activity of ferrocene based benzothiazole and β-ketooxothioacetal

Ranjan, Archana; Sharma, Deepu; Srivastava, A. K.; Varma, Ajit; Magani, Sri Krishna Jayadev; Joshi, Rashika

doi:10.1016/j.jorganchem.2022.122500

Cited by 12 publications

(2 citation statements)

References 45 publications

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“…In the last decades, bioorganometallic chemistry has quickly advanced and is now closely related to medicinal chemistry, particularly with regard to metallodrugs. Among them, ferrocene derivatives have attracted much attention as potent biological agents and promising therapeutic candidates [ 10 , 11 , 12 , 13 , 14 ]. Due to their intrinsic stability in air, heat, and light, cost-effectiveness, redox characteristics, and low cytotoxicity (iron is a natural participant in intracellular metabolism), ferrocene derivatives have been considered very advantageous molecular systems [ 15 ].…”

Section: Introductionmentioning

confidence: 99%

Micellar Form of a Ferrocene-Containing Camphor Sulfonamide with Improved Aqueous Solubility and Tumor Curing Potential

et al. 2023

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The discovery of new anticancer drugs with а higher, more specific activity and diminished side effects than the conventional chemotherapeutic agents is a tremendous challenge to contemporary medical research and development. To achieve a pronounced efficacy, the design of antitumor agents can combine various biologically active subunits in one molecule, which can affect different regulatory pathways in cancer cells. We recently demonstrated that a newly synthesized organometallic compound, a ferrocene-containing camphor sulfonamide (DK164), possesses promising antiproliferative activity against breast and lung cancer cells. However, it still encounters the problem of solubility in biological fluids. In this work, we describe a novel micellar form of DK164 with significantly improved solubility in aqueous medium. DK164 was embedded in biodegradable micelles based on a poly(ethylene oxide)-b-poly(α-cinnamyl-ε-caprolactone-co-ε-caprolactone)-b-poly(ethylene oxide) triblock copolymer (PEO113-b-P(CyCL3-co-CL46)-b-PEO113), and the physicochemical parameters (size, size distribution, zeta potential, encapsulation efficiency) and biological activity of the obtained system were studied. We used cytotoxicity assays and flow cytometry to determine the type of cell death, as well as immunocytochemistry to assess the influence of the encapsulated drug on the dynamics of cellular key proteins (p53 and NFkB) and the process of autophagy. According to our results, the micellar form of the organometallic ferrocene derivate (DK164-NP) exhibited several advantages compared to the free substance, such as higher metabolic stability, better cellular uptake, improved bioavailability, and long-term activity, maintaining nearly the same biological activity and anticancer properties of the drug.

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Section: Introductionmentioning

confidence: 99%

Micellar Form of a Ferrocene-Containing Camphor Sulfonamide with Improved Aqueous Solubility and Tumor Curing Potential

et al. 2023

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“…In a continuation of our work, we are also focusing on preparing organometallic-grafted spiroheterocycles. Organometallic compounds usually hold significant efficacy due to their functioning in various commercial areas [ 14 ]. The synthesis of ferrocene-based heterocycles has attracted new attention because of their potential uses.…”

Section: Introductionmentioning

confidence: 99%

Chitosan–Cu Catalyzed Novel Ferrocenated Spiropyrrolidines: Green Synthesis, Single Crystal X-ray Diffraction, Hirshfeld Surface and Antibacterial Studies

et al. 2023

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Chitosan-bounded copper (chitosan–Cu) was introduced for green synthesis of novel ferrocenated spiropyrrolidine hybrids, namely 3′-(4-.bromobenzoyl)-5′-(4-hydroxybenzyl)-4′-ferrocenylspiro[indoline-3,2′-pyrrolidin]-2-one and 3′-(4-bromobenzoyl)-4′-ferrocenylspiro[indoline-3,2′-pyrrolidin]-2-one, in good yield. A one-pot three-component 1,3-dipolar cycloaddition reaction was employed for the formation of spiropyrrolidines from 1-(4-bromophenyl)-ferrocene-prop-2-en-1-one and azomethine ylides, which were developed in situ from tyrosine, glycine, and isatin, respectively. Various spectroscopic methods were used to establish the structures of spiropyrrolidines, and a single crystal X-ray diffraction study of a spiropyrrolidine provided additional confirmation. The crystallographic study revealed that compound 3a has one independent molecule in its unit cell, which is correlated with Hirshfeld surface analysis, and describes intramolecular contacts adversely. The highly yielded products in green conditions were determined for their antibacterial significance and were found to have good activity against Gram-positive and Gram-negative bacterial strains.

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Half-Sandwich Arene Metal Complexes Bearing Ferrocenyl-Pyridine Azine Schiff Base: Anticancer, Antibacterial, DNA Binding and In Vitro Cytotoxicity Studies

Sheetal¹,

Rao²,

Singh³

et al. 2023

Chemistry Africa

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Evaluation of anticancer activity of ferrocene based benzothiazole and β-ketooxothioacetal

Cited by 12 publications

References 45 publications

Micellar Form of a Ferrocene-Containing Camphor Sulfonamide with Improved Aqueous Solubility and Tumor Curing Potential

Micellar Form of a Ferrocene-Containing Camphor Sulfonamide with Improved Aqueous Solubility and Tumor Curing Potential

Chitosan–Cu Catalyzed Novel Ferrocenated Spiropyrrolidines: Green Synthesis, Single Crystal X-ray Diffraction, Hirshfeld Surface and Antibacterial Studies

Half-Sandwich Arene Metal Complexes Bearing Ferrocenyl-Pyridine Azine Schiff Base: Anticancer, Antibacterial, DNA Binding and In Vitro Cytotoxicity Studies

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