Anticancer Activity of Copper Complex of (4R)-(-)-2-Thioxo-4-thiazolidinecarboxylic Acid and 3-Rhodaninepropionic Acid on Prostate and Breast Cancer Cells by Fluorescent Microscopic Imaging

Xie, Fang; Peng, Fangyu

doi:10.1007/s10895-017-2177-0

Cited by 7 publications

(6 citation statements)

References 20 publications

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“…Additionally, two copper thiosemicarbazone complexes showed similar effect on cisplatin-resistant neuroblastoma cells and prostate cancer. Xie et al [46] reported the synthesis and antitumoral activity of two copper complexes of (4R)-2-thioxo-4-thiazolidinecarboxylic acid (TTDC) and 3-rhodaninepropionic acid (RDPA) against prostate cancer, presenting both of them variable potency, likely related to different functional groups on TTDC and RDPA ligands. Owing to the presence of sulfur and amino groups in CuTTDC and CuRDPA, these complexes had emerged as ligands to attach to delivery vehicles, such as peptides or monoclonal antibodies for targeted delivery.…”

Section: Thiazole and Metal Complexesmentioning

confidence: 99%

Thiazole Moiety: An Interesting Scaffold for Developing New Antitumoral Compounds

Ramos-Inza¹,

Aydillo²,

Sanmartín³

et al. 2020

Heterocycles - Synthesis and Biological Activities

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Currently, cancer is one of the major health problems of the human population and prominent cause of death. Thiazole ring has demonstrated many pharmacological activities including anticancer. This scaffold has been found alone or incorporated into the diversity of therapeutic active agents such as tiazofurin, dasatinib, and bleomycin, which are well-known antineoplastic drugs. Recently, most of the compounds isolated from natural sources containing thiazole moiety exhibit notable cytotoxicities and present antitumor potential. In this context, several structural changes have been made in the original structure, such as the incorporation of different substituents or the fusion with other carbo-and heterocycles, in order to increase the antitumoral potency. Related to mechanism of action of these derivatives, some of them act through kinase modulation, polymerization inhibition of microtubule, pro-matrix metalloproteinase activation, signal transducer activation of transcription 3, histone deacetylase inhibition, etc.

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Section: Thiazole and Metal Complexesmentioning

confidence: 99%

Thiazole Moiety: An Interesting Scaffold for Developing New Antitumoral Compounds

Ramos-Inza¹,

Aydillo²,

Sanmartín³

et al. 2020

Heterocycles - Synthesis and Biological Activities

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“…Thiosemicarbazide groups are functional groups whose derivatives display pharmacological properties that may be further enhanced by incorporation of metal ions (Salah et al, 2018). Thus, both free thiosemicarbazides and their metal complexes have been investigated as anticancer (Güniz Küçükgüzel and Coşkun, 2016; Xie and Peng, 2018; Xie et al, 2018), antiviral (Cihan-Üstündag et al, 2016), and antibacterial (Brahma et al, 2018; Molnar et al, 2018) agents.…”

Section: Introductionmentioning

confidence: 99%

Design of a Thiosemicarbazide-Functionalized Calix[4]arene Ligand and Related Transition Metal Complexes: Synthesis, Characterization, and Biological Studies

et al. 2019

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In this study, we synthesized a new thiosemicarbazide-functionalized calix[4]arene L and its Co2+, Ni2+, Cu2+, and Zn2+ transition metal complexes. For characterization several techniques were employed: Fourier-transform infrared (FT-IR), 1H nuclear magnetic resonance (NMR), 13C-NMR, 15N-NMR, correlation spectroscopy (COZY), nuclear Overhauser enhancement spectroscopy (NOESY), electrospray ionization (ESI)–mass spectroscopy, scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDS), and elemental analysis. To explore the capability of the thiosemicarbazide function hosted on a calix[4]arene scaffold for growth inhibition of bacteria, fungi, and cancerous tumor cells, a series of biological evaluations were performed. For L, the antimicrobial tests revealed a higher antibacterial activity against gram-positive Bacillus subtilis and a lower activity against gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa), whereas the gram-positive Staphylococcus aureus shows resistance. All examined metal derivatives show an enhancement of the antibacterial activity against gram-negative E. coli bacteria, with a more significant improvement for the Ni2+ and Zn2+ complexes. MTT assays showed a considerable in vitro anticancer activity of Co2+, Ni2+, and Cu2+ complexes against Saos-2 bone cancer cell lines. The activity is ascribable to the inorganic ions rather than calixarene ligand. Hemolysis assay results demonstrated that all compounds have high blood compatibility.

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“…Cysteine has an SH group and can react with the vinyl and aldehyde groups through Michael and nucleophilic additions to form mono- and dicysteine–acrolein adducts. The latter is easily dehydrated to form thiazolidine–carboxylic acid, exhibiting possible antitumor activity …”

Section: Acroleinmentioning

confidence: 99%

Interaction of Acrylamide, Acrolein, and 5-Hydroxymethylfurfural with Amino Acids and DNA

Zheng

Huang

et al. 2020

J. Agric. Food Chem.

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Acrylamide, acrolein, and 5-hydroxymethylfurfural (HMF) are food-borne toxicants produced during the thermal processing of food. The α,β-unsaturated carbonyl group or aldehyde group in their structure can react easily with the amino, imino, and thiol groups in amino acids, proteins, and DNA via Michael addition and nucleophilic reactions in food and in vivo. This work reviews the interaction pathways of three toxins with amino acids and the cytotoxicity and changes after the digestion and absorption of the resulting adducts. Their interaction with DNA is also discussed. Amino acids ubiquitously exist in foods and are added as nutrients or used to control these food-borne toxicants. Hence, the interaction widely occurring in foods would greatly increase the internal exposure of these toxins and their derived compounds after food intake. This review aims to encourage further investigation on toxin-derived compounds, including their types, exposure levels, toxicities, and pharmacokinetics.

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Anticancer Activity of Copper Complex of (4R)-(-)-2-Thioxo-4-thiazolidinecarboxylic Acid and 3-Rhodaninepropionic Acid on Prostate and Breast Cancer Cells by Fluorescent Microscopic Imaging

Cited by 7 publications

References 20 publications

Thiazole Moiety: An Interesting Scaffold for Developing New Antitumoral Compounds

Thiazole Moiety: An Interesting Scaffold for Developing New Antitumoral Compounds

Design of a Thiosemicarbazide-Functionalized Calix[4]arene Ligand and Related Transition Metal Complexes: Synthesis, Characterization, and Biological Studies

Interaction of Acrylamide, Acrolein, and 5-Hydroxymethylfurfural with Amino Acids and DNA

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