Chalcone-Acridine Hybrid Suppresses Melanoma Cell Progression via G2/M Cell Cycle Arrest, DNA Damage, Apoptosis, and Modulation of MAP Kinases Activity

Gazdova, Maria; Michalková, Radka; Kello, Martin; Vilková, Mária; Kudlicková, Z; Baloghová, Janette; Mirossay, Ladislav; Mojžiš, Ján

doi:10.3390/ijms232012266

Cited by 8 publications

(6 citation statements)

References 106 publications

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“…Compound 12 has also shown a more important effect than the acridine chalcone 1C, reported by Gazdova et al [38], on the proliferation of MCF-10A melanoma cell line (IC 50 = 36.54 µM). Yet, the acridine chalcone 1C displayed a more important effect on other melanoma cell lines, like A2058 (IC 50 = 7.96 µM) or BLM (IC 50 = 17.93 µM), showing that its effect depends on the tested cell line.…”

Section: Antimelanoma Activitiesmentioning

confidence: 72%

The Synthesis of 2′-Hydroxychalcones under Ball Mill Conditions and Their Biological Activities

Abid,

Moslah,

Cojean

et al. 2024

Molecules

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Chalcones are polyphenols that belong to the flavonoids family, known for their broad pharmacological properties. They have thus attracted the attention of chemists for their obtention and potential activities. In our study, a library of compounds from 2′-hydroxychalcone’s family was first synthesized. A one-step mechanochemical synthesis via Claisen–Schmidt condensation reaction under ball mill conditions was studied, first in a model reaction between a 5′-fluoro-2′-hydroxyacetophenone and 3,4-dimethoxybenzaldehyde. The reaction was optimized in terms of catalysts, ratio of reagents, reaction time, and influence of additives. Among all assays, we retained the best one, which gave the highest yield of 96% when operating in the presence of 1 + 1 eq. of substituted benzaldehyde and 2 eq. of KOH under two grinding cycles of 30 min. Thus, this protocol was adopted for the synthesis of the selected library of 2′-hydroxychalcones derivatives. The biological activities of 17 compounds were then assessed against Plasmodium falciparum, Leishmania donovani parasite development, as well as IGR-39 melanoma cell lines by inhibiting their viability and proliferation. Compounds 6 and 11 are the most potent against L. donovani, exhibiting IC50 values of 2.33 µM and 2.82 µM, respectively, better than the reference drug Miltefosine (3.66 µM). Compound 15 presented the most interesting antimalarial activity against the 3D7 strain, with IC50 = 3.21 µM. Finally, chalcone 12 gave the best result against IGR-39 melanoma cell lines, with an IC50 value of 12 µM better than the reference drug Dacarbazine (IC50 = 25 µM).

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Section: Antimelanoma Activitiesmentioning

confidence: 72%

The Synthesis of 2′-Hydroxychalcones under Ball Mill Conditions and Their Biological Activities

Abid,

Moslah,

Cojean

et al. 2024

Molecules

View full text Add to dashboard Cite

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“…Numerous studies have reported that chalcones induce cell cycle arrest in the G2/M phase. For example, certain chalcone–acridine hybrids and quinoline–chalcone hybrids have shown efficacy in inhibiting melanoma cell progression by inducing G2/M cell cycle arrest, DNA damage, apoptosis and the modulation of MAP kinase activity [ 261 ]. In addition, treatment with 2′,4′-dihydroxychalcone has led to an accumulation of G2/M phase in human gastric carcinoma cells [ 262 ].…”

Section: Natural Michael Acceptors In Cancer Prevention and Treatmentmentioning

confidence: 99%

Michael Acceptors as Anti-Cancer Compounds: Coincidence or Causality?

Andrés,

Pérez de la Lastra,

Bustamante Munguira

et al. 2024

IJMS

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Michael acceptors represent a class of compounds with potential anti-cancer properties. They act by binding to nucleophilic sites in biological molecules, thereby disrupting cancer cell function and inducing cell death. This mode of action, as well as their ability to be modified and targeted, makes them a promising avenue for advancing cancer therapy. We are investigating the molecular mechanisms underlying Michael acceptors and their interactions with cancer cells, in particular their ability to interfere with cellular processes and induce apoptosis. The anti-cancer properties of Michael acceptors are not accidental but are due to their chemical structure and reactivity. The electrophilic nature of these compounds allows them to selectively target nucleophilic residues on disease-associated proteins, resulting in significant therapeutic benefits and minimal toxicity in various diseases. This opens up new perspectives for the development of more effective and precise cancer drugs. Nevertheless, further studies are essential to fully understand the impact of our discoveries and translate them into clinical practice.

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“…Such new molecules are either of natural origin or synthetically created. Examples can be chalcones and pyrrolidines, which are known for inducing apoptosis in tumour cells [39,40]. Due to the disadvantages of 2D cultures, it was necessary to develop strategies to better understand the processes taking place in tumours, such as 3D cultures.…”

Section: Two-dimensional Culture Pros and Consmentioning

confidence: 99%

Three-Dimensional Cultivation a Valuable Tool for Modelling Canine Mammary Gland Tumour Behaviour In Vitro

Huniadi,

Nosálová,

Almášiová

et al. 2024

Cells

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Cell cultivation has been one of the most popular methods in research for decades. Currently, scientists routinely use two-dimensional (2D) and three-dimensional (3D) cell cultures of commercially available cell lines and primary cultures to study cellular behaviour, responses to stimuli, and interactions with their environment in a controlled laboratory setting. In recent years, 3D cultivation has gained more attention in modern biomedical research, mainly due to its numerous advantages compared to 2D cultures. One of the main goals where 3D culture models are used is the investigation of tumour diseases, in both animals and humans. The ability to simulate the tumour microenvironment and design 3D masses allows us to monitor all the processes that take place in tumour tissue created not only from cell lines but directly from the patient’s tumour cells. One of the tumour types for which 3D culture methods are often used in research is the canine mammary gland tumour (CMT). The clinically similar profile of the CMT and breast tumours in humans makes the CMT a suitable model for studying the issue not only in animals but also in women.

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Chalcone-Acridine Hybrid Suppresses Melanoma Cell Progression via G2/M Cell Cycle Arrest, DNA Damage, Apoptosis, and Modulation of MAP Kinases Activity

Cited by 8 publications

References 106 publications

The Synthesis of 2′-Hydroxychalcones under Ball Mill Conditions and Their Biological Activities

The Synthesis of 2′-Hydroxychalcones under Ball Mill Conditions and Their Biological Activities

Michael Acceptors as Anti-Cancer Compounds: Coincidence or Causality?

Three-Dimensional Cultivation a Valuable Tool for Modelling Canine Mammary Gland Tumour Behaviour In Vitro

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