Recent updates on 1,2,3-triazole-containing hybrids with in vivo therapeutic potential against cancers: A mini-review

Zhao, Shijia; Liu, Jie; Lv, Ziquan; Zhang, Guangde; Xu, Zhi

doi:10.1016/j.ejmech.2023.115254

Cited by 43 publications

(15 citation statements)

References 53 publications

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“…The diversity of biological profiles of triazoles has made them indispensable in medicinal chemistry. They have developed as potential enzyme inhibitors, [28,29] anti-Alzheimer, [30] anticancer, [31,32] antiviral, [33] antifungal, [34] antibacterial, [35] antidiabetic agents, [36] and etc. [37] Several triazole-based hybrids and conjugates have demonstrated potential antimalarial activity.…”

Section: Introductionmentioning

confidence: 99%

Novel Benzotriazole‐β‐lactam Derivatives as Antimalarial Agents: Design, Synthesis, Biological Evaluation and Molecular Docking Studies

Aye,

Jarrahpour,

Haghighijoo

et al. 2024

Chemistry & Biodiversity

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Many people around the world suffer from malaria, especially in tropical or subtropical regions. While malaria medications have shown success in treating malaria, there is still a problem with resistance to these drugs. Herein, we designed and synthesized some structurally novel benzotriazole‐β‐lactams using 2‐(1H‐benzo[d][1,2,3]triazol‐1‐yl)acetic acid as a key intermediate. To synthesize the target molecules, the ketene‐imine cycloaddition reaction was employed. First, The reaction of 1H‐benzo[d][1,2,3]triazole with 2‐bromoacetic acid in aqueous sodium hydroxide yielded 2‐(1H‐benzo[d][1,2,3]triazol‐1‐yl)acetic acid. Then, the treatment of 2‐(1H‐benzo[d][1,2,3]triazol‐1‐yl)acetic acid with tosyl chloride, triethyl amine, and Schiff base provided new β‐lactams in good to moderate yields..The formation of all cycloadducts was confirmed by elemental analysis, FT‐IR, NMR and mass spectral data. Moreover, X‐ray crystallography was used to determine the relative stereochemistry of 4a compound. The in vitro antimalarial activity test was conducted for each compound against P. falciparum K1. The IC50 values ranged from 5.56 to 25.65 μM. A cytotoxicity profile of the compounds at 200 μM final concentration revealed suitable selectivity of the compounds for malaria treatment. Furthermore, the docking study was carried out for each compound into the P. falciparum dihydrofolate reductase enzyme (PfDHFR) binding site to analyze their possible binding orientation in the active site.

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Section: Introductionmentioning

confidence: 99%

Novel Benzotriazole‐β‐lactam Derivatives as Antimalarial Agents: Design, Synthesis, Biological Evaluation and Molecular Docking Studies

Aye,

Jarrahpour,

Haghighijoo

et al. 2024

Chemistry & Biodiversity

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“…Cancer remains a great social burden, causes serious threat to human health throughout the world. [1] Chronic myeloid leukemia (CML) is a myeloproliferative disease that starts in hematopoietic systems and migrates to other organs of the body. [2] Breast cancer is the most prevalent tumor affecting women and has become the most commonly diagnosed cancer accounting for 11.7 % of total new cases in 2020.…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, and Cytotoxic Activities of Indole and Indazole‐Based Stilbenes

Zhang

Han

et al. 2023

Chemistry & Biodiversity

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To develop new highly effective anticancer agents derived from naturally occurring stilbene scaffold, in total of 24 indole and indazole‐based stilbenes including 17 new compounds were designed according to molecular hybridization strategy and synthesized via Witting reaction. The cytotoxic screening results against human tumor cell lines (K562 cells and MDA‐MB‐231 cells) showed that indole and indazole‐based stilbenes are of great interest for developing anticancer agents as eight derivatives possessed strong antiproliferative activities with IC50 values less than 10 μM, and those synthetic derivatives displayed more higher cytotoxicities against K562 cells than MDA‐MB‐231 cells. In particular, indole‐based stilbene bearing piperidine exhibited the most potent cytotoxicities against both K562 and MDA‐MB‐231 cells with IC50 values 2.4 μM and 2.18 μM, respectively, along with a remarkable selectivity towards human normal L‐02 cells. Together, the results suggested that indole and indazole‐based stilbenes are promising anticancer scaffolds worthy of further investigation.

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“…The 1,2,3-triazole scaffold is known for its stability in physiological environments, making it a valuable linker for connecting different pharmacophores. Recent reports have highlighted the potential of 1,2,3-triazolecontaining hybrids to enhance the efficacy of drugs with broad-spectrum biological activities, including anticancer [23][24][25][26][27], antimicrobial [28], and antiproliferative [29] agents.…”

Section: Introductionmentioning

confidence: 99%

“…Inspired by the promising results of a 1,2,3-triazole tethered coumarin-benzenesulfonamide hybrid that exhibited superior activity compared to 5-fluorouracil against BGC-823, MGC-803, and SGC-7901 cancer cell lines (Figure 2a) [23], we sought to explore the combination of benzenesulfonamide and flavonols with 1,2,3-triazole as a linker. Surprisingly, this area of research remains largely unexplored [30].…”

Section: Introductionmentioning

confidence: 99%

Design, synthesis, and evaluation of 1,2,3‐triazole‐based benzenesulfonamide and flavonol hybrid molecules as anticancer agents

Chen

Chang

et al. 2023

J Chinese Chemical Soc

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BackgroundThe design and synthesis of hybrid molecules will explore finding new drugs.ObjectivesThe synthesized hybrid molecules to evaluate their biological properties.MethodsApply click chemistry to tether flavonols and benzenesulfonamide.ResultsTwo drug candidates show potential against lung cancer.ConclusionsTwo drug candidates did not affect the normal cells and provided a new drug design route.

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Recent updates on 1,2,3-triazole-containing hybrids with in vivo therapeutic potential against cancers: A mini-review

Cited by 43 publications

References 53 publications

Novel Benzotriazole‐β‐lactam Derivatives as Antimalarial Agents: Design, Synthesis, Biological Evaluation and Molecular Docking Studies

Novel Benzotriazole‐β‐lactam Derivatives as Antimalarial Agents: Design, Synthesis, Biological Evaluation and Molecular Docking Studies

Design, Synthesis, and Cytotoxic Activities of Indole and Indazole‐Based Stilbenes

Design, synthesis, and evaluation of 1,2,3‐triazole‐based benzenesulfonamide and flavonol hybrid molecules as anticancer agents

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