Design, Synthesis and Biological Evaluation of Imidazole-Substituted/Fused Aryl Derivatives Targeting Tubulin Polymerization as Anticancer Agents
The development of new pharmacologically active molecules targeting tubulin polymerization has recently attracted great interest in research groups. In efforts to develop new potent anticancer compounds, imidazole-tethered/fused pharmacologically active aryl derivatives possessing different substitution patterns targeting tubulin polymerization have been rationally designed and synthesized. The target molecules (P1-5 and KG1-5) were synthesized by multistep syntheses involving the reaction of intermediate 2-aminophenyl-tethered imidazoles with appropriate reactants in the presence of p-TsOH under different conditions. The synthesized compounds displayed moderate to good cytotoxicity, comparable to that of colchicine, against four cancer cell lines (MCF-7, MD-MBA-231, A549, and HCT-116). Compounds P2 and P5, with an imidazoloquinoxaline moiety, emerged as potential leads with cytotoxicity profiles against these cell lines similar to colchicine. Compounds P2 and P5 arrested cell division at the G2/M phase and prevented cancerous cell growth through induced apoptosis. These results favored the hypothesis that the compounds might act by binding to the colchicine binding site, which was further confirmed with the help of a tubulin polymerization inhibition assay. The results encourage the further exploration of imidazoloquinoxalines as promising leads that deserve advanced clinical investigation.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Design, Synthesis and Biological Evaluation of Imidazole-Substituted/Fused Aryl Derivatives Targeting Tubulin Polymerization as Anticancer Agents ; volume:07 ; number:01 ; year:2023 ; pages:17-28
SynOpen ; 07, Heft 01 (2023), 17-28
- Contributor
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Goel, Kapil Kumar
Rajput, Satyendra Kumar
Kharb, Rajeev
- DOI
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10.1055/s-0042-1751835
- URN
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urn:nbn:de:101:1-2023031610071647291895
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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14.08.2025, 10:46 AM CEST
Data provider
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Goel, Kapil Kumar
- Rajput, Satyendra Kumar
- Kharb, Rajeev
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Iridium-Catalyzed Preparation of SF5-Substituted Aryl Trifluoroborates
Gold‐Catalyzed Access to Pyrrolo‐ and (Aryl) Indolo‐Fused Phenazines
New antiproliferative 3-substituted oxindoles inhibiting EGFR/VEGFR-2 and tubulin polymerization
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Silylium-ion-promoted (5+1) cycloaddition of aryl-substituted vinylcyclopropanes and hydrosilanes involving aryl migration
A facile one-pot synthesis of aryl-substituted fused pyrimidinones
Synthesis of New Tetracyclic Fused Imidazole Derivatives
Synthesis of Fused Imidazole–Chromenone and –Quinolone Derivatives
SYNTHESIS OF NEW ARYL IMIDAZOLE QUINOLINE-2-ONES
Iridium-Catalyzed Preparation of SF5-Substituted Aryl Trifluoroborates
Gold‐Catalyzed Access to Pyrrolo‐ and (Aryl) Indolo‐Fused Phenazines
New antiproliferative 3-substituted oxindoles inhibiting EGFR/VEGFR-2 and tubulin polymerization
Aryl-substituted acridanes as hosts for TADF-based OLEDs
Heterocyclic Fused Rings with Bridgehead Nitrogen Atoms: Single Step Synthesis of Several Polyfunctionally Substituted Fused Pyridines
Kondensierte Imidazole
Efficient Synthesis of Imidazole-Fused Benzodiazepines Using Palladium-Catalyzed Intramolecular C–N Bond Formation Reaction
Silylium-ion-promoted (5+1) cycloaddition of aryl-substituted vinylcyclopropanes and hydrosilanes involving aryl migration
A facile one-pot synthesis of aryl-substituted fused pyrimidinones
Synthesis of New Tetracyclic Fused Imidazole Derivatives
Synthesis of Fused Imidazole–Chromenone and –Quinolone Derivatives
SYNTHESIS OF NEW ARYL IMIDAZOLE QUINOLINE-2-ONES
Iridium-Catalyzed Preparation of SF5-Substituted Aryl Trifluoroborates
Gold‐Catalyzed Access to Pyrrolo‐ and (Aryl) Indolo‐Fused Phenazines
New antiproliferative 3-substituted oxindoles inhibiting EGFR/VEGFR-2 and tubulin polymerization
Aryl-substituted acridanes as hosts for TADF-based OLEDs
Heterocyclic Fused Rings with Bridgehead Nitrogen Atoms: Single Step Synthesis of Several Polyfunctionally Substituted Fused Pyridines
Kondensierte Imidazole
Efficient Synthesis of Imidazole-Fused Benzodiazepines Using Palladium-Catalyzed Intramolecular C–N Bond Formation Reaction