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Chemistry, chemical biology and photophysics of certain new chromene–triazole–coumarin triads as fluorescent inhibitors of CDK2 and CDK4 induced cancers

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Abstract

A new series of chromene–triazole–coumarin triads (T1 to T6) have been synthesized through the employment of a solvent-free mechanochemical multicomponent reaction, followed by a copper catalyzed (3+2) azide–alkyne cycloaddition (click chemistry). The molecules were investigated for their fluorescence and CDK induced anticancer properties. Half of the molecules (T1, T4, and T5) showed fluorescence in the solution state through ICT based electronic transitions, whereas the other half (T2, T3, and T6) showed solid-state fluorescence through aggregation induction. Computational studies on binding affinity revealed that all the molecules are generally selective towards CDK2 and CDK4. The in vitro biological activity studies showed that the molecules T2 and T5 exhibit potential as fluorescent inhibitors of CDK2/CDK4 induced tumors. T2 and T5 showed an IC50 of 7.5 μg mL−1 and 4 μg mL−1 respectively against the human cervical cancer cell line (HeLa).

Graphical abstract: Chemistry, chemical biology and photophysics of certain new chromene–triazole–coumarin triads as fluorescent inhibitors of CDK2 and CDK4 induced cancers

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Publication details

The article was received on 05 Jun 2019, accepted on 05 Aug 2019 and first published on 06 Aug 2019


Article type: Paper
DOI: 10.1039/C9NJ02924A
New J. Chem., 2019, Advance Article

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    Chemistry, chemical biology and photophysics of certain new chromene–triazole–coumarin triads as fluorescent inhibitors of CDK2 and CDK4 induced cancers

    E. P. S. Shankar and D. Bahulayan, New J. Chem., 2019, Advance Article , DOI: 10.1039/C9NJ02924A

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