Design, Synthesis and Cytotoxicity of New Coumarin‐1,2,3‐triazole Derivatives: Evaluation of Anticancer Activity and Molecular Docking Studies

• Published in: Chemistry & biodiversity Vol. 20; no. 7; pp. e202300269 - n/a
• Main Authors: Premsagar Miriyala, Victor, Raj Thommandru, Prakash, Kashanna, Jajula, Govinda, Varadhi, Ravi, Guguloth, Kishore, Ravada
• Format: Journal Article
• Language: English
• Published: Switzerland Wiley Subscription Services, Inc 01.07.2023
• Subjects: Anticancer properties; Antitumor activity; Breast cancer; Chemical reactions; click reaction; Coumarin; coumarin derivatives; Crystal structure; Cytotoxicity; docking studies; Doxorubicin; Hybrids; Hydroxybenzaldehydes; Kinases; Lung cancer; Molecular docking; Molecular structure; Protein structure; Threonine; Toxicity testing; Triazoles; Tumor cell lines; Vilsmeier-Haack reaction; Vilsmeier-Haack reaction; coumarin derivatives; docking studies; click reaction; cytotoxicity
• ISSN: 1612-1872; 1612-1880
• DOI: 10.1002/cbdv.202300269

A library of new coumarin‐1,2,3‐triazole hybrids 7a–l were synthesized from 4‐(diethylamino)‐2‐hydroxybenzaldehyde precursor through a series of reactions including Vilsmeier‐Haack reaction and condensation reaction to achieve key intermediate oxime and further performed click reaction by using different aromatic azides. We screened all molecules in silico against crystal structure of Serine/threonine‐protein kinase 24 (MST3), based on these results all molecules were screened for their cytotoxicity against human breast cancer MCF‐7 and lung cancer A‐549 cell lines. Compound 7 b (p‐bromo) showed best activity against both cell lines MCF‐7 and A‐549 with IC50 value of 29.32 and 21.03 μM, respectively, in comparison to Doxorubicin corresponding IC50 value of 28.76 and 20.82 μM. Another compound 7 f (o‐methoxy) also indicated good activity against both cell lines with IC50 value of 29.26 and 22.41 μM. The toxicity of all compounds tested against normal HEK‐293 cell lines have not shown any adverse effects.