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Anticancer and Cyclooxygenase Inhibitory Activity of Benzylidene Derivatives of Fenobam and its Thio Analogues.

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Current medicinal chemistry 2026 Vol.33(5) p. 1054-1075
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Hourani W, Deb PK, Alhawamdeh M, Al-Shari N, Borah P, Dahabiyeh LA, Jaber AY, Pandikatte N, Sudhakar S, Dasappa JP, Venugopala KN

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[INTRODUCTION] A series of benzylidene derivatives of fenobam and its thio analogues (1-22) have been evaluated for their cytotoxicity against breast cancer (MCF-7, MDA-MB-231), ovarian cancer (A2780,

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APA Hourani W, Deb PK, et al. (2026). Anticancer and Cyclooxygenase Inhibitory Activity of Benzylidene Derivatives of Fenobam and its Thio Analogues.. Current medicinal chemistry, 33(5), 1054-1075. https://doi.org/10.2174/0109298673345068241120045638
MLA Hourani W, et al.. "Anticancer and Cyclooxygenase Inhibitory Activity of Benzylidene Derivatives of Fenobam and its Thio Analogues.." Current medicinal chemistry, vol. 33, no. 5, 2026, pp. 1054-1075.
PMID 39686634

Abstract

[INTRODUCTION] A series of benzylidene derivatives of fenobam and its thio analogues (1-22) have been evaluated for their cytotoxicity against breast cancer (MCF-7, MDA-MB-231), ovarian cancer (A2780, SKOV-3) and cervical cancer (HELA) cell lines.

[METHODS] These compounds (1-22) exhibited 72-83% inhibition of Erk activity against the ovarian cancer cell line (A2780). Compounds 3 and 20 showed the highest DNA damage effect in comet assay against the A2780 cancer cell line as compared to the other tested analogues (4, 8, 11, 12, and 13) by using % Tail DNA and OTM. Compounds 3, 4, and 11 showed significant activities and selectivity towards COX-2 with 78%, 97%, and 89% inhibition, as compared to 17%, 57%, and 26% inhibition against COX-1 isoenzyme, respectively.

[RESULTS] Interestingly, molecular docking scores were also in very good agreement with the experimental results regarding discriminating the selectivity index of the tested compounds against COX-1 & COX-2 enzymes. Further molecular dynamics (MD) simulation study revealed that the most selective compound, 13, binds with the COX-2 enzyme in a similar fashion to that of Rofecoxib, which was further supported by their MD-based free binding energies (MM-GBSA) of -49.76 ± 4.27 kcal/mol, and -44.84 ±3.78 kcal/mol, respectively.

[CONCLUSION] Moreover, ADMET predictions showed adequate properties for these compounds, making them promising leads worthy of further optimization.

MeSH Terms

Humans; Antineoplastic Agents; Cyclooxygenase Inhibitors; Cyclooxygenase 2; Cyclooxygenase 1; Molecular Docking Simulation; Drug Screening Assays, Antitumor; Cell Line, Tumor; Benzylidene Compounds; Structure-Activity Relationship; Cell Proliferation; Molecular Structure; Molecular Dynamics Simulation

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