Targeted design, synthesis, molecular dynamics, ADME and in -vitro anticancer assessment of oxo-tetrahydro-pyrimidin-benzenesulfonamide hybrids as potential BRAF(V600E) inhibitors

以氧代四氢嘧啶-苯磺酰胺杂合物为潜在BRAF(V600E)抑制剂进行靶向设计、合成、分子动力学、ADME和体外抗癌活性评价

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Abstract

BRAF mutations appear to varying degrees in human cancers. Proposed oxo-tetrahydro-pyrimidin-benzenesulfonamide hybrids target [αC-OUT/DFG-IN] conformation of BRAF(V600E)similar to second-generation FDA-approved drugs. Nine compounds (S1-S9) were synthesized and spectrally characterized using Mass, HRMS,(1)H, and(13)C NMR. All synthesized derivatives were tested for anti-proliferative activity against two cancer cell lines, and the percentage of BRAF(V600E) enzyme kinase inhibition was calculated using sorafenib as the standard. Molecular docking was performed for all compounds, while molecular dynamics simulations were conducted for the most active molecules, providing insights into their stability and interactions within the target binding site. The biological assay revealed that most compounds exhibited significant anticancer activity, with compound S4 demonstrating strong inhibition of the BRAF(V600E) kinase. Notably, S4 (91%) and S1 (87%) showed potent inhibitory effects, comparable to the reference drug, sorafenib (94%). Based on these promising results, S4 and S1 were selected for molecular dynamics simulations to elucidate their binding stability and conformational dynamics within the BRAF(V600E) active site. These findings highlight that these compounds may act as potential lead compounds for the development of BRAF(V600E) inhibitors.

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