Structural tuning of acridones for developing anticancer agents targeting dihydrofolate reductase

Bioorganic & Medicinal Chemistry Letters
2019.0

Abstract

Targeting dihydrofolate reductase, here, we report the tumor growth inhibitory activity of substituted acridones. The screening of the molecules over 60 cell line panel of human cancer cells identified (S)-oxiran-2-ylmethyl 9-oxo-9,10-dihydroacridine-4-carboxylate (19) with average GI<sub>50</sub> 0.3 μM. The specificity of the compound to CCRF-CEM, MOLT-4 and SR cell lines of leukemia and SW-620, SF268, LOXIMVI, ACHN and MCF7 cancerous cells exhibiting GI<sub>50</sub> in the nM range was observed. C6 Glioma cells treated with compound 19 showed differentiated cell morphology and cell cycle arrest in G2/M phase. The interactions of the compound with dihydrofolate reductase were ascertained with the help of enzyme immunoassays, molecular docking and molecular dynamic studies.

Knowledge Graph

Similar Paper

Structural tuning of acridones for developing anticancer agents targeting dihydrofolate reductase
Bioorganic &amp; Medicinal Chemistry Letters 2019.0
Novel acridinedione derivatives: Design, synthesis, SIRT1 enzyme and tumor cell growth inhibition studies
Bioorganic &amp; Medicinal Chemistry Letters 2012.0
Mechanism Inspired Development of Rationally Designed Dihydrofolate Reductase Inhibitors as Anticancer Agents
Journal of Medicinal Chemistry 2012.0
Targeting dihydrofolate reductase: Design, synthesis and biological evaluation of novel 6-substituted pyrrolo[2,3-d]pyrimidines as nonclassical antifolates and as potential antitumor agents
European Journal of Medicinal Chemistry 2019.0
Molecular design, synthesis and biological research of novel pyridyl acridones as potent DNA-binding and apoptosis-inducing agents
European Journal of Medicinal Chemistry 2015.0
Rational modification of the lead molecule: Enhancement in the anticancer and dihydrofolate reductase inhibitory activity
Bioorganic &amp; Medicinal Chemistry Letters 2016.0
Synthesis, antiproliferative activity and tubulin targeting effect of acridinone and dioxophenothiazine derivatives
European Journal of Medicinal Chemistry 2013.0
Synthesis and anticancer activity of new dihydropyrimidinone derivatives
European Journal of Medicinal Chemistry 2018.0
10-(4-Phenylpiperazine-1-carbonyl)acridin-9(10H)-ones and related compounds: Synthesis, antiproliferative activity and inhibition of tubulin polymerization
Bioorganic &amp; Medicinal Chemistry Letters 2021.0
Synthesis and in vitro anticancer activity of novel thiazacridine derivatives
Medicinal Chemistry Research 2013.0