Discovery of New 4-Indolyl Quinazoline Derivatives as Highly Potent and Orally Bioavailable P-Glycoprotein Inhibitors

Journal of Medicinal Chemistry
2021.0

Abstract

The major drawbacks of P-glycoprotein (P-gp) inhibitors at the clinical stage make the development of new P-gp inhibitors challenging and desirable. In this study, we reported our structure-activity relationship studies of 4-indolyl quinazoline, which led to the discovery of a highly effective and orally active P-gp inhibitor, <b>YS-370</b>. <b>YS-370</b> effectively reversed multidrug resistance (MDR) to paclitaxel and colchicine in SW620/AD300 and HEK293T-ABCB1 cells. <b>YS-370</b> bound directly to P-gp, did not alter expression or subcellular localization of P-gp in SW620/AD300 cells, but increased the intracellular accumulation of paclitaxel. Furthermore, <b>YS-370</b> stimulated the P-gp ATPase activity and had moderate inhibition against CYP3A4. Significantly, oral administration of <b>YS-370</b> in combination with paclitaxel achieved much stronger antitumor activity in a xenograft model bearing SW620/Ad300 cells than either drug alone. Taken together, our data demonstrate that <b>YS-370</b> is a promising P-gp inhibitor capable of overcoming MDR and represents a unique scaffold for the development of new P-gp inhibitors.

Knowledge Graph

Similar Paper

Discovery of New 4-Indolyl Quinazoline Derivatives as Highly Potent and Orally Bioavailable P-Glycoprotein Inhibitors
Journal of Medicinal Chemistry 2021.0
Discovery of Potent Inhibitors against P-Glycoprotein-Mediated Multidrug Resistance Aided by Late-Stage Functionalization of a 2-(4-(Pyridin-2-yl)phenoxy)pyridine Analogue
Journal of Medicinal Chemistry 2020.0
Structure−activity relationship study of novel 2-aminobenzofuran derivatives as P-glycoprotein inhibitors
European Journal of Medicinal Chemistry 2017.0
Design, Synthesis, and Pharmacological Characterization ofN-(4-(2 (6,7-Dimethoxy-3,4-dihydroisoquinolin-2(1H)yl)ethyl)phenyl)quinazolin-4-amine Derivatives: Novel Inhibitors Reversing P-Glycoprotein-Mediated Multidrug Resistance
Journal of Medicinal Chemistry 2017.0
Design, synthesis and biological evaluation of novel tetrahydroisoquinoline derivatives as P-glycoprotein-mediated multidrug resistance inhibitors
Bioorganic &amp; Medicinal Chemistry 2018.0
Synthesis and primary evaluation of quinoxalinone derivatives as potent modulators of multidrug resistance
Medicinal Chemistry Research 2009.0
Pyxinol bearing amino acid residues: Easily achievable and promising modulators of P-glycoprotein-mediated multidrug resistance
European Journal of Medicinal Chemistry 2021.0
Discovery of substituted 1,4-dihydroquinolines as novel promising class of P-glycoprotein inhibitors: First structure–activity relationships and bioanalytical studies
Bioorganic &amp; Medicinal Chemistry Letters 2015.0
Tetrahydroquinolinone derivatives as potent P-glycoprotein inhibitors: design, synthesis, biological evaluation and molecular docking analysis
MedChemComm 2017.0
Discovery of new pyrimidopyrrolizine/indolizine-based derivatives as P-glycoprotein inhibitors: Design, synthesis, cytotoxicity, and MDR reversal activities
European Journal of Medicinal Chemistry 2021.0