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Novel Amphiphilic PROTAC with Enhanced Pharmacokinetic Properties for ALK Protein Degradation

Shirui Wang, Zhanzhan Feng, Can Qu, Su Yu, Hongjia Zhang, Rui Deng, Dan Luo, Chunlan Pu, Yan Zhang, Rui Li

2024Journal of Medicinal Chemistry25 citationsDOI

Abstract

Advancements in anticancer strategies spotlight proteolysis targeting chimera (PROTAC) technology, yet it is hindered by poor water solubility and bioavailability. This study introduces a novel amphiphilic PROTAC, B1-PEG, synthesized through PEGylation of an optimized PROTAC molecule, B1, to enhance its properties. B1-PEG is engineered to self-organize into micelles in water and releases its active form in response to the tumor-specific high GSH environment. Comparative pharmacokinetic analysis revealed B1-PEG ’s superior bioavailability at 84.8%, outperforming the unmodified PROTAC molecule B1 . When tested in a H3122 xenograft mouse model, B1-PEG significantly regressed tumors, underscoring its potential as a formidable candidate in targeted cancer therapy. Our findings offer a promising direction for overcoming bioavailability limitations in PROTAC drug design.

Topics & Concepts

ChemistryBioavailabilityPEGylationAmphiphileMicellePEG ratioPharmacokineticsPolar surface areaDrugPharmacologySolubilityProteolysisCombinatorial chemistryBiochemistryPolyethylene glycolMoleculeAqueous solutionOrganic chemistryFinancePolymerEconomicsCopolymerEnzymeMedicineProtein Degradation and InhibitorsMultiple Myeloma Research and TreatmentsUbiquitin and proteasome pathways
Novel Amphiphilic PROTAC with Enhanced Pharmacokinetic Properties for ALK Protein Degradation | Litcius