| Literature DB >> 31421630 |
Constantinos G Neochoritis1, Jack Atmaj2, Aleksandra Twarda-Clapa3, Ewa Surmiak3, Lukasz Skalniak3, Lisa-Maria Köhler4, Damian Muszak3, Katarzyna Kurpiewska3, Justyna Kalinowska-Tłuścik3, Barbara Beck4, Tad A Holak3, Alexander Dömling5.
Abstract
Intrinsically disordered proteins are an emerging class of proteins without a folded structure and currently disorder-based drug targeting remains a challenge. p53 is the principal regulator of cell division and growth whereas MDM2 consists its main negative regulator. The MDM2-p53 recognition is a dynamic and multistage process that amongst other, employs the dissociation of a transient α-helical N-terminal ''lid'' segment of MDM2 from the proximity of the p53-complementary interface. Several small molecule inhibitors have been reported to inhibit the formation of the p53-MDM2 complex with the vast majority mimicking the p53 residues Phe19, Trp23 and Leu26. Recently, we have described the transit from the 3-point to 4-point pharmacophore model stabilizing this intrinsically disordered N-terminus by increasing the binding affinity by a factor of 3. Therefore, we performed a thorough SAR analysis, including chiral separation of key compound which was evaluated by FP and 2D NMR. Finally, p53-specific anti-cancer activity towards p53-wild-type cancer cells was observed for several representative compounds.Entities:
Keywords: (1)H–(15)N 2D HSQC NMR; 4-Point pharmacophore model; AnchorQuery; Cancer; Intrinsically disordered proteins; SAR analysis; Ugi reaction; p53-MDM2
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Year: 2019 PMID: 31421630 PMCID: PMC7008132 DOI: 10.1016/j.ejmech.2019.111588
Source DB: PubMed Journal: Eur J Med Chem ISSN: 0223-5234 Impact factor: 6.514