Literature DB >> 25479770

Design, synthesis and biological evaluation of novel potent MDM2/p53 small-molecule inhibitors.

Yan A Ivanenkov1, Sergei V Vasilevski2, Elena K Beloglazkina3, Maksim E Kukushkin2, Alexey E Machulkin3, Mark S Veselov4, Nina V Chufarova5, Elizaveta S Chernyaginab6, Anton S Vanzcool7, Nikolay V Zyk2, Dmitry A Skvortsov2, Anastasia A Khutornenko8, Alexander L Rusanov9, Alexander G Tonevitsky10, Olga A Dontsova11, Alexander G Majouga12.   

Abstract

Regioselective synthesis, biological evaluation and 3D-molecular modeling for a series of novel diastereomeric 2-thioxo-5H-dispiro[imidazolidine-4,3-pyrrolidine-2,3-indole]-2,5(1H)-diones are described. The studied compounds have been tentatively identified as potent small molecule MDM2/p53 PPI inhibitors and can therefore be reasonably regarded as promising anticancer therapeutics.
Copyright © 2014 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  3D molecular docking; Cell-based assay; Dispiro-indolinones; MDM2/p53; PPI inhibitors

Mesh：

Substances：

Year:  2014        PMID： 25479770     DOI： 10.1016/j.bmcl.2014.09.070

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  12 in total

Review 1.  How To Design a Successful p53-MDM2/X Interaction Inhibitor: A Thorough Overview Based on Crystal Structures.

Authors:  Natalia Estrada-Ortiz; Constantinos G Neochoritis; Alexander Dömling
Journal:  ChemMedChem       Date:  2015-12-16       Impact factor: 3.466

2.  An effective one-pot access to polynuclear dispiroheterocyclic structures comprising pyrrolidinyloxindole and imidazothiazolotriazine moieties via a 1,3-dipolar cycloaddition strategy.

Authors:  Alexei N Izmest'ev; Galina A Gazieva; Natalya V Sigay; Sergei A Serkov; Valentina A Karnoukhova; Vadim V Kachala; Alexander S Shashkov; Igor E Zanin; Angelina N Kravchenko; Nina N Makhova
Journal:  Beilstein J Org Chem       Date:  2016-10-24       Impact factor: 2.883

Review 3.  Recent Synthetic Approaches towards Small Molecule Reactivators of p53.

Authors:  Jerson L Silva; Carolina G S Lima; Luciana P Rangel; Giulia D S Ferretti; Fernanda P Pauli; Ruan C B Ribeiro; Thais de B da Silva; Fernando C da Silva; Vitor F Ferreira
Journal:  Biomolecules       Date:  2020-04-20

4.  Copper coordination compounds with (5Z,5Z')-2,2'-(alkane-α,ω-diyldiselenyl)-bis-5-(2-pyridylmethylene)-3,5-dihydro-4H-imidazol-4-ones. Comparison with sulfur analogue.

Authors:  Alexander V Finko; Anatolii I Sokolov; Dmitry A Guk; Victor A Tafeenko; Anna A Moiseeva; Dmitry A Skvortsov; Andrei A Stomakhin; Andrei A Beloglazkin; Roman S Borisov; Vladimir I Pergushov; Mikhail Ya Melnikov; Nikolay V Zyk; Alexander G Majouga; Elena K Beloglazkina
Journal:  RSC Adv       Date:  2022-03-02       Impact factor: 3.361

5.  Catalytic asymmetric synthesis of 3,2'-pyrrolinyl spirooxindoles via conjugate addition/Schmidt-type rearrangement of vinyl azides and (E)-alkenyloxindoles.

Authors:  Ziwei Zhong; Zhijie Xiao; Xiaohua Liu; Weidi Cao; Xiaoming Feng
Journal:  Chem Sci       Date:  2020-09-28       Impact factor: 9.825

Review 6.  Chemical Variations on the p53 Reactivation Theme.

Authors:  Carlos J A Ribeiro; Cecília M P Rodrigues; Rui Moreira; Maria M M Santos
Journal:  Pharmaceuticals (Basel)       Date:  2016-05-13

7.  Targeted Synthesis of Complex Spiro[3H-indole-3,2'-pyrrolidin]-2(1H)-ones by Intramolecular Cyclization of Azomethine Ylides: Highly Potent MDM2-p53 Inhibitors.

Authors:  Andreas Gollner; Harald Weinstabl; Julian E Fuchs; Dorothea Rudolph; Geraldine Garavel; Karin S Hofbauer; Jale Karolyi-Oezguer; Gerhard Gmaschitz; Wolfgang Hela; Nina Kerres; Elisabeth Grondal; Patrick Werni; Juergen Ramharter; Joachim Broeker; Darryl B McConnell
Journal:  ChemMedChem       Date:  2018-12-11       Impact factor: 3.466

Review 8.  Recent Small-Molecule Inhibitors of the p53-MDM2 Protein-Protein Interaction.

Authors:  Anastasia Beloglazkina; Nikolai Zyk; Alexander Majouga; Elena Beloglazkina
Journal:  Molecules       Date:  2020-03-07       Impact factor: 4.411

9.  Dispirooxindoles Based on 2-Selenoxo-Imidazolidin-4-Ones: Synthesis, Cytotoxicity and ROS Generation Ability.

Authors:  Vladimir K Novotortsev; Maxim E Kukushkin; Viktor A Tafeenko; Dmitry A Skvortsov; Marina A Kalinina; Roman V Timoshenko; Nelly S Chmelyuk; Liliya A Vasilyeva; Boris N Tarasevich; Petr V Gorelkin; Alexander S Erofeev; Alexander G Majouga; Nikolai V Zyk; Elena K Beloglazkina
Journal:  Int J Mol Sci       Date:  2021-03-05       Impact factor: 5.923

10.  Synthesis and Biological Evaluation of S-, O- and Se-Containing Dispirooxindoles.

Authors:  Maksim Kukushkin; Vladimir Novotortsev; Vadim Filatov; Yan Ivanenkov; Dmitry Skvortsov; Mark Veselov; Radik Shafikov; Anna Moiseeva; Nikolay Zyk; Alexander Majouga; Elena Beloglazkina
Journal:  Molecules       Date:  2021-12-16       Impact factor: 4.411
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