Literature DB >> 26204921

Towards more drug-like proteomimetics: two-faced, synthetic α-helix mimetics based on a purine scaffold.

M E Lanning1, P T Wilder, H Bailey, B Drennen, M Cavalier, L Chen, J L Yap, M Raje, S Fletcher.   

Abstract

Mimicry of two faces of an α-helix might yield more potent and more selective inhibitors of aberrant, helix-mediated protein-protein interactions (PPI). Herein, we demonstrate that a 2,6,9-tri-substituted purine is capable of disrupting the Mcl-1-Bak-BH3 PPI through effective mimicry of key residues on opposing faces of the Bak-BH3 α-helix.

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Year:  2015        PMID： 26204921      PMCID： PMC4528301          DOI： 10.1039/c5ob00478k

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  35 in total

1.  Amphiphilic α-helix mimetics based on a benzoylurea scaffold.

Authors:  Sam Thompson; Andrew D Hamilton
Journal:  Org Biomol Chem       Date:  2012-04-25       Impact factor: 3.876

Review 2.  Targeting protein-protein and protein-nucleic acid interactions for anti-HIV therapy.

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Journal:  Curr Pharm Des       Date:  2011-11       Impact factor: 3.116

Review 3.  Inhibitors of protein-protein interactions: new methodologies to tackle this challenge.

Authors:  Laura Silvian; Istvan Enyedy; Gnanasambandam Kumaravel
Journal:  Drug Discov Today Technol       Date:  2013-12

Review 4.  α-Helix mimetics: outwards and upwards.

Authors:  Madura K P Jayatunga; Sam Thompson; Andrew D Hamilton
Journal:  Bioorg Med Chem Lett       Date:  2013-12-08       Impact factor: 2.823

5.  Structure of the MDM2 oncoprotein bound to the p53 tumor suppressor transactivation domain.

Authors:  P H Kussie; S Gorina; V Marechal; B Elenbaas; J Moreau; A J Levine; N P Pavletich
Journal:  Science       Date:  1996-11-08       Impact factor: 47.728

6.  Design, solid-phase synthesis, and evaluation of a phenyl-piperazine-triazine scaffold as α-helix mimetics.

Authors:  Heejo Moon; Woo Sirl Lee; Misook Oh; Huisun Lee; Ji Hoon Lee; Wonpil Im; Hyun-Suk Lim
Journal:  ACS Comb Sci       Date:  2014-11-03       Impact factor: 3.784

7.  Assessing helical protein interfaces for inhibitor design.

Authors:  Brooke N Bullock; Andrea L Jochim; Paramjit S Arora
Journal:  J Am Chem Soc       Date:  2011-08-22       Impact factor: 15.419

8.  Oligobenzamide proteomimetic inhibitors of the p53-hDM2 protein-protein interaction.

Authors:  Jeffrey P Plante; Thomas Burnley; Barbora Malkova; Michael E Webb; Stuart L Warriner; Thomas A Edwards; Andrew J Wilson
Journal:  Chem Commun (Camb)       Date:  2009-06-24       Impact factor: 6.222

9.  Novel amphiphilic alpha-helix mimetics based on a bis-benzamide scaffold.

Authors:  Srinivasa Marimganti; Murthy N Cheemala; Jung-Mo Ahn
Journal:  Org Lett       Date:  2009-10-01       Impact factor: 6.005

10.  Synthesis and biological evaluation of a 5-6-5 imidazole-phenyl-thiazole based alpha-helix mimetic.

Authors:  Christopher G Cummings; Nathan T Ross; William P Katt; Andrew D Hamilton
Journal:  Org Lett       Date:  2009-01-01       Impact factor: 6.005
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  6 in total

1.  Targeting the Side-Chain Convergence of Hydrophobic α-Helical Hot Spots To Design Small-Molecule Mimetics: Key Binding Features for i, i + 3, and i + 7.

Authors:  Zhen Wang; Haitao Ji
Journal:  J Med Chem       Date:  2019-10-22       Impact factor: 7.446

Review 2.  Recent applications of covalent chemistries in protein-protein interaction inhibitors.

Authors:  Alexandria M Chan; Christopher C Goodis; Elie G Pommier; Steven Fletcher
Journal:  RSC Med Chem       Date:  2022-06-03

3.  Scaffold hopping from indoles to indazoles yields dual MCL-1/BCL-2 inhibitors from MCL-1 selective leads.

Authors:  Brandon Drennen; Christopher C Goodis; Nathan Bowen; Wenbo Yu; Gregory Vickers; Paul T Wilder; Alexander D MacKerell; Steven Fletcher
Journal:  RSC Med Chem       Date:  2022-06-03

4.  Structural Re-engineering of the α-Helix Mimetic JY-1-106 into Small Molecules: Disruption of the Mcl-1-Bak-BH3 Protein-Protein Interaction with 2,6-Di-Substituted Nicotinates.

Authors:  Brandon Drennen; Jacob A Scheenstra; Jeremy L Yap; Lijia Chen; Maryanna E Lanning; Braden M Roth; Paul T Wilder; Steven Fletcher
Journal:  ChemMedChem       Date:  2016-02-04       Impact factor: 3.466

Review 5.  Using Peptidomimetics and Constrained Peptides as Valuable Tools for Inhibiting Protein⁻Protein Interactions.

Authors:  Naomi S Robertson; David R Spring
Journal:  Molecules       Date:  2018-04-19       Impact factor: 4.411

Review 6.  Multi-Facial, Non-Peptidic α-Helix Mimetics.

Authors:  Maryanna E Lanning; Steven Fletcher
Journal:  Biology (Basel)       Date:  2015-08-31
  6 in total

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