Literature DB >> 30137982

Cubanes in Medicinal Chemistry.

Tristan A Reekie1, Craig M Williams2, Louis M Rendina1, Michael Kassiou1.   

Abstract

Cubane is a highly strained saturated hydrocarbon system that has historically been of interest in theoretical organic chemistry. More recently it has become a molecule of interest for biological applications due to its inherent stability and limited toxicity. Of greater significance is the ability to potentially functionalize cubane at each of its carbon atoms, providing complex biologically active molecules with unique spatial arrangements for probing active sites. These characteristics have led to an increased use of cubane in pharmaceutically relevant molecules. In this Perspective we describe synthetic methodology for accessing a range of functionalized cubanes and their applications in pharmaceuticals. We also provide some perspectives on challenges and future directions in the advancement of this field.

Entities:  

Year:  2018        PMID: 30137982     DOI: 10.1021/acs.jmedchem.8b00888

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  8 in total

1.  Evolution of abiotic cubane chemistries in a nucleic acid aptamer allows selective recognition of a malaria biomarker.

Authors:  Yee-Wai Cheung; Pascal Röthlisberger; Ariel E Mechaly; Patrick Weber; Fabienne Levi-Acobas; Young Lo; Alvin W C Wong; Andrew B Kinghorn; Ahmed Haouz; G Paul Savage; Marcel Hollenstein; Julian A Tanner
Journal:  Proc Natl Acad Sci U S A       Date:  2020-07-06       Impact factor: 11.205

2.  A Radical Approach to Anionic Chemistry: Synthesis of Ketones, Alcohols, and Amines.

Authors:  Shengyang Ni; Natalia M Padial; Cian Kingston; Julien C Vantourout; Daniel C Schmitt; Jacob T Edwards; Monika M Kruszyk; Rohan R Merchant; Pavel K Mykhailiuk; Brittany B Sanchez; Shouliang Yang; Matthew A Perry; Gary M Gallego; James J Mousseau; Michael R Collins; Robert J Cherney; Pavlo S Lebed; Jason S Chen; Tian Qin; Phil S Baran
Journal:  J Am Chem Soc       Date:  2019-04-16       Impact factor: 15.419

3.  Exploration of Alternative Scaffolds for P2Y14 Receptor Antagonists Containing a Biaryl Core.

Authors:  Young-Hwan Jung; Jinha Yu; Zhiwei Wen; Veronica Salmaso; Tadeusz P Karcz; Ngan B Phung; Zhoumou Chen; Sierra Duca; John M Bennett; Steven Dudas; Daniela Salvemini; Zhan-Guo Gao; Donald N Cook; Kenneth A Jacobson
Journal:  J Med Chem       Date:  2020-08-06       Impact factor: 7.446

4.  Phenyl bioisosteres in medicinal chemistry: discovery of novel γ-secretase modulators as a potential treatment for Alzheimer's disease.

Authors:  H Ratni; K Baumann; P Bellotti; X A Cook; L G Green; T Luebbers; M Reutlinger; A F Stepan; W Vifian
Journal:  RSC Med Chem       Date:  2021-04-12

5.  Bridging and Conformational Control of Porphyrin Units through Non-Traditional Rigid Scaffolds.

Authors:  Nitika Grover; Gemma M Locke; Keith J Flanagan; Michael H R Beh; Alison Thompson; Mathias O Senge
Journal:  Chemistry       Date:  2020-01-21       Impact factor: 5.236

6.  [2]-Ladderanes as isosteres for meta-substituted aromatic rings and rigidified cyclohexanes.

Authors:  Rachel C Epplin; Shashwati Paul; Loïc Herter; Christophe Salome; Erin N Hancock; Jay F Larrow; Erich W Baum; David R Dunstan; Carol Ginsburg-Moraff; Thomas C Fessard; M Kevin Brown
Journal:  Nat Commun       Date:  2022-10-13       Impact factor: 17.694

7.  Programmable synthesis of multiply arylated cubanes through C-H metalation and arylation.

Authors:  Ryo Okude; Genki Mori; Akiko Yagi; Kenichiro Itami
Journal:  Chem Sci       Date:  2020-04-24       Impact factor: 9.825

8.  Expanding medicinal chemistry into 3D space: metallofragments as 3D scaffolds for fragment-based drug discovery.

Authors:  Christine N Morrison; Kathleen E Prosser; Ryjul W Stokes; Anna Cordes; Nils Metzler-Nolte; Seth M Cohen
Journal:  Chem Sci       Date:  2019-12-12       Impact factor: 9.969

  8 in total

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