Literature DB >> 17711290

Synthesis of pyridazine-based scaffolds as alpha-helix mimetics.

Alessandro Volonterio1, Lionel Moisan, Julius Rebek.   

Abstract

The synthesis of several amphiphilic, nonpeptidic scaffolds that mimic the presentation of i, i + 3 or i + 4, and i + 7 residues of a peptide alpha-helix is described. The approach uses a pyridazine core, and the synthesis involves only a few steps and minimizes the number of C-C bond-forming reactions. The versatility of the synthesis makes it suitable for the preparation of small libraries of low molecular weight alpha-helix mimetics that could be targeted to certain protein/protein interactions.

Entities:  

Mesh:

Substances:

Year:  2007        PMID: 17711290     DOI: 10.1021/ol701487g

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  18 in total

1.  Universal peptidomimetics.

Authors:  Eunhwa Ko; Jing Liu; Lisa M Perez; Genliang Lu; Amber Schaefer; Kevin Burgess
Journal:  J Am Chem Soc       Date:  2010-12-23       Impact factor: 15.419

2.  Evaluating minimalist mimics by exploring key orientations on secondary structures (EKOS).

Authors:  Dongyue Xin; Eunhwa Ko; Lisa M Perez; Thomas R Ioerger; Kevin Burgess
Journal:  Org Biomol Chem       Date:  2013-10-14       Impact factor: 3.876

3.  Multicomponent synthesis of dihydrobenzoxazepinones, bearing four diversity points, as potential α-helix mimics.

Authors:  Luca Banfi; Andrea Basso; Valentina Cerulli; Giuseppe Guanti; Paulina Lecinska; Ilaria Monfardini; Renata Riva
Journal:  Mol Divers       Date:  2009-11-28       Impact factor: 2.943

4.  Potential pharmacological chaperones targeting cancer-associated MCL-1 and Parkinson disease-associated α-synuclein.

Authors:  Misook Oh; Ji Hoon Lee; Wei Wang; Hui Sun Lee; Woo Sirl Lee; Christopher Burlak; Wonpil Im; Quyen Q Hoang; Hyun-Suk Lim
Journal:  Proc Natl Acad Sci U S A       Date:  2014-07-14       Impact factor: 11.205

5.  Inverse electron demand Diels-Alder reactions of 1,2,3-triazines: pronounced substituent effects on reactivity and cycloaddition scope.

Authors:  Erin D Anderson; Dale L Boger
Journal:  J Am Chem Soc       Date:  2011-07-19       Impact factor: 15.419

6.  Synthesis of a tetrasubstituted tetrahydronaphthalene scaffold for α-helix mimicry via a MgBr2-catalyzed Friedel-Crafts epoxide cycloalkylation.

Authors:  Devan Naduthambi; Santosh Bhor; Michael B Elbaum; Neal J Zondlo
Journal:  Org Lett       Date:  2013-09-09       Impact factor: 6.005

7.  Novel pyrrolopyrimidine-based α-helix mimetics: cell-permeable inhibitors of protein−protein interactions.

Authors:  Ji Hoon Lee; Qi Zhang; Sunhwan Jo; Sergio C Chai; Misook Oh; Wonpil Im; Hua Lu; Hyun-Suk Lim
Journal:  J Am Chem Soc       Date:  2011-02-02       Impact factor: 15.419

8.  Facile iterative synthesis of 2,5-terpyrimidinylenes as nonpeptidic alpha-helical mimics.

Authors:  Laura Anderson; Mingzhou Zhou; Vasudha Sharma; Jillian M McLaughlin; Daniel N Santiago; Frank R Fronczek; Wayne C Guida; Mark L McLaughlin
Journal:  J Org Chem       Date:  2010-06-18       Impact factor: 4.354

9.  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

10.  Mimicry of a β-Hairpin Turn by a Nonpeptidic Laterally Flexible Foldamer.

Authors:  Joseph W Meisel; Chunhua T Hu; Andrew D Hamilton
Journal:  Org Lett       Date:  2018-06-13       Impact factor: 6.005

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.