Literature DB >> 23692141

Synthesis of stereochemically and skeletally diverse fused ring systems from functionalized C-glycosides.

Baudouin Gerard1, Maurice D Lee, Sivaraman Dandapani, Jeremy R Duvall, Mark E Fitzgerald, Sarathy Kesavan, Jason T Lowe, Jean-Charles Marié, Bhaumik A Pandya, Byung-Chul Suh, Morgan Welzel O'Shea, Michael Dombrowski, Diane Hamann, Berenice Lemercier, Tiffanie Murillo, Lakshmi B Akella, Michael A Foley, Lisa A Marcaurelle.   

Abstract

A diversity-oriented synthesis (DOS) strategy was developed for the synthesis of stereochemically diverse fused-ring systems containing a pyran moiety. Each scaffold contains an amine and methyl ester for further diversification via amine capping and amide coupling. Scaffold diversity was evaluated in comparison to previously prepared scaffolds by a shape-based principal moments of inertia (PMI) analysis.

Entities:  

Mesh：

Substances：

Year:  2013        PMID： 23692141      PMCID： PMC3752688          DOI： 10.1021/jo4000916

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  27 in total

Review 1.  The chemistry and biology of the bryostatin antitumour macrolides.

Authors:  Karl J Hale; Marc G Hummersone; Soraya Manaviazar; Mark Frigerio
Journal:  Nat Prod Rep       Date:  2002-08       Impact factor: 13.423

2.  Formal [4+3] epoxide cascade reaction via a complementary ambiphilic pairing strategy.

Authors:  Alan Rolfe; Thiwanka B Samarakoon; Paul R Hanson
Journal:  Org Lett       Date:  2010-03-19       Impact factor: 6.005

Review 3.  Chemistry and biology of the immunophilins and their immunosuppressive ligands.

Authors:  S L Schreiber
Journal:  Science       Date:  1991-01-18       Impact factor: 47.728

4.  Accessing Stereochemically Rich Sultams via Microwave-Assisted, Continuous Flow Organic Synthesis (MACOS) Scale-out.

Authors:  Michael G Organ; Paul R Hanson; Alan Rolfe; Thiwanka B Samarakoon; Farman Ullah
Journal:  J Flow Chem       Date:  2011-08       Impact factor: 2.786

5.  Chemistry, Biology, and Medicine of the Glycopeptide Antibiotics.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  1999-08       Impact factor: 15.336

6.  An aldol-based build/couple/pair strategy for the synthesis of medium- and large-sized rings: discovery of macrocyclic histone deacetylase inhibitors.

Authors:  Lisa A Marcaurelle; Eamon Comer; Sivaraman Dandapani; Jeremy R Duvall; Baudouin Gerard; Sarathy Kesavan; Maurice D Lee; Haibo Liu; Jason T Lowe; Jean-Charles Marie; Carol A Mulrooney; Bhaumik A Pandya; Ann Rowley; Troy D Ryba; Byung-Chul Suh; Jingqiang Wei; Damian W Young; Lakshmi B Akella; Nathan T Ross; Yan-Ling Zhang; Daniel M Fass; Surya A Reis; Wen-Ning Zhao; Stephen J Haggarty; Michelle Palmer; Michael A Foley
Journal:  J Am Chem Soc       Date:  2010-11-10       Impact factor: 15.419

7.  Synthesis of a stereochemically diverse library of medium-sized lactams and sultams via S(N)Ar cycloetherification.

Authors:  Baudouin Gerard; Jeremy R Duvall; Jason T Lowe; Tiffanie Murillo; Jingqiang Wei; Lakshmi B Akella; Lisa A Marcaurelle
Journal:  ACS Comb Sci       Date:  2011-04-28       Impact factor: 3.784

8.  Novel chimeric scaffolds to extend the exploration of receptor space: hybrid beta-D-glucose-benzoheterodiazepine structures for broad screening. Effect of amide alkylation on the course of cyclization reactions.

Authors:  Leïla Abrous; Patrick A Jokiel; Sarah R Friedrich; John Hynes; Amos B Smith; Ralph Hirschmann
Journal:  J Org Chem       Date:  2004-01-23       Impact factor: 4.354

Review 9.  Epoxide-opening cascades in the synthesis of polycyclic polyether natural products.

Authors:  Ivan Vilotijevic; Timothy F Jamison
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

10.  Exploring chemical diversity via a modular reaction pairing strategy.

Authors:  Joanna K Loh; Sun Young Yoon; Thiwanka B Samarakoon; Alan Rolfe; Patrick Porubsky; Benjamin Neuenswander; Gerald H Lushington; Paul R Hanson
Journal:  Beilstein J Org Chem       Date:  2012-08-15       Impact factor: 2.883
View more
  5 in total

1.  Target-based identification of whole-cell active inhibitors of biotin biosynthesis in Mycobacterium tuberculosis.

Authors:  Sae Woong Park; Dominick E Casalena; Daniel J Wilson; Ran Dai; Partha P Nag; Feng Liu; Jim P Boyce; Joshua A Bittker; Stuart L Schreiber; Barry C Finzel; Dirk Schnappinger; Courtney C Aldrich
Journal:  Chem Biol       Date:  2014-12-31

2.  Novel tricyclic glycal-based TRIB1 inducers that reprogram LDL metabolism in hepatic cells.

Authors:  Marek M Nagiec; Jeremy R Duvall; Adam P Skepner; Eleanor A Howe; Jessica Bastien; Eamon Comer; Jean-Charles Marie; Stephen E Johnston; Joseph Negri; Michelle Eichhorn; Julien Vantourout; Clary Clish; Kiran Musunuru; Michael Foley; Jose R Perez; Michelle A J Palmer
Journal:  Medchemcomm       Date:  2018-09-14       Impact factor: 3.597

3.  Modulators of hepatic lipoprotein metabolism identified in a search for small-molecule inducers of tribbles pseudokinase 1 expression.

Authors:  Marek M Nagiec; Adam P Skepner; Joseph Negri; Michelle Eichhorn; Nicolas Kuperwasser; Eamon Comer; Giovanni Muncipinto; Aravind Subramanian; Clary Clish; Kiran Musunuru; Jeremy R Duvall; Michael Foley; Jose R Perez; Michelle A J Palmer
Journal:  PLoS One       Date:  2015-03-26       Impact factor: 3.240

4.  Discovery of a First-in-Class Inhibitor of the PRMT5-Substrate Adaptor Interaction.

Authors:  David C McKinney; Brian J McMillan; Matthew J Ranaghan; Jamie A Moroco; Merissa Brousseau; Zachary Mullin-Bernstein; Meghan O'Keefe; Patrick McCarren; Michael F Mesleh; Kathleen M Mulvaney; Foxy Robinson; Ritu Singh; Besnik Bajrami; Florence F Wagner; Robert Hilgraf; Martin J Drysdale; Arthur J Campbell; Adam Skepner; David E Timm; Dale Porter; Virendar K Kaushik; William R Sellers; Alessandra Ianari
Journal:  J Med Chem       Date:  2021-08-03       Impact factor: 8.039

5.  Impact of stereospecific intramolecular hydrogen bonding on cell permeability and physicochemical properties.

Authors:  Björn Over; Patrick McCarren; Per Artursson; Michael Foley; Fabrizio Giordanetto; Gunnar Grönberg; Constanze Hilgendorf; Maurice D Lee; Pär Matsson; Giovanni Muncipinto; Mélanie Pellisson; Matthew W D Perry; Richard Svensson; Jeremy R Duvall; Jan Kihlberg
Journal:  J Med Chem       Date:  2014-02-26       Impact factor: 7.446
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.