Literature DB >> 20161410

Synthesis of a quinolone library from ynones.

Timothy R Ward1, Brandon J Turunen, Torsten Haack, Benjamin Neuenswander, William Shadrick, Gunda I Georg.   

Abstract

A library of 72 quinolones was synthesized from substituted anthranilic acids, using ynone intermediates. These masked β-dicarbonyl synthons allowed cyclization under milder conditions than previously reported quinolone syntheses.

Entities:  

Year:  2009        PMID： 20161410      PMCID： PMC2786061          DOI： 10.1016/j.tetlet.2009.09.024

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  8 in total

1.  Amino acid-derived enaminones: a study in ring formation providing valuable asymmetric synthons.

Authors:  Brandon J Turunen; Gunda I Georg
Journal:  J Am Chem Soc       Date:  2006-07-12       Impact factor: 15.419

2.  Quinolone signaling in the cell-to-cell communication system of Pseudomonas aeruginosa.

Authors:  E C Pesci; J B Milbank; J P Pearson; S McKnight; A S Kende; E P Greenberg; B H Iglewski
Journal:  Proc Natl Acad Sci U S A       Date:  1999-09-28       Impact factor: 11.205

3.  A systematic approach to the optimization of substrate-based inhibitors of the hepatitis C virus NS3 protease: discovery of potent and specific tripeptide inhibitors.

Authors:  Montse Llinàs-Brunet; Murray D Bailey; Elise Ghiro; Vida Gorys; Ted Halmos; Martin Poirier; Jean Rancourt; Nathalie Goudreau
Journal:  J Med Chem       Date:  2004-12-16       Impact factor: 7.446

4.  Microwave-assisted Suzuki-Miyaura couplings on α-iodoenaminones.

Authors:  Xin Wang; Brandon J Turunen; Matthew W Leighty; Gunda I Georg
Journal:  Tetrahedron Lett       Date:  2007-12-10       Impact factor: 2.415

5.  Antitumor agents. 150. 2',3',4',5',5,6,7-substituted 2-phenyl-4-quinolones and related compounds: their synthesis, cytotoxicity, and inhibition of tubulin polymerization.

Authors:  L Li; H K Wang; S C Kuo; T S Wu; D Lednicer; C M Lin; E Hamel; K H Lee
Journal:  J Med Chem       Date:  1994-04-15       Impact factor: 7.446

6.  Antitumor agents. 155. Synthesis and biological evaluation of 3',6,7-substituted 2-phenyl-4-quinolones as antimicrotubule agents.

Authors:  L Li; H K Wang; S C Kuo; T S Wu; A Mauger; C M Lin; E Hamel; K H Lee
Journal:  J Med Chem       Date:  1994-09-30       Impact factor: 7.446

7.  Synthesis and cytotoxicity of 1,6,7,8-substituted 2-(4'-substituted phenyl)-4-quinolones and related compounds: identification as antimitotic agents interacting with tubulin.

Authors:  S C Kuo; H Z Lee; J P Juang; Y T Lin; T S Wu; J J Chang; D Lednicer; K D Paull; C M Lin; E Hamel
Journal:  J Med Chem       Date:  1993-04-30       Impact factor: 7.446

8.  Palladium(II)-catalyzed direct arylation of enaminones using organotrifluoroborates.

Authors:  Haibo Ge; Micah J Niphakis; Gunda I Georg
Journal:  J Am Chem Soc       Date:  2008-03-06       Impact factor: 15.419
  8 in total
  3 in total

Review 1.  Comprehensive survey of chemical libraries for drug discovery and chemical biology: 2009.

Authors:  Roland E Dolle; Bertrand Le Bourdonnec; Karin Worm; Guillermo A Morales; Craig J Thomas; Wei Zhang
Journal:  J Comb Chem       Date:  2010-10-05

2.  A New Scalable Synthesis of ELQ-300, ELQ-316, and other Antiparasitic Quinolones.

Authors:  Sovitj Pou; Rozalia A Dodean; Lisa Frueh; Katherine M Liebman; Rory T Gallagher; Haihong Jin; Robert T Jacobs; Aaron Nilsen; David R Stuart; J Stone Doggett; Michael K Riscoe; Rolf W Winter
Journal:  Org Process Res Dev       Date:  2021-08-04       Impact factor: 3.858

Review 3.  Recent syntheses of 1,2,3,4-tetrahydroquinolines, 2,3-dihydro-4(1H)-quinolinones and 4(1H)-quinolinones using domino reactions.

Authors:  Baskar Nammalwar; Richard A Bunce
Journal:  Molecules       Date:  2013-12-24       Impact factor: 4.411
  3 in total

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