Literature DB >> 16697193

Synthesis and structure-activity relationships of 3,4-diaminocyclobut-3-ene-1,2-dione CXCR2 antagonists.

J Robert Merritt1, Laura L Rokosz, Kingsley H Nelson, Bernd Kaiser, Wei Wang, Tara M Stauffer, Lynne E Ozgur, Adriane Schilling, Ge Li, John J Baldwin, Arthur G Taveras, Michael P Dwyer, Jianping Chao.   

Abstract

A novel series of 3,4-diaminocyclobut-3-ene-1,2-diones was prepared and found to show potent inhibitory activity of CXCR2 binding and IL-8-mediated chemotaxis of a CXCR2-expressing cell line. Microsome stability and Caco2 studies were subsequently used to show that compounds of this chemotype are predicted to have good oral bioavailability and are thus suitable for pharmaceutical development.

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Year:  2006        PMID: 16697193     DOI: 10.1016/j.bmcl.2006.04.082

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  7 in total

1.  Nicotinamide glycolates antagonize CXCR2 activity through an intracellular mechanism.

Authors:  Dean Y Maeda; Mark T Quinn; Igor A Schepetkin; Liliya N Kirpotina; John A Zebala
Journal:  J Pharmacol Exp Ther       Date:  2009-09-24       Impact factor: 4.030

2.  Novel rapidly diversifiable antimicrobial RNA polymerase switch region inhibitors with confirmed mode of action in Haemophilus influenzae.

Authors:  Ed T Buurman; Melinda A Foulk; Ning Gao; Valerie A Laganas; David C McKinney; Demetri T Moustakas; Jonathan A Rose; Adam B Shapiro; Paul R Fleming
Journal:  J Bacteriol       Date:  2012-07-27       Impact factor: 3.490

3.  Chiral squaramide derivatives are excellent hydrogen bond donor catalysts.

Authors:  Jeremiah P Malerich; Koji Hagihara; Viresh H Rawal
Journal:  J Am Chem Soc       Date:  2008-10-11       Impact factor: 15.419

4.  Bicyclo[2.2.1]heptane containing N,N'-diarylsquaramide CXCR2 selective antagonists as anti-cancer metastasis agents.

Authors:  Jin-Xin Che; Zhi-Long Wang; Xiao-Wu Dong; You-Hong Hu; Xin Xie; Yong-Zhou Hu
Journal:  RSC Adv       Date:  2018-03-21       Impact factor: 3.361

Review 5.  Recent advances in urea- and thiourea-containing compounds: focus on innovative approaches in medicinal chemistry and organic synthesis.

Authors:  Riccardo Ronchetti; Giada Moroni; Andrea Carotti; Antimo Gioiello; Emidio Camaioni
Journal:  RSC Med Chem       Date:  2021-05-13

6.  Ligand-based pharmacophore model for the discovery of novel CXCR2 antagonists as anti-cancer metastatic agents.

Authors:  Jinxin Che; Zhilong Wang; Haichao Sheng; Feng Huang; Xiaowu Dong; Youhong Hu; Xin Xie; Yongzhou Hu
Journal:  R Soc Open Sci       Date:  2018-07-04       Impact factor: 2.963

7.  Synthesis and supramolecular self-assembly of glutamic acid-based squaramides.

Authors:  Juan V Alegre-Requena; Marleen Häring; Isaac G Sonsona; Alex Abramov; Eugenia Marqués-López; Raquel P Herrera; David Díaz Díaz
Journal:  Beilstein J Org Chem       Date:  2018-08-06       Impact factor: 2.883

  7 in total

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