Literature DB >> 20518529

Enantioselective total synthesis of the selective PI3 kinase inhibitor liphagal.

Enrique Alvarez-Manzaneda1, Rachid Chahboun, Esteban Alvarez, Ma José Cano, Ali Haidour, Ramón Alvarez-Manzaneda.   

Abstract

The enantioselective total synthesis of liphagal, a selective inhibitor of PI3K α isolated from the marine sponge Aka coralliphaga, has been achieved. The novel tetracyclic "liphagane" skeleton is formed in one step, after the hydrogenation of a dihydroxydrimane phenol benzyl ether in the presence of cationic resin.

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Year:  2010        PMID: 20518529     DOI: 10.1021/ol101173w

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


  7 in total

1.  The catalytic enantioselective total synthesis of (+)-liphagal.

Authors:  Joshua J Day; Ryan M McFadden; Scott C Virgil; Helene Kolding; Jennifer L Alleva; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2011-06-10       Impact factor: 15.336

2.  Platinum-Catalyzed α,β-Unsaturated Carbene Formation in the Formal Syntheses of Frondosin B and Liphagal.

Authors:  Khoi Q Huynh; Curtis A Seizert; Tarik J Ozumerzifon; Paul A Allegretti; Eric M Ferreira
Journal:  Org Lett       Date:  2016-12-20       Impact factor: 6.005

Review 3.  Recent syntheses of PI3K/Akt/mTOR signaling pathway inhibitors.

Authors:  Mark E Welker; George Kulik
Journal:  Bioorg Med Chem       Date:  2013-05-09       Impact factor: 3.641

Review 4.  Kinase inhibitors from marine sponges.

Authors:  Danielle Skropeta; Natalie Pastro; Ana Zivanovic
Journal:  Mar Drugs       Date:  2011-10-24       Impact factor: 6.085

Review 5.  An Updated Review on Marine Anticancer Compounds: The Use of Virtual Screening for the Discovery of Small-Molecule Cancer Drugs.

Authors:  Verónica Ruiz-Torres; Jose Antonio Encinar; María Herranz-López; Almudena Pérez-Sánchez; Vicente Galiano; Enrique Barrajón-Catalán; Vicente Micol
Journal:  Molecules       Date:  2017-06-23       Impact factor: 4.411

6.  Synthesis and Biological Evaluation of Cassane Diterpene (5α)-Vuacapane-8(14), 9(11)-Diene and of Some Related Compounds.

Authors:  Houda Zentar; Fatin Jannus; Marta Medina-O'Donnell; José A Lupiáñez; José Justicia; Ramón Alvarez-Manzaneda; Fernando J Reyes-Zurita; Enrique Alvarez-Manzaneda; Rachid Chahboun
Journal:  Molecules       Date:  2022-09-04       Impact factor: 4.927

Review 7.  Total Synthesis of Bioactive Marine Meroterpenoids: The Cases of Liphagal and Frondosin B.

Authors:  Yan Zong; Weijia Wang; Tao Xu
Journal:  Mar Drugs       Date:  2018-03-31       Impact factor: 5.118

  7 in total

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