Literature DB >> 16050678

Concise total syntheses of variolin B and deoxyvariolin B.

Regan J Anderson1, Jonathan B Hill, Jonathan C Morris.   

Abstract

The total synthesis of the marine alkaloid variolin B has been achieved in 8 steps and 17% overall yield, starting from commercially available 4-chloro-2-methylthiopyrimidine. The key reaction involves the tandem deoxygenation and cyclization of a triarylmethanol using a combination of triethylsilane and trifluoroacetic acid. In addition, the deoxygenated analogue was prepared in 6 steps and 23% overall yield, starting from the same starting material.

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Year:  2005        PMID: 16050678     DOI: 10.1021/jo050523v

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


  6 in total

Review 1.  Highlights of marine invertebrate-derived biosynthetic products: their biomedical potential and possible production by microbial associants.

Authors:  Ocky K Radjasa; Yvette M Vaske; Gabriel Navarro; Hélène C Vervoort; Karen Tenney; Roger G Linington; Phillip Crews
Journal:  Bioorg Med Chem       Date:  2011-07-26       Impact factor: 3.641

2.  Discovering new classes of Brugia malayi asparaginyl-tRNA synthetase inhibitors and relating specificity to conformational change.

Authors:  Sai Chetan K Sukuru; Thibaut Crepin; Youli Milev; Liesl C Marsh; Jonathan B Hill; Regan J Anderson; Jonathan C Morris; Anjali Rohatgi; Gavin O'Mahony; Morten Grøtli; Franck Danel; Malcolm G P Page; Michael Härtlein; Stephen Cusack; Michael A Kron; Leslie A Kuhn
Journal:  J Comput Aided Mol Des       Date:  2006-04-28       Impact factor: 3.686

Review 3.  Natural compounds for pediatric cancer treatment.

Authors:  Veronica Ferrucci; Iolanda Boffa; Gina De Masi; Massimo Zollo
Journal:  Naunyn Schmiedebergs Arch Pharmacol       Date:  2015-12-09       Impact factor: 3.000

Review 4.  Halogenated indole alkaloids from marine invertebrates.

Authors:  Patrícia Mendonça Pauletti; Lucas Silva Cintra; Caio Guedes Braguine; Ademar Alves da Silva Filho; Márcio Luís Andrade E Silva; Wilson Roberto Cunha; Ana Helena Januário
Journal:  Mar Drugs       Date:  2010-04-28       Impact factor: 5.118

Review 5.  Kinase inhibitors from marine sponges.

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

6.  Cyclin Dependent Kinase 9 Inhibitors for Cancer Therapy.

Authors:  Yogesh A Sonawane; Margaret A Taylor; John Victor Napoleon; Sandeep Rana; Jacob I Contreras; Amarnath Natarajan
Journal:  J Med Chem       Date:  2016-06-03       Impact factor: 7.446

  6 in total

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