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Elsevier, Tetrahedron Letters, 16(57), p. 1811-1814, 2016

DOI: 10.1016/j.tetlet.2016.03.038

Elsevier, Tetrahedron Letters, 20(56), p. 2583-2585

DOI: 10.1016/j.tetlet.2015.03.132

Elsevier, Tetrahedron Letters, 17(51), p. 2342-2344

DOI: 10.1016/j.tetlet.2010.02.139

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Synthesis of substituted carbamo(dithioperoxo)thioates as potential BCA2-inhibitory anticancer agents

Journal article published in 2015 by Vincenzo Cilibrasi, Kwok Tsang, Amalyn Nain-Perez, Matteo Morelli, Francesca Solfa, Celia R. A. Maltha, Helen L. Wiggins, Giuseppe Forlani ORCID, Arwyn T. Jones ORCID, Margherita Barbero, Andrew D. Westwell, Luiz C. A. Barbosa ORCID, Stefano Bazzi, Silvano Cadamuro, Stefano Dughera
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This paper is available in a repository.

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Abstract

The first total synthesis of abenquines A, B2, C and D has been achieved in three steps starting from commercially available 2,5-dimethoxyaniline, with overall yields of 41-61%. Four analogues bearing the amino acids d-valine (17), l-methionine (18), and glycine (19), and benzylamine (20), were also prepared in 45-72% yield. The inhibitory properties of these compounds were evaluated against the photoautotrophic growth of a model Synechococcus sp. strain. Abenquine C and its enantiomer were substantially ineffective, whereas all other abenquines significantly inhibited cell proliferation, with concentrations causing 50%-inhibition of algal growth ranging from 10-5 to 10-6 M.