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. 2010:2010:315056.
doi: 10.1155/2010/315056. Epub 2010 May 25.

Tetramic and tetronic acids as scaffolds in bioinorganic and bioorganic chemistry

G Athanasellis  1 , O Igglessi-Markopoulou, J Markopoulos
Affiliations

Tetramic and tetronic acids as scaffolds in bioinorganic and bioorganic chemistry

G Athanasellis et al. Bioinorg Chem Appl. 2010.

Abstract

Tetramic and tetronic acids are naturally occurring molecules with a variety of biological activities. In this review article, we present the general strategies for the synthesis of these compounds and we reveal the functionalized groups that are responsible for their properties. We also set out their coordinating modes with up-to-date bibliographical references.

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Figures

Scheme 1
Scheme 1
Synthesis of optically active tetramic acids by Leyet al. [16].
Scheme 2
Scheme 2
Synthesis of reutericyclin by Schobertand Jagush [21].
Scheme 3
Scheme 3
Synthesis of tetramic acids.
Scheme 4
Scheme 4
Synthesis of tetronic acids bySchobert et al. [30].
Scheme 5
Scheme 5
Synthesis of 3-aryltetronic acids as precursors for vulpinic acids byMallinger et al. [31].
Scheme 6
Scheme 6
Synthesis of tetronic acids.
Scheme 7
Scheme 7
3-substituted tetramic acids.
Scheme 8
Scheme 8
Metal complexes of 5-benzylidene-3-acyl tetramic acids.
Scheme 9
Scheme 9
N-acetyl-3-butanoyl tetramic acid and its phenylhydrazone derivative.
Scheme 10
Scheme 10
The cationic diamineplatinum tetramic acid complexes.
Scheme 11
Scheme 11
Pd complexes of substituted tetramic acids.
Scheme 12
Scheme 12
Metal complexes of substituted tetronic acids.
See this image and copyright information in PMC

References

    1. Royles BJL. Naturally occurring tetramic acids: structure, isolation, and synthesis. 1995;95(6):1981–2001.
    1. Schobert R, Schlenk A. Tetramic and tetronic acids: an update on new derivatives and biological aspects. 2008;16(8):4203–4221. - PubMed
    1. Tuske S, Sarafianos SG, Wang X, et al. Inhibition of bacterial RNA polymerase by streptolydigin: stabilization of a straight-bridge-helix active-center conformation. 2005;122(4):541–552. - PMC - PubMed
    1. Aoki S, Higuchi K, Ye Y, Satari R, Kobayashi M. Melophlins A and B, novel tetramic acids reversing the phenotype of ras- transformed cells, from the marine sponge Melophlus sarassinorum. 2000;56(13):1833–1836.
    1. Phillips NJ, Goodwin JT, Fraiman A, Cole RJ, Lynn DG. Characterization of the Fusarium toxin equisetin: the use of phenylboronates in structure assignment. 1989;111(21):8223–8231.

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