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Botrylactone: new interest in an old molecule-review of its absolute configuration and related compounds

Journal

TETRAHEDRON
Volume 67, Issue 2, Pages 417-420

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.11.022

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Funding

  1. MICINN [AGL2009-13359-C02-01]
  2. Junta de Andalucia [P07-FQM-02689]

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The absolute configuration of botrylactone, a unique compound with an interesting polyketide lactone skeleton with two oxirane bridges previously isolated from Botrytis cinerea and described as a powerful antibiotic, has been reviewed on the basis of sign of the optical rotation, NOE experiments and NMR method. The isolation of 7-deoxybotrylactone and 5-hydroxy-7-(4-hydroxydec-2(3)-enoyl) botrylactone enables us to characterize an intriguing new family of compounds with this interesting polyketide skeleton. A common biosynthetic origin with botcinin derivatives is proposed. (C) 2010 Elsevier Ltd. All rights reserved.

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