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Synthesis of the C11–C23 Fragment of the Potent Antitumor Agent Dictyostatin (Eur. J. Org. Chem. 10/2009)

✍ Scribed by Luiz C. Dias; Dimas J. P. Lima; Caroline C. S. Gonçalves; Adriano D. Andricopulo

Book ID
102175358
Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
346 KB
Volume
2009
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

The cover picture shows the intermolecular interactions between the marine‐derived dictyostatin and the β‐tubulin binding site, as well as some important molecular fragments of the required 15‐step sequence to produce the C11–C23 fragment (highlighted in blue) of dictyostatin in good overall yield. Dictyostatin, an unsaturated 22‐membered macrolactone containing 11 stereocenters, a (Z)‐alkene, and two diene systems, exhibits potent antitumoral activity as a consequence of its reversible and specific binding to the β‐tubulin cavity and modulation of microtubule function. Details of the synthesis and characterization of the C11–C23 fragment are reported in the Short Communication by L. C. Dias et al. on p. 1491 ff. The authors thank Ms. Lívia B. Salum for her contribution to the design of the cover picture.

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Synthesis of the C11–C23 Fragment of the
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