Synthesis of C1-C6 Fragment of Caribenolide I

Matar Seck; Blandine Seon-Meniel; Jean-Christophe Jullian; Xavier Franck; Reynald Hocquemiller; Bruno Figadere

doi:10.2174/157017806776611818

ISSN: 1570-1786
E-ISSN: 1875-6255

Synthesis of C1-C6 Fragment of Caribenolide I
Authors: Matar Seck¹, Blandine Seon-Meniel², Jean-Christophe Jullian³, Xavier Franck⁴, Reynald Hocquemiller⁵ and Bruno Figadere⁶
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¹ Laboratoire de Pharmacognosie, associe au CNRS (BioCIS), Universite de Paris-Sud, Faculte de Pharmacie, rue J.-B. Clement, F-92296 Chatenay-Malabry, France. ² Laboratoire de Pharmacognosie, associe au CNRS (BioCIS), Universite de Paris-Sud, Faculte de Pharmacie, rue J.-B. Clement, F-92296 Chatenay-Malabry, France. ³ Laboratoire de Pharmacognosie, associe au CNRS (BioCIS), Universite de Paris-Sud, Faculte de Pharmacie, rue J.-B. Clement, F-92296 Chatenay-Malabry, France. ⁴ Laboratoire de Pharmacognosie, associe au CNRS (BioCIS), Universite de Paris-Sud, Faculte de Pharmacie, rue J.-B. Clement, F-92296 Chatenay-Malabry, France. ⁵ Laboratoire de Pharmacognosie, associe au CNRS (BioCIS), Universite de Paris-Sud, Faculte de Pharmacie, rue J.-B. Clement, F-92296 Chatenay-Malabry, France. ⁶ Laboratoire de Pharmacognosie, associe au CNRS (BioCIS), Universite de Paris-Sud, Faculte de Pharmacie, rue J.-B. Clement, F-92296 Chatenay-Malabry, France.
Source: Letters in Organic Chemistry, Volume 3, Issue 5, May 2006, p. 390 - 395
DOI: https://doi.org/10.2174/157017806776611818
- Available online: 01 May 2006

Abstract

Stereoselective synthesis of C1-C6 fragment of caribenolide I, a potent antitumour macrolide isolated from a marine dinoflagellate Amphidinium sp. is described. The key step relies on an asymmetric aldol reaction for control the absolute configurations of C2 and C3 stereogenic centers (caribenolide I numbering).

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2006-05-01

2025-09-15

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Article Type: Research Article

Keyword(s): aldolisation; Amphidinolide; antitumor; cytotoxic activity; macrolide; oxazolidin-2-thiones; oxazolidinones

Synthesis of C1-C6 Fragment of Caribenolide I

Abstract

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