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Article

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Accepted version

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2014-05-02

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Please use this identifier to cite or link to this item: https://hdl.handle.net/2445/99399

Total Synthesis of (+)-Madangamine D

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http://dx.doi.org/10.1002/anie.201402263

Abstract

Madangamines are a group of bioactive marine sponge alkaloids, embodying an unprecedented diazapentacyclic skeletal type. The enantioselective total synthesis of madangamine D has been accomplished, and represents the first total synthesis of an alkaloid of the madangamine group. It involves the stereoselective construction of the diazatricyclic ABC core using a phenylglycinol-derived lactam as the starting enantiomeric scaffold and the subsequent assembly of the peripheral macrocyclic rings. The synthesis provides, for the first time, a pure sample of madangamine D and confirms the absolute configuration of this alkaloid family.

Subject

Farmacologia, Esponges, Alcaloides, Productes naturals marins

Subject (English)

Pharmacology, Sponges, Alkaloids, Marine natural products

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Articles publicats en revistes (Nutrició, Ciències de l'Alimentació i Gastronomia)

Citation

BALLETTE, Roberto, et al. Total Synthesis of (+)-Madangamine D. Angewandte Chemie-International Edition. 2014. Vol. 53, num. 24, pags. 6202-6205. ISSN 1433-7851. [consulted: 12 of August of 2026]. Available at: https://hdl.handle.net/2445/99399

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