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Mar. Drugs 2009, 7(4), 705-753; doi:10.3390/md7040705

A Submarine Journey: The Pyrrole-Imidazole Alkaloids

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Received: 30 October 2009 / Revised: 20 November 2009 / Accepted: 26 November 2009 / Published: 27 November 2009
(This article belongs to the Special Issue Synthesis around Marine Natural Products)
Abstract: In his most celebrated tale “The Picture of Dorian Gray”, Oscar Wilde stated that “those who go beneath the surface do so at their peril”. This sentence could be a prophetical warning for the practitioner who voluntarily challenges himself with trying to synthesize marine sponge-deriving pyrrole-imidazole alkaloids. This now nearly triple-digit membered community has been growing exponentially in the last 20 years, both in terms of new representatives and topological complexity − from simple, achiral oroidin to the breathtaking 12-ring stylissadines A and B, each possessing 16 stereocenters. While the biosynthesis and the role in the sponge economy of most of these alkaloids still lies in the realm of speculations, significant biological activities for some of them have clearly emerged. This review will account for the progress in achieving the total synthesis of the more biologically enticing members of this class of natural products.
Keywords: pyrrole-imidazole alkaloids; total synthesis; marine sponges; oroidin pyrrole-imidazole alkaloids; total synthesis; marine sponges; oroidin
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Forte, B.; Malgesini, B.; Piutti, C.; Quartieri, F.; Scolaro, A.; Papeo, G. A Submarine Journey: The Pyrrole-Imidazole Alkaloids. Mar. Drugs 2009, 7, 705-753.

AMA Style

Forte B, Malgesini B, Piutti C, Quartieri F, Scolaro A, Papeo G. A Submarine Journey: The Pyrrole-Imidazole Alkaloids. Marine Drugs. 2009; 7(4):705-753.

Chicago/Turabian Style

Forte, Barbara; Malgesini, Beatrice; Piutti, Claudia; Quartieri, Francesca; Scolaro, Alessandra; Papeo, Gianluca. 2009. "A Submarine Journey: The Pyrrole-Imidazole Alkaloids." Mar. Drugs 7, no. 4: 705-753.

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