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Open Access Tricyclic Marine Alkaloids: Synthetic Approaches to Cylindricines, Lepadiformine, and Fasicularin

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Cylindricines, lepadiformine, and fasicularin are marine alkaloids with a common novel pyrrolo- and pyrido[1,2-j]quinoline skeleton. They have recently been isolated from various tunicates and have shown interesting cytotoxic effects which could be attributed to covalent interactions with DNA, as well as cardiovascular effects. The promising biological activities together with the unique structural features make these alkaloids interesting targets for natural product synthesis. This review focuses on the different approaches developed for their synthesis with a particular emphasis on the key step where the quaternary amino substituted carbon center is created.

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Keywords: ALKALOIDS; AZASPIROCYCLES; NATURAL PRODUCTS; PERHYDROQUINOLINES; TOTAL SYNTHESIS

Document Type: Research Article

Publication date: March 1, 2006

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  • International Journal for Chemistry and Official Membership Journal of the Swiss Chemical Society (SCS) and its Divisions

    CHIMIA, a scientific journal for chemistry in the broadest sense, is published 10 times a year and covers the interests of a wide and diverse readership. Contributions from all fields of chemistry and related areas are considered for publication in the form of Review Articles and Notes. A characteristic feature of CHIMIA are the thematic issues, each devoted to an area of great current significance.

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