Uncommon tetrahydrofuran monoterpenes from Antarctic Pantoneura plocamioides

• Published in: Tetrahedron
• Main Authors: Cueto, Mercedes, Darias, José
• Other Authors: Comisión Interministerial de Ciencia y Tecnología, CICYT (España), Instituto Antártico Chileno
• Format: Article in Journal/Newspaper
• Language: English
• Published: Elsevier 1996
• Subjects: Antarctic; Inach; The Antarctic; Antarc*; Antártida
• Online Access: http://hdl.handle.net/10261/13283; https://doi.org/10.1016/0040-4020(96)00220-7; https://doi.org/10.13039/501100007273

8 pages, 3 figures, 1 table. The participation of oxygen in the biogenesis of marine monoterpenes allowed us to isolate, from the Antarctic alga Pantoneura plocamioides, a variety of new monoterpenes that have a tetrahydrofuran ring. The structure and relative stereochemistry of these six compounds, pantofuranoids A-F (1–6), were established by spectroscopic methods. A biogenetic route for those compounds has also been proposed. The participation of oxygen in the biogenesis of marine monoterpenes allowed us to isolate from P. plocamioides a new structural type of monoterpenes, pantofuranoids A-F (1–6), containing a tetrahydrofuran ring. This work was supported by the Comisión Interministerial de Ciencia y Tecnologia (CITYT) (ANT94-0047) and INACH (Instituto Antártico Chileno). M. Cueto acknowledges a fellowship from the Programa Nacional de la Antártida.