Bisdioxycalamenene: A Bis-Sesquiterpene from the Soft Coral Rhytisma fulvum fulvum
Yuval J. Trifman,
Maurice Aknin,
Anne Gauvin-Bialecki,
Yehuda Benayahu,
Shmuel Carmeli,
Yoel Kashman
Affiliations
Yuval J. Trifman
School of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, Tel Aviv University, Tel Aviv 69978, Israel
Maurice Aknin
Laboratory of Chemistry of Natural Substances and Food Sciences, Faculty of Science and Technology, University of Reunion Island, 15 Avenue René Cassin, CS 92003, 97744 Saint-Denis Cedex 9, La Reunion, France
Anne Gauvin-Bialecki
Laboratory of Chemistry of Natural Substances and Food Sciences, Faculty of Science and Technology, University of Reunion Island, 15 Avenue René Cassin, CS 92003, 97744 Saint-Denis Cedex 9, La Reunion, France
Yehuda Benayahu
Department of Zoology, George S. Wise Faculty of Life Sciences, Tel Aviv University, Tel Aviv 69978, Israel
Shmuel Carmeli
School of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, Tel Aviv University, Tel Aviv 69978, Israel
Yoel Kashman
School of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, Tel Aviv University, Tel Aviv 69978, Israel
A dichloromethane extract of the soft coral Rhytisma fulvum fulvum collected in Madagascar afforded a novel compound possessing an unprecedented pentacyclic skeleton, bisdioxycalamenene (1), as well as seven known sesquiterpenes. The structures of the compounds were elucidated using 1D and 2D NMR techniques, as well as high-resolution mass spectrometry. The absolute configuration of 1 was determined using X-ray diffraction analysis and anomalous dispersion effects. The structure elucidation and a possible biogenesis of the compound are discussed.
