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A Customizable Approach for the Enzymatic Production and Purification of Diterpenoid Natural Products
Published on: October 4, 2019
Dimeric and esterified sesquiterpenes from the liverwort Chiastocaulon caledonicum
Benjamin Métoyer1, Annecie Benatrehina2, L Harinantenaina Rakotondraibe2
1Institut des Sciences Exactes et Appliquées (ISEA), Université de la Nouvelle-Calédonie, Nouméa, 98851, New Caledonia; Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Tokushima, 7708514, Japan.
Abstract:
This is the first chemical investigation of Chiastocaulon caledonicum, an endemic liverwort from New Caledonia. We herein present the isolation of thirteen compounds including seven undescribed sesquiterpenoids, namely four barbatane- and three myltaylane-type sesquiterpenes. The structures of these compounds were elucidated based on the interpretation of their chemical and spectroscopic/spectrometric data. Chiastocaulins A and B are the first examples of dimers based on two myltaylane units. The chemotaxonomic importance and the biosynthesis of the chiastocaulin structure are discussed. Terpenoid dimers formed via a Diels-Alder cyclization are thought to be specific to the Plagiochilaceae family.
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