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RESEARCH PRODUCT

Two New Retigerane-Type Sesterterpenoids from the Lichen Leprocaulon microscopicum

Marie Aleth Lacaille-duboisYves ChampavierMarie Martin-de-lassalleLengo MambuJose-albert ChuliaMarylène Chollet-kruglerMarion Millot

subject

RetigeranesChromatographySesterterpenesLichens010405 organic chemistryCentrifugal partition chromatographyChemistryOrganic ChemistryCarbon skeletonCentrifugal partition chromatography010402 general chemistryMass spectrometry01 natural sciencesBiochemistryCatalysis0104 chemical sciencesSesterterpenesInorganic ChemistryDrug DiscoveryLeprocaulon microscopicumLeprocaulon microscopicum[CHIM]Chemical SciencesPhysical and Theoretical ChemistryLichen

description

International audience; Two new sesterterpenes, 1 and 2, have been isolated from the lichen Leprocaulon microscopicum. In addition to classic chromatographic methods, a liquid-liquid chromatography technique, namely centrifugal partition chromatography (CPC) was applied for the purification of compound 2. The structures were determined by analyses of mass spectrometry and 1D- and 2D-NMR data. The relative configuration of the isolated compounds was assigned on the basis of 2D-NOESY experiments. The two compounds possess a rare pentacyclic carbon skeleton typical for lichen metabolism, and quite unusual in the vegetal kingdom.

10.1002/hlca.201500225https://hal-univ-rennes1.archives-ouvertes.fr/hal-01274108