title: Isolation of a new class of ecdysteroid conjugates (glucosyl-ferulates) using a combination of liquid chromatographic methods.
abstract: The Polynesian medicinal fern Microsorum membranifolium contains very large amounts of ecdysteroids, including ecdysone, 20-hydroxyecdysone, 2-deoxy-20-hydroxyecdysone, and 2-deoxyecdysone. It also contains large amounts of unusual ecdysteroids which have been unambiguously identified by mass spectrometry and nuclear magnetic resonance. A new class of ecdysteroid conjugates (3-glucosyl-ferulates of 2-deoxyecdysone and 2-deoxy-20-hydroxyecdysone) is isolated, together with a new glycoside (2-deoxyecdysone 25-rhamnoside). The simultaneous presence of a sugar and an aromatic moiety results in a very particular chromatographic behavior of these conjugates. They behave like flavonoids and polyphenols when using the classical purification on polyamide, aimed at removing the latter from crude plant extracts, and would therefore be lost. They elute as non-polar ecdysteroids on reversed-phase high-performance liquid chromatography (RP-HPLC), whereas their behavior on normal-phase (NP) HPLC is strongly dependent on the mobile phase composition. Our data highlight the importance of selectivity in the choice of HPLC methods used for ecdysteroid separations.
authors: Laboratoire de Chimie des Substances Naturelles, Université de la Polynésie Française, B.P. 6570 Faaa, 98702 FAAA, Tahiti, French Polynesia.
authors: Raimana
authors: R
authors: Ho
authors: Jean-Pierre
authors: JP
authors: Girault
authors: Pierre-Yves
authors: PY
authors: Cousteau
authors: Jean-Pierre
authors: JP
authors: Bianchini
authors: Phila
authors: P
authors: Raharivelomanana
authors: René
authors: R
authors: Lafont
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D026461:Ecdysteroids / Q000737:chemistry / Q000145:classification* / Q000302:isolation & purification*; D013058:Mass Spectrometry; D019906:Nuclear Magnetic Resonance, Biomolecular; D029621:Polypodiaceae / Q000737:chemistry*
chemical_list: D026461:Ecdysteroids