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New Triterpenoid and Ergostane Glycosides from the Leaves of Hydrocotyle umbellata L.
Authors:Adakarleny Sosa  Carmelo Rosquete  Luis Rojas  Laurent Pouységu  Stéphane Quideau  Thomas Paululat  Anne‐Claire Mitaine‐Offer  Marie‐Aleth Lacaille‐Dubois
Institution:1. Laboratoire de Pharmacognosie, Unité de Molécules d'Intérêt Biologique, UMIB UPRES‐EA 3660, Faculté de Pharmacie , Université de Bourgogne, F‐21079 Dijon Cedex, (phone: +33‐380?39?32?29;2. fax: +33‐380?39?33?00);3. Laboratorio de Productos Naturales, Facultad de Ciencias, Universidad de Los Andes. Mérida 5101, Venezuela;4. Université de Bordeaux, Institut des Sciences Moléculaires (CNRS‐UMR 5255) and Institut Européen de Chimie et Biologie, 2 rue Robert Escarpit, F‐33607 Pessac Cedex;5. Organische Chemie II, Naturwissenschaftlich‐Technische Fakult?t Universit?t Siegen, Adolf‐Reichwein‐Strasse 2, D‐57076 Siegen
Abstract:Two new triterpenoid glycosides, together with two new ergostane glycosides, umbellatosides A–D ( 1 – 4 , resp.), have been isolated from the leaves of Hydrocotyle umbellata L. Their structures were established by 2D‐NMR spectroscopic techniques (1H,1H‐COSY, TOCSY, NOESY, HSQC, and HMBC) and mass spectrometry as 3β,22β‐dihydroxy‐3‐Oα‐L ‐rhamnopyranosyl‐(1→2)‐β‐D ‐glucuronopyranosyl]olean‐12‐en‐28‐oic acid 28‐Oβ‐D ‐glucopyranosyl ester ( 1 ), 3‐Oα‐L ‐rhamnopyranosyl‐(1→2)‐β‐D ‐glucuronopyranosyl]oleanolic acid 28‐Oβ‐D ‐glucopyranosyl ester ( 2 ), (3β,11α,26)‐ergosta‐5,24(28)‐diene‐3,11,26‐triol 3‐O‐(β‐D ‐glucopyranosyl)‐11‐O‐(α‐L ‐rhamnopyranosyl)‐26‐Oβ‐D ‐glucopyranoside ( 3 ), and (3β,11α,21,26)‐ergosta‐5,24(28)‐diene‐3,11,21,26‐tetrol 3‐O‐(β‐D ‐glucopyranosyl)‐11‐O‐(α‐L ‐rhamnopyranosyl)‐26‐Oβ‐D ‐glucopyranoside ( 4 ).
Keywords:Hydrocotyle umbellata  Glycosides  Triterpene glycosides  Triterpenes  Umbellatosides  Ergostane glycosides
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