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Two new triterpene glycosides from Centella asiatica. 2010

Chidananda Swamy Rumalla, and Zulfiqar Ali, and Aruna D Weerasooriya, and Troy J Smillie, and Ikhlas A Khan
National Center for Natural Products Research, University of Mississippi, University, MS 38677, USA.

Phytochemical investigation of the leaves of Centella asiatica resulted in the isolation and characterization of eight triterpenes and/or saponins [which were characterized as 23- O-acetylmadecassoside (1), asiatic acid (2), madecassic acid (3), asiaticoside C (4), asiaticoside F (5), asiaticoside (6), madecassoside (7), and 23- O-acetylasiaticoside B (8)] together with sitosterol 3-O-beta-glucoside ( 9), stigmasterol 3- O- beta-glucoside (10), and querectin-3- O-beta-D-glucuronide (11). A new ursane-derived saponin (23- O-acetylmadecassoside) and a new oleanane-derived saponin (23- O-acetylasiaticoside B) were found as well. Structure elucidation was done by using spectroscopic techniques (HR-ESI-MS, 1D and 2D NMR), chemical methods, and comparative literature studies.

UI MeSH Term Description Entries
D010936 Plant Extracts Concentrated pharmaceutical preparations of plants obtained by removing active constituents with a suitable solvent, which is evaporated away, and adjusting the residue to a prescribed standard. Herbal Medicines,Plant Extract,Extract, Plant,Extracts, Plant,Medicines, Herbal
D006027 Glycosides Any compound that contains a constituent sugar, in which the hydroxyl group attached to the first carbon is substituted by an alcoholic, phenolic, or other group. They are named specifically for the sugar contained, such as glucoside (glucose), pentoside (pentose), fructoside (fructose), etc. Upon hydrolysis, a sugar and nonsugar component (aglycone) are formed. (From Dorland, 28th ed; From Miall's Dictionary of Chemistry, 5th ed) Glycoside
D012503 Saponins A type of glycoside widely distributed in plants. Each consists of a sapogenin as the aglycone moiety, and a sugar. The sapogenin may be a steroid or a triterpene and the sugar may be glucose, galactose, a pentose, or a methylpentose. Saponin
D014315 Triterpenes A class of terpenes (the general formula C30H48) formed by the condensation of six isoprene units, equivalent to three terpene units. Triterpene,Triterpenoid,Triterpenoids
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular
D018515 Plant Leaves Expanded structures, usually green, of vascular plants, characteristically consisting of a bladelike expansion attached to a stem, and functioning as the principal organ of photosynthesis and transpiration. (American Heritage Dictionary, 2d ed) Plant Leaf,Leaf, Plant,Leave, Plant,Leaves, Plant,Plant Leave
D028041 Centella A plant of the family APIACEAE which is the source of asiatic acid and asiaticoside. Centella asiatica (L.) Urb. Gotu kola,Hydrocotyle,Hydrocotyle asiatica,Mandukaparni,Centella asiatica,Centella asiaticas,Centellas,Gotu kolas,Hydrocotyle asiaticas,Hydrocotyles,Mandukaparnus,asiatica, Centella,asiaticas, Hydrocotyle,kola, Gotu

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