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New Triterpenoid Saponins from Achyrantes aspera Linn.
Author(s) -
Michl Günter,
Abebe Dawit,
Bucar Franz,
Debella Asfaw,
Kunert Olaf,
Schmid Martin G.,
Mulatu Efrem,
Haslinger Ernst
Publication year - 2000
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/(sici)1522-2675(20000216)83:2<359::aid-hlca359>3.0.co;2-7
Subject(s) - chemistry , oleanolic acid , triterpenoid , stereochemistry , saponin , triterpenoid saponin , triterpene , two dimensional nuclear magnetic resonance spectroscopy , nuclear magnetic resonance spectroscopy , pathology , medicine , alternative medicine
Two new bisdesmosidic triterpenoid saponins, i.e. 1 and 2 , were isolated, besides the three known saponins 3 – 5 , from the MeOH extract of the aerial parts of Achyranthes aspera Linn. ( Amaranthaceae ). Their structures were elucidated as β ‐ D ‐glucopyranosyl 3 β ‐[ O ‐ α ‐ L ‐rhamnopyranosyl‐(1→3)‐ O ‐ β ‐ D ‐glucopyranuronosyloxy]machaerinate ( 1 ) and β ‐ D ‐glucopyranosyl 3 β ‐[ O ‐ β ‐ D ‐galactopyranosyl‐(1→2)‐ O ‐ α ‐ D ‐glucopyranuronosyloxy]machaerinate ( 2 ) by NMR spectroscopy, including 2D‐NMR experiments (machaerinic acid=3 β ,21 β ‐dihydroxyolean‐12‐en‐28‐oic acid). The other saponins were identified as β ‐ D ‐glucopyranosyl 3 β [ O ‐ α ‐ L ‐rhamnopyranosyl‐(1→3)‐ O ‐ β ‐ D ‐glucopyranuronosyloxy]oleanolate ( 3 ), β ‐ D ‐glucopyranosyl 3‐ β ‐[ O ‐ β ‐ D ‐galactopyranosyl‐(1→2)‐ O ‐ β ‐ D ‐glucopyranuronosyloxy]oleanolate ( 4 ), and β ‐ D ‐glucopyranosyl 3 β ‐[ O ‐ β ‐ D ‐glucopyranuronosyloxy]oleanolate ( 5 ) (oleanolic acid=3 β ‐hydroxyolean‐12‐en‐28‐oic acid).