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Scyphiphorins A and B, Two New Iridoid Glycosides from the Stem Bark of a Chinese Mangrove Scyphiphora hydrophyllacea
Author(s) -
Tao ShuHong,
Wu Jun,
Qi ShuHua,
Zhang Si,
Li MinYi,
Li QingXin
Publication year - 2007
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/hlca.200790179
Subject(s) - chemistry , stigmasterol , oleanolic acid , mangrove , hydroxymethyl , stereochemistry , glycoside , bark (sound) , chromatography , medicine , alternative medicine , pathology , ecology , physics , acoustics , biology
Two new iridoid glycosides, named scyphiphorins A ( 1 ) and B ( 2 ), together with four known compounds, geniposidic acid (=(1 S ,4a S ,7a S )‐1‐( β ‐ D ‐glucopyranosyloxy)‐1,4a,5,7a‐tetrahydro‐7‐(hydroxymethyl)cyclopenta[ c ]pyran‐4‐carboxylic acid; 3 ), 4‐(4‐hydroxy‐3‐methoxybenzyl)butan‐2‐one, oleanolic acid (=(3 β )‐3‐hydroxyolean‐12‐en‐28‐oic acid), and stigmasterol β ‐ D ‐glucoside (=(3 β ,22 E )‐stigmasta‐5,22‐dien‐3‐yl β ‐ D ‐glucopyranoside), were isolated for the first time from the stem bark of a Chinese mangrove, Scyphiphora hydrophyllacea Gaertn . f. The structures of compounds 1 and 2 were determined as 10‐ O ‐benzoylgeniposidic acid and 10‐ O ‐[(2 E ,6 R )‐8‐hydroxy‐2,6‐dimethyl‐1‐oxooct‐2‐en‐1‐yl]geniposidic acid, respectively, on the basis of spectroscopic data and chemical methods, including 2D NMR techniques.