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Scyphiphorins A and B, Two New Iridoid Glycosides from the Stem Bark of a Chinese Mangrove Scyphiphora hydrophyllacea

✍ Scribed by Shu-Hong Tao; Jun Wu; Shu-Hua Qi; Si Zhang; Min-Yi Li; Qing-Xin Li

Publisher
John Wiley and Sons
Year
2007
Tongue
German
Weight
77 KB
Volume
90
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

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.

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