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

Shu‐Hong Tao, Jun Wu, Shu‐Hua Qi, Si Zhang, Min‐Yi Li, Qingxin Li

Helvetica Chimica Acta · 2007 · 19 citations · 10 references

Concepts

Abstract

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.

References

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