Glycosylated Constituents of Iris fulva and Iris brevicaulis

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The major constituents of leaf extracts of Iris fulva KER GAWL. comprised a known flavone C-glycoside, 5,4′-dihydroxy-7-methoxyflavone-6-C-(6‴-O-(E)-p-coumaroyl-β-glucopyranosyl)(1‴→2″)-β-glucopyranoside (1) and the new monoterpene glycoside, linalyl-6′-O-(3″-hydroxy-3″-methylglutaroyl)-β-D-glucopyranoside (2), both of which were prominent components of Iris brevicaulis RAF. leaf extracts. The structure of a new polyacylated sucrose derivative (3a) obtained from the rhizomes of I. fulva was elucidated as 3-O-(E)-p-coumaroyl-β-D-fructofuranosyl-(2↔1′)-[2″,4″,6″-tri-O-acetyl-β-D-glucopyranosyl-(1″→3′)-(2′,6′-di-O-acetyl-4′-O-(E)-p-coumaroyl-α-D-glucopyranoside)]. Selective hydrolysis of the 4″-O-acetyl moiety of the terminal β-glucopyranosyl residue of 3a occurred after several hours in solution giving 3-O-(E)-p-coumaroyl-β-D-fructofuranosyl-(2↔1′)-[2″,6″-di-O-acetyl-β-D-glucopyranosyl-(1″→3′)-(2′,6′-di-O-acetyl-4′-O-(E)-p-coumaroyl-α-D-glucopyranoside)] (3b), which subsequently underwent further deacetylation.

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