Phenolic compounds ofHedysarum sachalinense andH. Brandtii

Abstract

By chromatography on a polyamide sorbent, we have isolated from an ethanolic extract of the herb Hedysarum sachalinense B. Fedtsch, three individual substances of a phenolic nature. On the basis of the hydrolysis products (quercetin and glucose), the UV and IR spectra, and a direct comparison, substance II was identified as hyperoside.

Phytochemicals and biological studies of plants in genus Hedysarum

“…Isomangiferin ( 66 ) was obtained from H. havescen , H. denticulatum , H. connatum, and H. alpinum . Glucomangiferin ( 67 ) and glucoisomangiferin ( 68 ) were isolated from H. flavescents [15,37-39]. Eleven pterocarpans ( 69–79 ) have been isolated and identified from genus Hedysarum [41,42].…”

Bio‐ and chemical syntheses of mangiferin and congeners

“…In addition, competitive experiments revealed that C-glucosylation occurred at the stage of 6 prior to formation of 5. Consequently, Fujita and Inoue proposed a biosynthetic route in Structure of mangiferin (1) with international numbering system and its isoforms (2)(3)(4). Glc 5 C1 0glucose.…”

“…The corresponding intermediate 42 was subjected to a Jurd's reaction, that is, direct conversion of the acetyl groups para to the carbonyl function by treatment of 42 with BnBr in the presence of K 2 CO 3 and KI in acetone to yield the 1,3,6-tri-O-benzyl ether 43 (85%), leaving the 7-OAc intact. Selective removal of the acetyl group at the 7-position was achieved smoothly by NH 4 OAc in a mixture solvent of MeOH/acetone/H 2 O (84%). The resulting acceptor 44 was subjected to glycosylation with 2,3,4,6-tetra-O-acetyl-a-D-glucopyranosyl bromide donor (45) under phase-transfer catalysis (TBAB, 5% NaOH, CH 2 Cl 2 , reflux).…”

“…Mangiferin ( 1 ) is a natural phytochemical originally extracted from the stem bark of mango tree ( Mangifera indica L., Anacardiaceae) as a coloring matter in 1908 . It was later on found to occur in the leaves, twigs, fruits, roots and heartwood of M. indica as well as many other plant species . While many attempts failed to accurately determine its structure , mangiferin ( 1 ) was finally identified in the late 1960s as the first C ‐glucosyl xanthone, namely 2 C ‐β‐ d ‐glucopyranosyl‐1,3,6,7‐tetrahydroxyxanthone (Fig.…”