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1. (Article ID: 9753)
 
Kawasaki T, Komori T, Miyahara K, Nohara T, Hosokawa I, Mihashi K
Furostanol bisglycosides corresponding to dioscin and gracillin
Chemical and Pharmaceutical Bulletin 22(9) (1974) 2164-2175
 

Two compounds, positive (red) to the Ehrlich reagent and predominant in the methanol extracts of the fresh rhizomes of Dioscorea gracillima MIQ., were isolated. Their structures were established as 26-O-β-D-glucopyranosyl 22-methoxyfurost-5-ene-3β, 26-diol 3-O-β-chacotrioside (I), mp 187-191°(decomp.), [α]D-95.6°, and its 22-hydroxy analog (I'), mp 190-196°(decomp.), [α]D-79.8°, the furostanol bisglycosides corresponding to 25D-spirost-5-en-3β-ol (diosgenin) 3-O-β-chacotrioside (dioscin) (III), the major component of the stored materials. I is regarded as an artifact formed from I', and I'and I are named proto-dioscin and methyl proto-dioscin, respectively. Smilax-saponin B, which had been assigned a structure, diosgenin hexaglycoside, was identical with I and the structure is revised. Among the Ehrlich positive compounds in the methanol extracts of the fresh rhizomes of D. septemloba THUNB., the major, mp 249-251°(decomp.), [α]D-76.9°, was isolated and characterized as the analog (II) of I, chacotriose being replaced by gracillimtriose, corresponding to gracillin (IV). One of the minor components was identified with the 22-hydroxy compound (II') of II, mp 235-238°(decomp.), [α]D-57.8°. II'and II are named proto-gracillin and methyl proto-gracillin, respectively. Kikuba-saponin, which had been assigned the structure, IV monoglucoside, was identical with II and the structure is revised.

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2. (Article ID: 9754)
 
Kitagawa I, Yoshikawa M, Yosioka I
Structures of three soybean saponins. Soyasaponin I, II, and III
Chemical and Pharmaceutical Bulletin 22(12) (1974) 3010-3013
 
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3. (Article ID: 10931)
 
Ducrey B, Wolfender JL, Marston A, Hostettmann K
Analysis of flavonol glycosides of thirteen Epilobium species (Onagraceae) by LC-UV and thermospray LC-MS
Phytochemistry 38 (1995) 129-137
 

Analysis of the flavonol glycoside patterns of 13 Epilobium species was carried out by thermospray liquid chromatography-mass spectrometry (TSP/LC-MS) and high performance liquid chromatography coupled with a photodiode array detector (LC-UV). Mass-data and UV spectra recorded online, before and after post-column addition of shift reagents, provided useful structural information on the different compounds present in crude extracts. Nineteen flavonol glycosides were identified by this means. In order to confirm the on-line assignments, 13 of the compounds were isolated and their structures were elucidated. They were all 3-O-glycosides of kaempferol, quercetin and myricetin.

chemotaxonomy, LC-MS, flavonoids, flavonol glycosides, Epilobium, Onagraceae, LC-UV

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