2005
DOI: 10.1007/s10600-005-0110-2
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Triterpene Glycosides from Kalopanax septemlobum. 1. Glycosides A, B, C, F, G1, G2, I2, H, and J from Leaves of Kalopanax septemlobum var. Maximowichii Introduced to Crimea

Abstract: β-D-glucopyranosyl ester of hederagenin was observed for the first time in Kalopanax septemlobum.

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Cited by 7 publications
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“…The structures of known compounds 6–29 were determined as HN-saponin D1 ( 6 ) ( Kizu et al, 1985 ), hederagenin glycosides 3- O - α - L -arabinopyranoside ( 7 ) ( Grishkovets et al, 2005 ), oleanolic acid 3- O - β - D -glucuronopyranoside ( 8 ) ( Li et al, 2012 ), HN-saponin K ( 9 ) ( Kizu et al, 1985 ), 3-O- β -D-glucuronopyranosyl-3 β ,16 α -dihydroxyolean-12-en-28-oic acid ( 10 ) ( Ushijima et al, 2008 ), gypsogenin 3-O-glucuronide ( 11 ) ( Bouguet-Bonnet et al, 2002 ), elatoside G ( 12 ) ( Yoshikawa et al, 1995 ), hederagenin-3- O - β - D - glucuronopyranoside 6′- O- methyl ester ( 13 ) ( Cao et al, 2011 ), tragopogonsaponin A methyl ester ( 14 ) ( Warashina et al, 1991 ), 3- O -6′- O -methyl- β - D -glucuronopy-ranoside of gypsogenin ( 15 ) ( Iwamoto et al, 1985 ), 3- O - β - D -(6′- O -methyl-glucuronopyranosyl) oleanolic acid ( 16 ) ( Melek et al, 1996 ), 3- O - α -rhamnopyranose- (1→2)- α -arabinopyranosyl-29-hydroxy-olean-12-en-28-oic acid ( 17 ) ( Shao et al, 1989 ), 3-O-[ α - L -rhamnopyranosyl-(1→2)- α - L -arabinopyranosyl] oleanolic acid ( 18 ) ( Nakanishi et al, 1993 ), HN-saponin F ( 19 ) ( Mizui et al, 1988 ), saponin PE ( 20 ) ( Zhong et al, 2001 ), oleanolic acid 3-O- β -D-glucopyranosyl (1→3)- α -L-arabinopyranoside ( 21 ) ( Satoh et al, 1994 ), lucyoside F ( 22 ), lucyoside H ( 23 ) ( Takemoto et al, 1984 ), 3-O- β -D-glucopyranosyl-(1→2)- β -D-glucopyranosyl oleanolic acid ( 24 ) ( Reginatto et al, 2001 ), 3- O - β - D -glucuronopyranosyl methyl ester-28- O - β - D -glucopyranoside ( 25 ) ( Li et al, 2007 ), oleanolic acid 3-O- α -L-rhamnopyranosyl(1→2)- α -L-arabinopyranosyl-28-O- β -D-glucopyranosyl ester ( 26 ) ( Fan et al, 2013 ), paritriside E ( 27 ) ( Wu et al, 2012 ), 3-O- α -arabinopyranosyl-(1→2)- β -glucopyranoside-30-norolean-12,20(29)-dien-28-oic acid ( 28 ) ( Shao et al, 1989 ), and 3-[(O- β -D-glucopyranosyl-(1→3)- α -L-arabinopyranosyl)oxy]-30- noroleana-12,20(29)-dien-28-oic acid ( 29 ) ( …”
Section: Resultsmentioning
confidence: 99%
“…The structures of known compounds 6–29 were determined as HN-saponin D1 ( 6 ) ( Kizu et al, 1985 ), hederagenin glycosides 3- O - α - L -arabinopyranoside ( 7 ) ( Grishkovets et al, 2005 ), oleanolic acid 3- O - β - D -glucuronopyranoside ( 8 ) ( Li et al, 2012 ), HN-saponin K ( 9 ) ( Kizu et al, 1985 ), 3-O- β -D-glucuronopyranosyl-3 β ,16 α -dihydroxyolean-12-en-28-oic acid ( 10 ) ( Ushijima et al, 2008 ), gypsogenin 3-O-glucuronide ( 11 ) ( Bouguet-Bonnet et al, 2002 ), elatoside G ( 12 ) ( Yoshikawa et al, 1995 ), hederagenin-3- O - β - D - glucuronopyranoside 6′- O- methyl ester ( 13 ) ( Cao et al, 2011 ), tragopogonsaponin A methyl ester ( 14 ) ( Warashina et al, 1991 ), 3- O -6′- O -methyl- β - D -glucuronopy-ranoside of gypsogenin ( 15 ) ( Iwamoto et al, 1985 ), 3- O - β - D -(6′- O -methyl-glucuronopyranosyl) oleanolic acid ( 16 ) ( Melek et al, 1996 ), 3- O - α -rhamnopyranose- (1→2)- α -arabinopyranosyl-29-hydroxy-olean-12-en-28-oic acid ( 17 ) ( Shao et al, 1989 ), 3-O-[ α - L -rhamnopyranosyl-(1→2)- α - L -arabinopyranosyl] oleanolic acid ( 18 ) ( Nakanishi et al, 1993 ), HN-saponin F ( 19 ) ( Mizui et al, 1988 ), saponin PE ( 20 ) ( Zhong et al, 2001 ), oleanolic acid 3-O- β -D-glucopyranosyl (1→3)- α -L-arabinopyranoside ( 21 ) ( Satoh et al, 1994 ), lucyoside F ( 22 ), lucyoside H ( 23 ) ( Takemoto et al, 1984 ), 3-O- β -D-glucopyranosyl-(1→2)- β -D-glucopyranosyl oleanolic acid ( 24 ) ( Reginatto et al, 2001 ), 3- O - β - D -glucuronopyranosyl methyl ester-28- O - β - D -glucopyranoside ( 25 ) ( Li et al, 2007 ), oleanolic acid 3-O- α -L-rhamnopyranosyl(1→2)- α -L-arabinopyranosyl-28-O- β -D-glucopyranosyl ester ( 26 ) ( Fan et al, 2013 ), paritriside E ( 27 ) ( Wu et al, 2012 ), 3-O- α -arabinopyranosyl-(1→2)- β -glucopyranoside-30-norolean-12,20(29)-dien-28-oic acid ( 28 ) ( Shao et al, 1989 ), and 3-[(O- β -D-glucopyranosyl-(1→3)- α -L-arabinopyranosyl)oxy]-30- noroleana-12,20(29)-dien-28-oic acid ( 29 ) ( …”
Section: Resultsmentioning
confidence: 99%
“…1), together with ten known oleanane glycosides. The known compounds were identified as hederoside I (2) [6], staunoside A (3) [7], cauloside G (4) [8], cauloside D (5) [9], akebia saponin D (6) [10], hederagenin 3-O-α-L-arabinopyranosyl-28-O-α-L-rhamnopyranosyl-(1 → 4)-O-6-O-acetyl-β-D-glucopyranosyl-(1 → 6)-Oβ-D-glucopyranosyl ester (7) [11], ciwujianoside A1 (8) [12], acanthopanaxoside B (9) [13], ciwujianoside C3 (10) [14], and pulsatilla saponin B (11) [15] based on NMR spectral analyses and comparison of the spectral data with published values. Compounds 3, 7, and 9-11 were not previously isolated from the genus Fatsia.…”
mentioning
confidence: 99%
“…Kalopanax saponins C-F [ 9 ], kalopanax saponins G and H, clematis prosapogenin Cp7a [ 10 ] were isolated from the roots, and kalopanax saponins La, Lb, and Lc [ 11 ] isolated from the leaves. Glycosides A, B, C, F, G 1 , G 2 , I 2 , H, and J [ 12 ], E, K, and L [ 13 ], D 2 , I 1 , and K 1 [ 14 ], glycosides C 2 , E 1 , F 2 , and G [ 15 ] were isolated from leaves of K. septemlobum var . maximowichii.…”
Section: Introductionmentioning
confidence: 99%