- Metabolism of kalopanaxsaponin B and H by human intestinal bacteria and antidiabetic activity of their metabolites
-
To investigate the relationship between the intestinal bacterial metabolism of kalopanaxsaponin B and H from Kalopanax pictus (Araliaceae), and their antidiabetic effect, kalopanaxsaponin B and H were metabolized by human intestinal microflora and the antidiabetic activity of their metabolites was measured. Human intestinal microflora metabolized kalopanaxsaponin B to kalopanaxsaponin A, hederagenin 3-O-α-L- arabinopyranoside and hederagenin. The main metabolites of kalopanaxsaponin B were kalopanaxsaponin A and hederagenin. Kalopanaxsaponin H was metabolized to kalopanaxsaponin A and I, hederagenin 3-O-α-L-arabinopyranoside and hederagenin. The main metabolites of kalopanaxsaponin H were kalopanaxsaponin I and hederagenin. Among kalopanaxsaponin B, H and their metabolites, kalopanaxsaponin A showed the most potent antidiabetic activity, followed by hederagenin. However, the main components, kalopanaxsaponin B and H, in K. pictus were inactive.
- Kim, Dong-Hyun,Yu, Ki-Woong,Bae, Eun-Ah,Park, Hee-Juhn,Choi, Jong-Won
-
-
Read Online
- Acetylated triterpene saponins from the Thai medicinal plant, Sapindus emarginatus
-
From the pericarps of Sapindus emarginatus (Sapindaceae), three new acetylated triterpene saponins were isolated together with hederagenin and five known triterpene saponins, as well as one known sweet acyclic sesquiterpene glycoside, mukurozioside IIb. T
- Kanchanapoom,Kasai,Yamasaki
-
-
Read Online
- Triterpene glycosides from Kalopanax septemlobum. II. Glycosides E, K, and L from leaves of Kalopanax septemlobum var. maximowiczii introduced to Crimea
-
The known hederagenin 3-O-β-D-glucopyranosyl-(1→4)-O-β-D- xylopyranosyl-(1→3)-O-α-L-rhamnopyranosyl-(1→2) -O-α-L-arabinopyranoside (sapindoside C) and its 28-O-α-L- rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6) -O-β-D-glucopyranosyl and 28-O-α-L-rhamnopyranosyl-(1→4)-O-6-O- acetyl-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranosyl esters, new triterpene glycosides, were isolated from leaves of Kalopanax septemlobum var. maximowiczii introduced to Crimea. The structures of these compounds were established using chemical methods and two-dimensional NMR spectroscopy. 2005 Springer Science+Business Media, Inc.
- Panov,Grishkovets,Kachala,Shashkov
-
-
Read Online
- Structures of acetylated oleanane-type triterpene saponins, rarasaponins IV, V, and VI, and anti-Hyperlipidemic constituents from the pericarps of sapindus rarak
-
The methanolic extract and its saponin fraction (methanol-eluted fraction) of the pericarps of Sapindus rarak DC. were found to suppress plasma triglyceride elevation in olive oil-treated mice. From the active fraction, three new acylated oleanane-type tr
- Asao, Yasunobu,Morikawa, Toshio,Yuanyuan,Okamoto, Masaki,Hamao, Makoto,Matsuda, Hisashi,Muraoka, Osamu,Yuan, Dan,Yoshikawa, Masayuki
-
-
Read Online
- Antimicrobially active hederagenin glycosides from Cephalaria elmaliensis
-
A phytochemical investigation of the aerial parts of Cephalaria elmaliensis resulted in the isolation of ten hederagenin-type triterpene saponins (1-10) including three new ones, elmalienoside A (1), elmalienoside B (2), elmalienoside C (3), and two known flavonoid glycosides (11-12). Their structures were identified by extensive spectroscopic techniques (1D and 2D NMR, HR ESIMS) and chemical evidence. The antimicrobial activity of the extracts and the pure compounds was evaluated by the MIC method. According to the results, all pure compounds including the new ones were found to be very active against both gram-positive and gram-negative bacteria. Georg Thieme Verlag KG Stuttgart · New York.
- Sarkahya, Nazlboeke,Krmzguel, Sueheyla
-
experimental part
p. 828 - 833
(2012/08/27)
-
- 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
-
Eight known glycosides of hederagenin and the new triterpene glycoside 3-O-β-D-xylopyranosyl-(1→3)-O-α-L-rhamnopyranosyl-(1→2) -O-α-L-arabinopyranosyl-28-O-α-L-rhamnopyranosyl-(1→4) -O-6-O-acetyl-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranosyl ester of hederagenin were isolated by chromatographic methods from leaves of Kalopanax septemlobum var. maximowichii introduced to Crimea. The known 3-O-α-L-arabinopyranosyl-28-O-α-L-rhamnopyranosyl-(1→4) -O-6-O-acetyl-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranosyl ester of hederagenin was observed for the first time in Kalopanax septemlobum. 2005 Springer Science + Business Media, Inc.
- Grishkovets,Panov,Kachala,Shashkov
-
p. 194 - 199
(2008/02/01)
-
- Metabolism of kalopanaxsaponin K by human intestinal bacteria and antirheumatoid arthritis activity of their metabolites.
-
When kalopanaxsaponin K (KPK) from Kalopanax pictus was incubated for 24 h at 37 degrees C with human intestinal microflora, KPK was mainly metabolized to kalopanaxsaponin I (KPI) via kalopanaxsaponin H (KPH) rather than via kalopanaxsaponin J (KPJ), and then transformed to kalopanaxsaponin A (KPA) and hederagenin. Bacteroides sp., and Bifidobacterium sp. and Fusobacterium sp. transformed KPK to KPI and KPA and hederagenin via KPH or KPJ. However, Lactobacillus sp. and Streptococcus sp. transformed KPK to KPI, KPA, and hederagenin only via KPJ. The metabolite KPA of KPK showed potent antirheumatoid arthritis activity.
- Kim, Dong-Hyun,Bae, Eun-Ah,Han, Myung Joo,Park, Hee-Juhn,Choi, Jong-Won
-
-
- Antifungal activity of modified hederagenin glycosides from the leaves of Kalopanax pictum var. chinense
-
Monodesmosides which were obtained from the partial degradation of hederagenin bisdesmosides exhibited significant antifungal effect against Microsporum canis, Coccidioides immitis, Trichophyton mentagrophytes, Cryptococcus neoformans, and Candida albican
- Lee, Min-Won,Kim, Sung Uk,Hahn, Dug-Ryoung
-
p. 718 - 719
(2007/10/03)
-
- Triterpenoid glycosides from Decaisnea fargesii Franch
-
A new triterpenoid glycoside, 3-O-β-D-xylopyranosyl (1 → 3)-α-L- rhamnopyranosyl (1 → 2)-α-L-arabinopyranosyl hederagenin 28-O-β-D- xylopyranosyl (1 → 4)-β-D-glucopyranosyl (1 → 6)-β-D-glucopyranoside 1, named decaisoside F, has been isolated from the seeds of Decaisnea fargesii along with two known compounds, decaisoside D 2 and decaisoside E 3. Their structures have been elucidated on basis of chemical methods and spectral data (FABMS, 1H NMR, 13C NMR. DEPT and COSY).
- Kong, Jie,Yang, Xiaohui,Lu, Runhua,Wang, Yunpu,Wang, Hanqing
-
p. 882 - 884
(2007/10/03)
-
- SELECTIVE CLEAVAGE OF ESTER TYPE GLYCOSIDE-LINKAGES AND ITS APPLICATION TO STRUCTURE DETERMINATION OF NATURAL OLIGOGLYCOSIDES
-
On treatment with anhydrous LiI, 2,6-lutidine and anhydrous methanol, an ester type glycosyl linkage of acidic tri- and di-terpenes was selectively cleaved without decomposition of a reducing terminal of the resulting sugar moiety to give an anomeric mixture of methyl glycosides along with an aglycone or a pro-aglycone in quantitative yield.In this reaction, no hydrolysis of any other glycoside linkages took place.
- Ohtani, Kazuhiro,Mizutani, Kenji,Ryoji, Kasai,Tanaka, Osamu
-
p. 4537 - 4540
(2007/10/02)
-
- Saponins of Pericarps of Sapindus mukurossi GAERTN. and Solubilization of Monodesmosides by Bisdesmosides
-
From pericarps of Sapindus mukurossi (Japanese name: Enmei-hi), saponins of hederagenin (1), 2-7, 9, 11 and 12 were isolated along with sapindosides A (10) and B (8), both of which have already been isolated from this crude drug.Saponins 7 and 9 were identified as α-L-arabinopyranosyl(1->3)-α-L-rhamnopyranosyl(1->2)-α-L-arabinopyranoside and α-L-arabinofuranosyl(1->3)-α-L-rhamnopyranosyl(1->2)-α-L-arabinopyranoside of 1, respectively, both of which were recently isolated from Lecaniodiscus cupanoides by Sandberg et al.New saponins named mukurozi-saponins E1 (11) and G (12) were proved to be the mono-acetate of 8 and the di-acetate of 7, respectively.By means of mass and 13C nuclear magnetic resonance (NMR) spectroscopy, the locations of the acetyl groups of 11 and 12 were established to be at the 4-hydroxyl group of the xylosyl unit of 8 and at the 3,4-hydroxyl groups of the terminal arabinosyl unit of 7, respectively.The other new saponins, named mukurozi-saponins X (6), Y1 (5) and Y2 (4), were revealed to be β-sophorosyl esters of 10, 8 and 7, respectively, by comparison of the mass and 13C NMR spectra with those of the β-sophorosyl ester of 1 (13), which was synthesized from 1 as a reference compound for the study of the anomalous glycosylation shifts.Studies on the structures of the remaining saponins, 2 and 3, are in progress.The water solubilities of the monodesmosides, 7-9, which cause remarkable enhancement of the absorption of sodium ampicillin from rat intestine and rectum, were greatly increased by the bisdesmosides, 4-6.
- Kimata, Hiroko,Nakashima, Taeko,Kokubin, Setsuko,Nakayama, Keiso,Mitoma, Yohko,,et al.
-
p. 1998 - 2005
(2007/10/02)
-