Structures of New Acylated Oleanene-Type Triterpene Oligoglycosides, Theasaponins E1 and E2, from the Seeds of Tea Plant, Camellia sinensis (L.) O. KUNTZE.

Kitagawa, Isao; Hori, Kazuyuki; Motozawa, Tomohisa; Murakami, Toshiyuki; Yoshikawa, Masayuki

doi:10.1248/cpb.46.1901

Cited by 54 publications

(59 citation statements)

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“…The MeOH eluate, obtained from a Mitsubishi Diaion HP-20 column for the water layer, was subjected to preparative HPLC, affording twelve new compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12), together with ten known compounds (13)(14)(15)(16)(17)(18)(19)(20)(21)(22), which were identified by comparison of NMR data with reported data.…”

Section: Resultsmentioning

confidence: 99%

“…The bioactivity of the constituents of Camellia species has been reported previously, including for antisweet, gastroprotective, gastricemptying inhibitory, gastrointestinal transit accelerating, antioxidative and antimicrobial activity. [1][2][3] Although studies on hyaluronidase inhibitory activity of tea saponins have been reported, detailed analysis of these compounds is still lacking. 4) The hyaluronidase inhibitor rosmarinic acid is already known.…”

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confidence: 99%

“…4) The hyaluronidase inhibitor rosmarinic acid is already known. 5) In the course of the studies on the constituents of the seeds of Camellia sinensis, we obtained twelve new saponins (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12) together with ten known saponins (13)(14)(15)(16)(17)(18)(19)(20)(21)(22).…”

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confidence: 99%

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Triterpene Saponins with Hyaluronidase Inhibitory Activity from the Seeds of <i>Camellia sinensis</i>

Myose

Warashina

Miyase

2012

CHEMICAL & PHARMACEUTICAL BULLETIN

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Section: Resultsmentioning

confidence: 99%

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confidence: 99%

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Triterpene Saponins with Hyaluronidase Inhibitory Activity from the Seeds of <i>Camellia sinensis</i>

Myose

Warashina

Miyase

2012

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…The saponins were identified as a mixture of theasaponins E 1 and E 2 by the analysis of HPLC and the comparison of 13 C-NMR data of theasaponins E 1 and E 2 . 4 The contents of theasaponins E 1 and E 2 in teasaponin were 88 and 12%, respectively, by the analysis of HPLC (YMC-pack, ODS-5, 20Â250 mm i.d.) eluted with a 7 : 3 mixture of methanol and 1% acetic acid (v=v) as mobile phase.…”

Section: Isolation Of Teasaponin From the Leaves Of Thea Sinensismentioning

confidence: 99%

Anti-obesity effects in rodents of dietary teasaponin, a lipase inhibitor

et al. 2001

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OBJECTIVE: Based on the inhibitory effects of teasaponin on pancreatic lipase activity in vitro, this study was performed to clarify whether teasaponin prevented obesity induced in mice by a high-fat diet for 11 weeks. DESIGN: For in vitro experiments, assay for the inhibitory effects of teasaponin on pancreatic lipase activity was performed by measuring the rate of release of oleic acid from triolein in an assay system using triolein emulsified with lecithin, gum arabic, Triton X-100 or 4-methylumbelliferyloleate. For in vivo experiments, female ICR mice were fed a high-fat diet with or without 0.5% teasaponin for 11 weeks. RESULTS: Teasaponin competitively inhibited the hydrolysis of triolein emulsified with lecithin, gum arabic, Triton X-100 or 4-methylumbelliferyloleate. Teasaponin inhibited the elevations of plasma triacylglycerol levels 3, 4 and 5 h after oral administration of lipid emulsion containing corn oil. Teasaponin suppressed the increases in body, parametrial adipose tissue weights and diameter in adipose cell size induced by a high-fat diet. Furthermore, feeding a high-fat diet plus teasaponin had no effect on stool frequency and content, but significantly increased triacylglycerol contents in feces as compared to feeding a high-fat diet. CONCLUSIONS: The anti-obesity effects of teasaponin in high-fat diet-treated mice may be partly mediated through delaying the intestinal absorption of dietary fat by inhibiting pancreatic lipase activity.

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“…The isolated fraction D4 was identified by comparison of its physical data with the reported values [16][17][18][19][20][21][22][23][24] . The saponin compounds in Camellia spp.…”

Section: Discussionmentioning

confidence: 99%

Molluscicidal activity of Camellia oleifera seed meal

Kijprayoon¹,

Tolieng²,

Petsom³

et al. 2014

ScienceAsia

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A mixture of molluscicidal saponin compounds was isolated from a methanolic extract of seed meal of Camellia oleifera and tested against Pomacea canaliculata. The most potent saponin fraction showed an LC50 value of 0.66 ppm. This was then used as a marker for quantitative analysis of active molluscicidal compounds in commercial oilseed camellia meals on HPLC fractionation. The active saponin content was found to be 0.25-1.26% w/w. Methanol was the preferred extraction solvent for analysis of saponin compounds from oil-seed camellia meal. The effect of oil-seed camellia meal on P. canaliculata in a field experiment was determined for three doses: 12.50, 15.63, and 18.75 kg/ha in terms of numbers of dead snails. After one day, all treatments containing oil-seed camellia meal killed 100% of the snails in the sample compared with just 3.8% in the control without any chemical additive. No rice plant damage was detected from any treatments with oil-seed camellia meal, and the dry grain yield was comparable to that of niclosamide treatment. Thus oil-seed camellia meals may be a useful molluscicide for organic rice production.

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Structures of New Acylated Oleanene-Type Triterpene Oligoglycosides, Theasaponins E1 and E2, from the Seeds of Tea Plant, Camellia sinensis (L.) O. KUNTZE.

Cited by 54 publications

References 0 publications

Triterpene Saponins with Hyaluronidase Inhibitory Activity from the Seeds of <i>Camellia sinensis</i>

Triterpene Saponins with Hyaluronidase Inhibitory Activity from the Seeds of <i>Camellia sinensis</i>

Anti-obesity effects in rodents of dietary teasaponin, a lipase inhibitor

Molluscicidal activity of Camellia oleifera seed meal

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