Bioactive Saponins and Glycosides. V. Acylated Polyhydroxyolean-12-ene Triterpene Oligoglycosides, Camelliasaponins A1, A2, B1, B2, C1, and C2, from the Seeds of Camellia japonica L.: Structures and Inhibitory Activity on Alcohol Absorption.

Yoshikawa, Masayuki; Murakami, Toshiyuki; Yoshizumi, Satoshi; Murakami, Nobutoshi; Yamahara, Johji; Matsuda, Hisashi

doi:10.1248/cpb.44.1899

Cited by 62 publications

(33 citation statements)

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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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“…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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“…Many studies have shown that C. japonica has anti-inflammatory (Akihisa et al, 1997), antiplaque (Namba et al, 1984), antimicrobial (Hahn, 2005;Lee et al, 2005), antioxidant (Lee et al, 2005), and anticancer (Kim et al, 2003) activities and that it is can inhibit the absorption of ethanol (Yoshikawa et al, 1994). The presence of chemical constituents such as terpenes (Ito et al, 1967;Itokawa et al, 1969Itokawa et al, , 1981, saponins (Numata et al, 1987;Yoshikawa et al, 1996), and phenolic compounds (Hatano et al, 1991;Nakagawa and Sakamoto, 1967;Onodera et al, 2006) in the fruits, seeds, flowers, and leaves of C. japonica has also been reported. Yoshikawa et al (2007) reported the structural determination of camelliosides from the flower buds of C. japonica and the camelliosides A and B were found to exert platelet aggregation activity and gastroprotective effects.…”

Section: Research Reportmentioning

confidence: 99%

Isolation and identification of antioxidative phenolic acids and flavonoid glycosides from Camellia japonica flowers

Lee

Cho

Moon

et al. 2011

Hortic. Environ. Biotechnol.

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The ethyl acetate (EtOAc) layer of the hot water extracts of Camellia japonica flowers was found to have higher 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging activity than the other solvent layers. Nine phenolic compounds were isolated and purified from the EtOAc layer by Sephadex LH-20 column chromatography and octadecyl silane-high performance liquid chromatography using a guided DPPH radical-scavenging assay. The isolated compounds were identified as 3,4,5-trihydroxybenzoic acid (1), 3,4-dihydroxybenzoic acid (2), 4-hydroxybenzoic acid (3) (8), and kaempferol 3-O--D-glucopyranoside (9), based on mass spectrometry and nuclear magnetic resonance. Four compounds (6-9) had been previously identified in the leaves of this plant, but other compounds (1-5) were newly isolated from this plant. Their DPPH radical-scavenging activities based on the 50% scavenging concentration decreased in the following order: 4 = 5 (4.7 M) > 1 (9.8 M) > 6 = 7 (8.2 M) > -tocopherol (24.7 M) > ascorbic acid (25.1 M) > 2 (35.6 M) > 3 = 8 = 9 (> 250 M). Quercetin glycosides (6, 7), gallic acid (1) and its glucosides (4, 5) showed higher DPPH radical-scavenging activities than other compounds. These results indicate that the antioxidant effect of C. japonica flowers may be attributable to quercetin glycosides and gallic acid derivatives. These isolated compounds will be useful in basic studies of plant physiology, food manufacturing, and biological function of C. japonica flowers.

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“…Camellia japonica L. (Theaceae) is an evergreen shrub and one of the best‐known species of the genus Camellia along with tea tree ( C. sinensis ). In Asian countries, including Korea, China, and Japan, C. japonica is cultivated as a popular ornamental tree and its seeds are a good source of cooking oil, and used in cosmetics and traditional medicine …”

Section: Introductionmentioning

confidence: 99%

Separation of nine novel triterpene saponins from Camellia japonica seeds using high‐performance countercurrent chromatography and reversed‐phase high‐performance liquid chromatography

Rho

Choi

Kil

et al. 2018

Phytochemical Analysis

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Introduction Camellia japonica L. (Theaceae) is an evergreen shrub, which is cultivated as a popular ornamental tree in Korea, China, and Japan and its seeds have been used as a source of cooking oil, in cosmetics and as a traditional medicine. Intensive phytochemical works have revealed that oleanane‐type saponins are the characteristic compounds of the seeds of C. japonica. Objective The purpose of the present study is to isolate and determine oleanane‐type saponins from C. japonica using high‐performance countercurrent chromatography (HPCCC) coupled with reversed‐phase high‐performance liquid chromatography (RP‐HPLC) and spectroscopic evidences, respectively. Methodology HPLC electrospray ionisation quadrupole time‐of‐flight mass spectrometry (ESI‐Q‐TOF‐MS) was applied to profile the saponin composition of an enriched saponin extract of C. japonica seeds. The enriched saponin extract was separated by HPCCC using a dichloromethane/methanol/isopropanol/water (9:6:1:4, v/v/v/v) system and RP‐HPLC. The structures of the isolates were determined utilising ESI‐Q‐TOF‐MS, one‐dimensional and two‐dimensional NMR and optical rotation. Results HPCCC on enriched saponin extract of C. japonica yielded four saponin fractions in the order of the number of sugars attached to the triterpene aglycone, and preparative RP‐HPLC on each saponin fraction led to the isolation of nine novel saponins, namely camoreoside A–I, along with six known ones. Conclusions This study indicates that combination of HPLC‐ESI‐Q‐TOF‐MS analysis and HPCCC coupled with RP‐HPLC are excellent tools for discovering saponins from natural sources.

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Bioactive Saponins and Glycosides. V. Acylated Polyhydroxyolean-12-ene Triterpene Oligoglycosides, Camelliasaponins A1, A2, B1, B2, C1, and C2, from the Seeds of Camellia japonica L.: Structures and Inhibitory Activity on Alcohol Absorption.

Cited by 62 publications

References 0 publications

Molluscicidal activity of Camellia oleifera seed meal

Molluscicidal activity of Camellia oleifera seed meal

Isolation and identification of antioxidative phenolic acids and flavonoid glycosides from Camellia japonica flowers

Separation of nine novel triterpene saponins from Camellia japonica seeds using high‐performance countercurrent chromatography and reversed‐phase high‐performance liquid chromatography

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