• Korean Journal of Environmental Agriculture
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• v.15 no.1
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• pp.37-45
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• 1996

Abstracts From the previous metabolic study of Pentachlorophenol(PCP), PCP was found to be exclusively transformed into ${\beta}-glucose$ conjugates of PCP in soybean and rice cell suspension cultures. In order to gather structural information of of the glucose conjugate, their aglycons and glycon have been analyzed by GC and GC/MS respectively, after thorough purification by chromatographic techniques. The glucose conjugates were effectively purified through a 1-butanol extraction followed by Silica gel TLC, Sephadex column chromatography and HPLC. Aglycons of the metabolites were identified as PCP, isomeric mixture of tetrachlorophenol, and tetrachlorocatechol and glycon were identified as glucose, suggesting that there are at least three kinds of glucose conjugates with different phenolic moieties. Under controlled conditions, the glucose conjugates were separated into three HPLC peaks which released respective aglycon upon a hydrolytic treatment. These results give valuable information on the structure of the glucose conjugates such that some PCP-driven chlorophenols, in addition to PCP, are also conjugated with glucose.

• Food Science and Biotechnology
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• v.18 no.1
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• pp.253-256
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• 2009

The purpose of the study was to develop a new process to manufacture ginseng extract containing saponin aglycon of high concentration. The process to transform saponin glycosides to saponin aglycon was analyzed by high performance liquid chromatography (HPLC). GCK-1 (open cultured mixture for 1 day at $42^{\circ}C$) had the highest content of protopanaxadiol (0.662%). However, other mixtures (GCK-2, 3, 4, 5, and 6) had less than 0.152% in the content of protopanaxadiol. In case of fermentation by inoculation of Bacillus natto, BNG-5 (B. natto inoculated mixture for 5 days at $42^{\circ}C$) showed the highest content of protopanaxadiol (0.364%). Other mixtures (BNG-1, 2, 3, 4, and 6) also showed the high content of more than 0.2% in protopanaxadiol. B. natto inoculation or open culture fermentation with soybean transformed ginseng saponin glycosides into saponin aglycon.

• Korean Journal of Pharmacognosy
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• v.11 no.2
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• pp.66-68
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• 1980

Paeonol-glycoside could be extracted and isolated from the fresh roots of Pycnostelma paniculatum Kitagawa and compared with paeonolide(paeonol-6-[L-arabinosyl]-${\beta}-D-glucoside)$ by IR and UV spectra. By saponification with mineral acid, it was known that isolated glycoside was composed of aglycon and sugar parts. Aglycon was identified by comparing with paeonol by TLC and UV spectra. Of two kinds of sugar, only glucose was identified by GLC.

• Journal of Microbiology and Biotechnology
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• v.28 no.2
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• pp.255-261
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• 2018

Aglycon protopanaxatriol (APPT) has valuable pharmacological effects such as memory enhancement and tumor inhibition. ${\beta}$-Glycosidase from the hyperthermophilic bacterium Dictyoglomus turgidum (DT-bgl) hydrolyzes the glucose residues linked to APPT, but not other glycoside residues. ${\beta}$-Glycosidase from the hyperthermophilic bacterium Pyrococcus furiosus (PF-bgl) hydrolyzes the outer sugar at C-6 but not the inner glucose at C-6 or the glucose at C-20. Thus, the combined use of DT-bgl and PF-bgl is expected to increase the biotransformation of PPT-type ginsenosides to APPT. We optimized the ratio of PF-bgl to DT-bgl, the concentrations of substrate and enzyme, and the reaction time to increase the biotransformation of ginsenoside Re and PPT-type ginsenosides in Panax ginseng leaf extract to APPT. DT-bgl combined with PF-bgl converted 1.0 mg/ml PPT-type ginsenosides in ginseng leaf extract to 0.58 mg/ml APPT without other ginsenosides, with a molar conversion of 100%. We achieved the complete biotransformation of ginsenoside Re and PPT-type ginsenosides in ginseng leaf extract to APPT by the combined use of two ${\beta}$-glycosidases, suggesting that discarded ginseng leaves can be used as a source of the valuable ginsenoside APPT. To the best of our knowledge, this is the first quantitative production of APPT using ginsenoside Re, and we report the highest concentration and productivity of APPT from ginseng extract to date.

• Bulletin of the Korean Chemical Society
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• v.24 no.1
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• pp.116-118
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• 2003

• Journal of the Korean Society of Food Culture
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• v.5 no.2
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• pp.243-251
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• 1990

We determined the structure of main saponin which extracted from the shoot of Aralia Elata. The results were as follows. 1. The main aglycons and suger of the total saponins of Nr2 sample were identified as oleanolic acid and hederagenin, and glucose, arabinose and rhamnose. A probable new aglycon was isolated and inferred as 1, 3-methylenedioxy-3-dehydroxyoleanolic acid. 2. One compound of Fh saponin (named as Elatoside $Fh_2$) which was obtained first in this species was elucidated as 3-O-$({\alpha}-L-arabinopyranosyl(1{\rightarrow}2)-{\beta}-D-gluco-pyranosyl)$-28-O-${\beta}-D-glucophyranosyl$ oleanolic acid on the basis of chemical and spectral evidence of IR, $^1H$, $^{13}C-NMR$ and MS.

• Proceedings of the Ginseng society Conference
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• 1993.09a
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• pp.74-83
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• 1993

In an attempt toward the synthesis of the difficulty accessible ginseng saponins the four dammarane glycosides identical to the natural $ginsenosides-Rh_2,$ - F2, compound K and chikusetsusaponin - LT8 have been prepared from betulafolienetriol(=dammar-24-ene-$3{\alpha},12{\beta}\;20(S)-triol).\;3-O-{\beta}-D-Glucopyranoside$ of 20(S) - protopanaxadiol $(=ginsenoside-Rh_2)$ have been obtained by the regio - and stereoselective glycosylation of the $12-O-acetyldammar-24-ene-3{\beta},\;12{\beta},$ 20(S)-triol. The 12-ketoderivative of 20(S)-protopanaxadiol has been used as aglycon in synthesis of chikusetsusaponin - LT8. Attempted regio - and stereoselective glycosylation of the less reactive tertiary C - 20 - hydroxyl group in order to synthesize the $20-O-{\beta}-D-glucopyranoside$ of 20(S)-protopanaxadiol(=compound K) using 3, 12 - di - O - acetyldammar - 24 - ene - $3{\beta},12{\beta},20(S)$-trial as aglycon was unsuccessful. Glycosylation of 3, 12 - diketone of betulafolienetriol followed by $NaBH_4$ reduction yielded the $20-O-{\beta}-D-glucopyranoside\;of\;dammar-24-ene-3{\beta},12{\alpha},$ 20(S)-triol, the $12{\alpha}-epimer$ of 20(S) - protopanaxadiol. Moreover, a number of semisynthetic ocotillol - type glucosides, analogs of natural pseudoginsenosides, have been prepared.

• Natural Product Sciences
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• v.14 no.1
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• pp.37-46
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• 2008

From the 70% EtOH extract of the roots of Astragalus membranaceus (Leguminosae), fifteen saponins were isolated and identified as astragaloside I (1), isoastragaloside II (2), astragaloside II (3), agroastragaloside I (4), cyclogaleginoside B (5), cycloaraloside A (6), brachyoside B (7), agroastragaloside II (8), astragaloside III (9), astragaloside IV (10), astramembranoside A (11), astramembranoside B (12), cylocanthoside E (13), cyclounifolioside B (14) and azukisaponin V methyl ester (15) by spectroscopic methods. Ten compounds 1 - 3, 5 - 7, 9 - 11 and 14 have cycloastragenol as an aglycon, and four compounds 4, 8 , 12, and 13 have cyclocanthogenin as an aglycon. The hairy roots of A. membranaceus were shown to produce previously unreported cycloartane-type saponins such as agroastragalosides I (4) and II (8) and cycloastragenol $3-O-{\beta}-D-xyloside$ (5), together with the known saponins. This is the first report of these saponins (4, 5, and 8) from the intact plant. Although the occurrence of the oleanane-type triterpene saponin, azukisaponin V methyl ester (15), in Astragalus plants has been demonstrated by others, this is the first report of the azukisaponin V methyl ester (15) from the Astragalus plants.

• Applied Biological Chemistry
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• v.38 no.6
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• pp.581-583
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• 1995

Anthocyanins in Korean pigmented rice(Oryza sativa var. Suwon 415) were analyzed to develop value-added natural pigment from rice. The pigment extracted with 1% HCl in methanol was determined as anthocyanins by characteristic absorption spectra in UV-visible ranges showing maximum absorbance at 280 nm and 530 nm. Two aglycones from acid-hydrolyzed anthocyanins were identified as cyanidin and malvidin by their $R_f$ values in several developing solvents, spectral properties, and $^1H-NMR$ analysis. Sugar moiety was determined as monoglucose by paper chromatography. The main anthocyanins in Korean pigmented rice were tentatively identified as cyanidin-3-glucoside and malvidin-3-glucoside.

• Proceedings of the Plant Resources Society of Korea Conference
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• 2020.08a
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• pp.101-101
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• 2020

Soybean is known as to have a several healthy ingredients. Among them, isoflavones are effective in reducing obesity, menopausal symptom. Isoflavones consist of 12 isomers, including Aglycon, Glucoside, Malonyl glucoside, Acetyl glucoside, and are usually found in soybean seeds. The content is determined by the sum of 12 isomers, and the content value difference between the varieties is huge. In this study, we investigated the agronomic traits, 12 isomer of isoflavone content and composition for 49 soybean germplasms. This germplasms were selected from the 23,000 germplasms with the highest total content of isoflavones possessed by the National Agrobiodiversity Center. Seed samples were cultivated in experimental field located in Jeonju City on April 04, 2019. Matured seeds were harvested and portions of each seed samples were oven-dried, pulverized, and analyzed for their isoflavone compositions using HPLC-DAD. The soybean samples showed distinction in their agronomic traits, isoflavone compositions and contents. The days to flowering ranged between 38 and 69 days while the days to maturity ranged between 103 and 156 days. The seed coat color of soybean germplasms was 24 in black, 10 in yellow, 2 in green, 5 in yellowish green, 4 in green with black spot, 4 in pale yellow. The germplasm with the highest total content of isoflavones was the IT178054(1257.61±7.98 ㎍/g), but the germplasms containing the largest number of isoflavone isomers were IT274592, IT275005, both germplasms had 11 isoflavone isomers excluding Malonyl glycitin. The largest source of Aglycon, the most easily absorbed isoflavone form in the human body, was IT274592(DZ: 8.83±0.30 ㎍/g, GL: 11.14±0.81 ㎍/g, GE: 8.16±0.26 ㎍/g), while only IT274592, IT275005, IT308619 contained all three components of Aglycon. In Principal Component Analysis(PCA), the first two principal components showed more than 3.5 Eigen value and accounted for 58.2% of variability. The total content value had strong relationship with Malonyl genistin content value. Acetyl isomers had strong relationship, but Malonyl isomers were only related to isomers except Malonyl glycitin. These results will help in research on soybean varieties to enhance isoflavone ingredients.