• Title/Summary/Keyword: steroidal 2${beta}$

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Two New Steroidal Saponins from the Tuberss of Liriope spicata

  • Lee, Do-Yong;Son, Son-Ho;Do, Jae-Chul;Kang, Sam-Sik
    • Archives of Pharmacal Research
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    • v.12 no.4
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    • pp.295-299
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    • 1989
  • Two novel steroidal saponins designated as spicatosides A(1) and B(2) were isolated from the tubers of Liriope spicata and their structures were elucidated as 25(S)-rus-cogenin -1-0- fJ - D-glucopyranosyl (1$\rightarrow$2)- [$\beta$ - D-xylopyranosyl (1$\rightarrow$3)] -$\beta$- D- fucopyranoside (1) and 26-0-$\beta$-D-glucopyranosyI25(S)-22-0-methyl-furost-5-en-l$\beta$, 3$\beta$, 26-trioll-0-fJ -D¬glucopyranosyl (1$\rightarrow$2)- [$\beta$- D-xylopyranosyl (1$\rightarrow$3)] - $\beta$- D- fucopyranoside (2), respectively.

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Steroidal Saponin Constituents from the Subterranean Parts of Smilax nipponica (밀나물 지하부의 Steroid saponin 성분)

  • 조경열;우희미;정순옥
    • YAKHAK HOEJI
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    • v.39 no.2
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    • pp.141-147
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    • 1995
  • Four steroids have been isolated from the subterranean parts of Smilax nipponica Miquel (Liliaceae). The structures of these compounds were characterized on the basis of chemical and speectral data. They were $\beta$-sitosterol, $\beta$-sitosterol-3-O-$\beta$-D-glucopyranoside, neotigogenin-3-O-$\beta$-D-glucopyranoside and a new steroidal saponin designated as smilanippin A which was elucidated as neotigogenin-3-O-$\beta$-D-fucopyranosyl(1$\rightarrow$6)-$\beta$-D-glucopyranos ide.

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A New Steroidal Glycoside from Allium macrostemon Bunge

  • Kim, Yun Sik;Cha, Joon Min;Kim, Dong Hyun;Lee, Tae Hyun;Lee, Kang Ro
    • Natural Product Sciences
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    • v.24 no.1
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    • pp.54-58
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    • 2018
  • A phytochemical investigation of Allium macrostemon Bunge (Liliaceae) afforded the new pregnane steroidal glycoside, named allimacroside F (1), along with three known glycosides, benzyl-O-${\alpha}-{\text\tiny{L}}$-rhamnopyranosyl-($1{\rightarrow}6$)-${\beta}-{\text\tiny{D}}$-glucopyranoside (2), phenylethyl-O-${\alpha}-{\text\tiny{L}}$-rhamnopyranosyl-($1{\rightarrow}6$)-${\beta}-{\text\tiny{D}}$-glucopyranoside (3), (Z)-3-hexenyl-O-${\alpha}-{\text\tiny{L}}$-rhamnopyranosyl-($1{\rightarrow}6$)-${\beta}-{\text\tiny{D}}$-glucopyranoside (4). The identification and structural elucidation of a new compound (1) was carried out based on spectral data analyses ($^1H-NMR$, $^{13}C-NMR$, $^1H-^1H$ COSY, HSQC, HMBC, and NOESY) and HR-FAB-MS.

Simultaneous Chiral Discrimination of Nine Non-Steroidal Antiinflammatory Drugs by Cyclodextrin-Modified Capillary Electrophoresis in Normal and Reversed Polarity Modes

  • Kim, Ji-Yung;La, Sook-Ie;Kim, Jung-Han;Kim, Kyoung-Rae
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.276.2-276.2
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    • 2003
  • Simultaneous enantioseparation of nine racemic non-steroidal antiinflammatory drugs (NSAIDs) for their accurate chiral discrimination was achieved by cyclodextrin (CO) modified capillary electrophoresis in the normal polarity (NP) mode and in the reversed polarity (RP) mode. The NP mode employed neutral tri-O-methyl-${\beta}$-cyclodextrin (TM${\beta}$CD) as a selector dissolved in MES buffer (PH 6.0). (omitted)

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Further Spirostanol Glycosides from the Tuber of Liriope spicata

  • Do, Jae-Chul;Sung, Yong-Kyung;Son, Kun-Ho
    • Korean Journal of Pharmacognosy
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    • v.22 no.2
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    • pp.73-77
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    • 1991
  • Further studies have been done on the constituents of the tubers of Liriope spicata $L_{OUR}$ (Liliaceae). Four steroidal glycosides, tentatively designated as compounds I. II, III and IV, were isolated from the n-BuOH soluble fraction of this plant. The structures of these glycosides were established as ${\beta}-sitosterol$ glucoside, prosapogenin II of spicatoside A, ophiopogonin B, and prosapogenin III of spicatoside A.

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Steroidal Saponins from the Rhizomes of Smilax china

  • Kim, Sung-Whan;Chung, Kyu-Charn;Son, Kun-Ho;Kang, Sam-Sik
    • Korean Journal of Pharmacognosy
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    • v.20 no.2
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    • pp.76-82
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    • 1989
  • Five known diosgenin glycosides have been isolated from the MeOH extract of Smilax china rhizomes and characterized as prosapogenin A of dioscin, dioscin, gracillin, methyl protogracillin, methyl protodioscin and its corresponding 22-hydroxy analog. This is the first isolation of the former four compounds from this plant. ${\beta}-Sitosterol\;glucoside$ was also isolated and identified.

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Mutagenic Effect of Steroidal Saponins from Smilax china Rhizomes (토복령(Smilax china)의 Steroid Saponin이 돌연변이원성에 미치는 영향)

  • Kim, Sung-Whan;Son, Kun-Ho;Chung, Kyu-Charn
    • YAKHAK HOEJI
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    • v.33 no.5
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    • pp.285-289
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    • 1989
  • Pontential mutagenic and antimutagenic activities of four steroidal saponins from Smilax china rhizomes were investigated. These saponins did not revealed mutagneicity in the Ames and SOS umu test. For antimutagenic activity by SOS umu test, two spirostanol glycosides, dioscin and gracillin, inhibited the activity of ${\beta}-galactosidase$ induced by AF-2, but their proto-type furostanol glycosides did not show this activity.

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Content Analysis and Classification for Polygonati Odorati Rhizoma and Polygonati Rhizoma by Steroidal Saponin (Steroidal Saponin을 이용한 위유, 황정의 분류 및 함량 분석법 개발)

  • Kim, Sun-Gun;Shin, So-Young;Moon, Ye-Ji;Seo, Ji-Yoon;Kim, Ho-Kyoung;Whang, Wan-Kyunn
    • YAKHAK HOEJI
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    • v.54 no.6
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    • pp.441-448
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    • 2010
  • In present study, classification and quality control of Genus Polygonatum were developed using the isolated from Polygonati Odorati Rhizoma and Polygonati Rhizoma. 3 components were isolated from Butanol fractions of Polygonati Rhizoma, and 2 components were isolated from Hexane and Butanol fractions of Polygonati Odorati Rhizoma. All the components were obtained using silica gel and ODS column chromatography. The compounds were identified as adenosine, 14-hydroxylfurost-5-ene-3-O-${\beta}$-D-glucopyranosyl-($1{\rightarrow}2$)-O-${\beta}$-D-glucopyranosyl-($1{\rightarrow}4$)-O-${\beta}$-D-galactopyranosyl-26-O-${\beta}$-D-glucopyranoside, 22-O-methyl-14-hydrocxyfurost-5-ene-3-O-${\beta}$-D-glucopyranosyl-($1{\rightarrow}2$)-O-${\beta}$-D-glucopyranosyl-($1{\rightarrow}4$)-O-${\beta}$-Dgalactopyranosyl-26-O-${\beta}$-D-glucopyranoside, ${\beta}$-Sitosteryl-3-O-${\beta}$-D-D-glucopyranoside, 14-hydoxylfurost-5-ene-3-O-${\beta}$-Dglucopyranosyl-($1{\rightarrow}2$)-O-[${\beta}$-D-xylopyranosyl-($1{\rightarrow}3$)]-O-${\beta}$-D-glucopyranosyl-($1{\rightarrow}4$)-O-${\beta}$-D-galactopyranoside through physicochemical data, spectroscopic methods ($^1H$-NMR, $^{13}C$-NMR, Mass) according references. The quality control of genus Polygonatum were conducted using HPLC quantitative analysis of 14-hydroxylfurost-5-ene-3-O-${\beta}$-D-glucopyranosyl-($1{\rightarrow}2$)-O-${\beta}$-D-glucopyranosyl-($1{\beta}4$)-O-${\beta}$-D-galactopyranosyl-26-O-${\beta}$-D-glucopyranoside, 14-hydoxylfurost-5-ene-3-O-${\beta}$-D-glucopyranosyl-($1{\rightarrow}2$)-O-[${\beta}$-D-xylopyranosyl-($1{\rightarrow}3$)]-O-${\beta}$-D-glucopyranosyl-($1{\rightarrow}4$)-O-${\beta}$-D-galactopyranoside in 30 samples collected throughout Korea and China. This method provided a tool for standardization of mix or misusing the commercial Odorati Rhizoma and Polygonati Rhizoma. As a result, contained quantity of 14-hydroxylfurost-5-ene-3-O-${\beta}$-D-glucopyranosyl-($1{\rightarrow}2$)-O-${\beta}$-D-glucopyranosyl-($1{\rightarrow}4$)-O-${\beta}$-D-galactopyranosyl-26-O-${\beta}$-D-glucopyranoside was measured $0.008{\pm}0.006%$ and 14-hydoxylfurost-5-ene-3-O-${\beta}$-D-glucopyranosyl-($1{\rightarrow}2$)-O-[${\beta}$-D-xylopyranosyl-(13)]-O-${\beta}$-D-glucopyranosyl-($1{\rightarrow}4$)-O-${\beta}$-Dgalactopyranoside was measured $0.026{\pm}0.012%$.

Formation of Methyl 2${\beta},\;3{\beta}$-Epoxy-23-hydroxyurs-12-en-28-oate from Asiaticoside and Its Reductive Epoxide Ring Opening Reaction (아시아티코사이드로부터 메칠 2${\beta},\;3{\beta}$-에폭시-23- 히드록시우르스-12-엔-28-오애이트의 합성 및 이의 환원적 에폭시환 개열반응)

  • Jew, Sang-Sup;Lim, Doo-Yeon;Seo, Sung-Ki;Nam, Tae-Gyu;Park, Hyeung-Geun;Kim, Hee-Doo;Kim, Chang-Min;Lee, Min-Hee;Paik, Hyeung-Geun;Lee, Min-Jung;Jung, Young-Hoon
    • YAKHAK HOEJI
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    • v.42 no.5
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    • pp.500-506
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    • 1998
  • Steroidal 2${\beta},\;3{\beta}$--epoxy compound was prepared from asiaticoside via six steps and reduced regioselectively with lithium aluminum hydride. Epoxide ring opening furnished 9 as a sole product at reflux condition through axial hydride attack at C-3.

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