• 제목/요약/키워드: $2-O-{\alpha}-D-glucopyranosyl{\

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원지(Polygala tenuifolia WILLD.) 뿌리의 성분연구 (A Study on the Constituents from the Roots of Polygala tenuifolia)

  • 이영선;이제현;김정숙;김진숙
    • 생약학회지
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    • 제30권2호
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    • pp.168-172
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    • 1999
  • Five compounds were isolated from the roots of Polygala tenuifolia (Polygalaceae). On the basis of spectroscopic evidences, the structures of these compounds were characterized as ${\alpha}-D-(6-O-sinapoyl)-glucopyranosyl(1{\rightarrow}2')-{\beta}-D-(3'-O-sinapoyl)-fructofuranoside$ (P3), ${\alpha}$-D-{6-O-(p-methoxybenzoyl)}-glucopyranosyl-$(1{\rightarrow}2')$-${\beta}$-D-{3'-O-(3',4',5'-trimethoxycinnamoyl)}-fructofuranoside(P4), ${\alpha}$-D-{6-O-(p-hydroxybenzoyl)}-glucopyranosyl-$(1{\rightarrow}2')$-${\beta}$-D-{3'-O-(3',4',5'-trimethoxycinnamoyl)}-fructofuranoside(P5), ${\alpha}-D-glucopyranosyl-(1{\rightarrow}2')-{\beta}-D-(1'-O-sinapoyl)-fructofuranoside$(P6), $1,5-anhydro-D-glucitol$(P7) respectively. ${\alpha}$-D-{6-O-(p-Methoxybenzoyl)}-glucopyranosyl-$(1{\rightarrow}2')$-${\beta}$-D-{3'-O-(3',4',5'-trimethoxycinnamoyl)}-fructofuranoside(P4) and ${\alpha}-D-glucopyranosyl-(1{\rightarrow}2')-{\beta}-D-(1'-O-sinapoyl)-fructofuranoside$(P6) were isolated for the first time from the genus of Polygala. 1,5-Anhydro-D-glucitol(P7) was isolated without hydrolysis for the first time from the root of Polygala tenuifolia.

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6-O-(2-Acetamido-2-deoxy-${\beta}$-D-glucopyranosyl)-D-galactopyranose 및 유도체의 합성 (The Efficient Synthesis of 6-O-(2-Acetamido-2-deoxy-${\beta}$)-D-glucopyranosyl)-D-galactopyranose and Its Derivatives)

  • 정봉영;심영기
    • 대한화학회지
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    • 제23권1호
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    • pp.46-51
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    • 1979
  • Silver triflate와 syn-collidine 존재하에서 3,4,6-tri-O-acetyl-2-phthalimido-${\beta}$-D-glucopyranosyl bromide (2)와 1,2;3,4-di-O-isopropylidene-${\alpha}$-D-galactopyranose (3)를 반응시켜 1,2;3,4-di-O-isopropylidene-6-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-${\beta}$-D-glucopyranosyl)-${\alpha}$-D-galactopyranose (4)를 $86{\%}$의 수득률로 얻었다. 화합물 4를 hydrazine과 작용시켜 phthalimido기와 acetyl기를 동시에 제거한후, 다시 acetyl화하고 isopropylidene기와 O-acetyl기를 가수분해하면 6-O-(2-acetamido-2-deoxy-${\beta}$-D-glucopyranosyl)-D-galactopyranose (1)가 총수득율 $65.8{\%}$로 얻어졌다. 또한 화합물 4를 변형시켜 특정위치에 hydroxyl기를 가진 몇 가지 유도체도 합성하였다.

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Anticomplement Activities of Oleanolic Acid Monodesmosides and Bisdesmosides Isolated from Tiarella polyphylla

  • Park, Si-Hyung;Oh, Sei-Ryang;Jung, Keun-Young;Lee, Im-Seon;Ahn, Kyung-Seop;Kim, Jae-Gil;Lee, Jung-Joon;Lee, Hyeong-Kyu
    • Archives of Pharmacal Research
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    • 제22권4호
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    • pp.428-431
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    • 1999
  • Seven known oleanolic acid glycosides (1-7) were isolated form the MeOH extract of Tiarella polyphylla. The structures were identified to be 3-O-($\beta$-glucopyranosyl) oleanolic acid (1), 3-O-[$\beta$-D-glucopyranosyl-(1 3)-$\beta$-D-glucopyranosyl] oleanolic acid (2), 3-O-D-[$\beta$-D-glucopyranosyl-(1 2)-$\beta$-D-glycopyranosyl] oleanolic acid (3), 3-O-[$\beta$-D-glucopyranosyl-(1 3)-$\beta$-D-glucopyranosyl] oleanolic acid 28-O-$\beta$D-glucopyranosyl ester (4), 3-O-[$\beta$-D-glucopyranosyl-(1 2)-$\beta$-D-glucopyranosyl] oleanolic acid 28-O-$\beta$-D-glucopyranosyl ester (5), 3-O-[a-L-rahmnopyranosyl-(1 3)-$\beta$-D-glucururonopyranosyl] oleanolic acid (6), and 3-O-[$\alpha$-L-rhamnopyranosyl-(1 3)-$\alpha$-D-glucuronopyranosyl] oleanolic acid 28-O-$\alpha$-D-glucopyranosyl ester (7) on the basis of physicochemical and spectral data. These triterpene glycosides were tested for the anti-complement activity and hemolytic activity. Bisdesmosidic saponins, 4, 5, and 7, showed anti-complement activity; in contrast, monodesmosidic saponins, 1-3, and 6, showed direct hemolytic activity. Methyl esterified monodesmosidic saponins showed anti-complement activity at a low concentration and hemolytic activity at a high concentration.

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Saponins from the Roots of Pulsatilla koreana

  • Kang, Sam-Sik
    • Archives of Pharmacal Research
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    • 제12권1호
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    • pp.42-47
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    • 1989
  • From the roots of Puisatiila koreana, three monodesmosides(pulsatilla saponins A, B and D) and two bisdesmosides(pulsatilla saponins F and H) were isolated. The structure of these saponins have been determined as hederagenin 3-O-${\beta}$-L-rhamnopyranosyl($1{\to}2$)- ${\alpha}$-L-arabinopyranoside(A), hederagenin 3-O-${\beta}$-D-glucopyrano syl($1{\to}4$) - ${\alpha}$-L-arabinopyranoside(B), hederagenin 3-O- ${\alpha}$-L-rhamnopyranosyl ($1{\to}2$)-[${\beta}$-D-glucopyranosyl($1{\to}4$]-${\alpha}$-L-arabinopyranoside(D), 3-O-${\alpha}$-L-rhamnopyranosyl($1{\to}2$)-{${\alpha}$-L-arabinopyranosyl hederagenin 28-O-${\alpha}$-L-rhamnopyrano syl($1{\to}4$)-${\beta}$-D-glucopyrano syl($1{\to}6$)-${\beta}$-D-glucopyranosyI ester (F) and 3-O-${\alpha}$-L-rhamnopyranosyl($1{\to}2$)-[${\beta}$-D-glucopyranosyl($1{\to}4$)]- ${\alpha}$-L-arabinopyranosyl hederagenin 28-O-${\alpha}$-L-lharnnopyranosyl($1{\to}4$)-${\beta}$-D-glucopyranosyl($1{\to}6$)-${\beta}$-D-glucop yranosyl ester(H) on the basis of chemical and spectral studies. Pulsatilla saponin B is the first report of its presence in plants but saponins A, D, F, and H have recently been isolated from the same genus p. cernua.

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은행잎의 Flavonoid 성분에 관한 연구 (Flavonoids from the Leaves of Ginkgo biloba)

  • 강삼식;김주선;곽의종;김기협
    • 생약학회지
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    • 제21권2호
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    • pp.111-120
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    • 1990
  • Five biflavones and sevenflavonolglycosideswereisolatedfromtheleaves of Ginkgo biloba. They were sciadopitysin(1), ginkgetin(2), isoginkgetin(3), bilobetin(4), amentoflavone(5), kaempferol 3-O-[$6'-O-{\rho}-coumaroyl-{\beta}-_D-glucopyranosyl(1{\rightarrow}2)-{\alpha}-_Lrhamnopyranoside$](6), quercetin 3-O-[$6'-O-{\rho}-coumaroyl-{\beta}-_D-glucopyranosyl(1{\rightarrow}2)-{\alpha}-_Lrhamnopyranoside$](8), rutinosides of kaempferol(7), isorhamnetin(9), quercetin(10), laricitrin(11), and kaempferol 3-O-($2',6'-{\alpha}-_L-dirhamnopyranosyl-{\beta}-_{D}-glucopyranoside$)(12). The structures were established by spectroscopic and chemical methods.

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Triterpenoids from the Roots of Dipsacus asper

  • Jung, Keun-Young;Son, Kun-Ho;Do, Jae-Chul
    • Archives of Pharmacal Research
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    • 제16권1호
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    • pp.32-35
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    • 1993
  • Four titerpenoids were isolated from the roots of Dipsacus asper. On the basis of chemical and spectral evidence, the structures of these compounds have been elucidated to be hederagenin(1), hederagenin $3-O-\alpha-L-$arabinoside(2). $3-O-\alpha-$L-arabinopyranosyl hederagenin $2B-O-\beta$-D-glucopyranosyl ester(3) and hederagenin $28-O-\beta$-D-glucopyranosyl(1->6)-$\beta$-D-glucopyranosyl ester(4). The new glycoside, 4, was named dipsacus saponin A.

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Fructosyloligosaccharide를 Acceptor 반응의 기질로 사용한 새로운 올리고당의 생합성 (Biosynthesis of New Oligosaccharides via Acceptor Reaction using Fructosyloligosaccharide as an Acceptor)

  • 이찬용;이충환
    • 미생물학회지
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    • 제35권2호
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    • pp.146-152
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    • 1999
  • 충치 원인균의 일종인 Streptococcus sobrinus ATCC27351 균주를 자외선 조사와 NTG 처리에 의하여 bacitracin 내성변이주를 얻었다. 선발된 변이주들 중 glucosyltransferase 활성이 모균주보다 증가된 변이주 4균주를 선발하였다. 이들의 bacitracin 내성은 모균주 보다 5~48배, glucosyltransferase 활성은 약 2배 증가하였다. 모균주의 glucosyltransferase를 이용하여 maltose acceptor 반응을 하여 \ulcorner 와 image analysis 로 분석하였다. 그 결과 sucrose 와 acceptor를 사용하여 반응을 시킨 결과 모균주와 변이주의 glucose 전이효소 사이에는 acceptor 특이성에 차이가 있었다. 모균주의 효소와는 반응하지 않는 acceptor 인 fructose를 함유하는 1-kestose와 nystose 그리고 turanose를 acceptor 로 하여 변이주 S. sobrinus BR24C 균주의 glucosyltransferase와 반응을 시켰다. 얻어진 acceptor 산물을 정제하여 \sup 1\H, \sup 13\C-NMR 분석을 한 결과, 자연계에서는 발견되지 않는 새로운 구조의 올리고당 \6^{3}$-$\alpha$-D-glucopyranosyl \3^{2}$-O-$\alpha$-D-glucopyranosyl-D-fructose와 \6^{4}$-$\alpha$-D-glucopyranosyl \1^{3}$-$\beta$-D-fructofuranosyl sucrose을 확인하였다.

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Bacillus sp. JK-43의 Cyclodextrin Glucanotransferase에 의한 2-O-$\alpha$-D-Glucopyranosyl L-Ascorbic Acid 생산에 관한 연구 (Production of 2-O--$\alpha$-D-Glucopyranosyl L-Ascorbic Acid by Cyclodextrin Glucanotransferase from Bacillus sp. JK-43)

  • 전홍기;배경미;김영희;김성구
    • 한국식품영양과학회지
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    • 제29권1호
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    • pp.49-56
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    • 2000
  • The 2-O-$\alpha$-D-glucopyranosyl L-ascorbic acid (AA-2G) which was enzymatically glucosylated with the cyclodextrin glucanotransferase (CGTase) [EC 2.4.1.19] from Bacillus sp. JK-43 has been reported previously. The presnet experiments examined the optimal conditons for the productio of AA-2G from AA and soluble starch, and characterized the properties of the CGTase from Bacillus sp. JK-43. The reaction mixture for the maximal production of AA-2G was followings; 12% total substrate concentration, 1,400 usits/mL of CGTase and a mixing ratio of 2 : 3(g or AA : g of soluble starch). Under this condition, 1.76mM of AA-2G, which corresponded to 2.53% yield based on AA, was produced after incubation for 24hrs at 45$^{\circ}C$ (pH 5.5). The optimum pH and temperature for the CGTase activity were 6.0 and 45$^{\circ}C$, respectively. The enzyme was stable at pH 5.5 to 9.5, and at temperature up to 5$0^{\circ}C$. The thermostability of the enzyme could be enhanced up to 6$0^{\circ}C$ by the addition of 30mM CaCl2.

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A New Lupane-Triterpene Glycoside from the Leaves of Acanthopanax gracilistylus

  • Liu, Xiang-Qian;Chang, Seung-Yeup;Park, Sang-Yong;Nohara, Toshihiro;Yook, Chang-Soo
    • Archives of Pharmacal Research
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    • 제25권6호
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    • pp.831-836
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    • 2002
  • A new and two known lupane-triterpene glycosides were isolated from the hot MeOH fraction of the leaves of Acanthopanax gracilistylus W. W. Smith. Based on the physical properties and spectroscopic data, their chemical structures were determined as acankoreoside A (1), acankoreoside D (2), and $3{\alpha}-hydroxy-lup-23-al-20(29)-en-28-oic$ acid $28-O-{\alpha}-L-rhamnopyranosyl-(1{\rightarrow}4)-{$beta}-D-glucopyranosyl-(1{\rightarrow}6)-{\beta}-D-glucopyranosyl$ ester (3), respectively. To our best knowledge, compand 3 appears to be novel, which was named as wujiapioside A.

동이나물의 성분 (I) - 잎의 Saponin- (Studies on the Constituents of Caltha minor(I) - Saponin from the Leaves -)

  • 윤광로;한덕룡
    • 약학회지
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    • 제35권3호
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    • pp.236-239
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    • 1991
  • Two triterpenoid saponins were isolated from the methanol extract of Caltha minor leave(Ranunculaceae). The structure of these saponin were elucidated as hederagenin-3-O-$\alpha$-rhamnopyranosyl(1$\rightarrow$2)-$\alpha$-L-arabinopyrano side and 3-O-$\alpha$-L-rhamnopyranosyl(1$\rightarrow$2)-$\alpha$-L-arabinopyranosyl hederagenin 28-O-$\alpha$-L-rhamnopyranosyl(1$\rightarrow$4)-$\beta$-D-glucopyranosyl(1$\rightarrow$6)-$\beta$-D-glucopyranosyl ester.

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