• Title/Summary/Keyword: glycoside

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Partial Structure of Panax Saponin C (Panax Saponin C의 부분화학 구조)

  • Han, Byung-Hoon;Han, Yong-Nam
    • Korean Journal of Pharmacognosy
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    • v.3 no.4
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    • pp.211-213
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    • 1972
  • 전보에서 저자들은 인삼의 anti-inflammatory activity를 추적하여 Panax saponin A 및 C 로 명명된 dammalene계 glycoside를 분리하였고 A에 대해서는 이미 그 화학구조를 밝혀 보고한바 있다. 본보에서는 Panax saponin C(PS-C)의 부분 화학구조를 밝혀 보고코자 한다. PS-C는 산분해하면 panaxatriol 1 mol, glucose 2 mol 및 rhamnose 1 mol을 생성하고, acetylation하면 dodeca-acetate를 형성한다. 따라서 protopanaxtriol의 20[s]-수산기는 glycoside 결합에 참여하고있다. PS-C는 6 mol의 $HIO_4$를 소모하고 permethylate에 대한 methanolysis product를 GLC로 분석한 결과 2, 3, 4-trimethoxy-methyl-rhamnoside 1 mol과 $2,\;3,\;4,\;6-tetramethoxy-{\alpha}-methyl\;glucosied\;2\;mol$이 생성되므로 PS-C 중에 존재하는 3 mol의 sugar는 oligoside 결합에 의하지 않고 monoside결합에 의하여 연결되어 있고 glucose는 ${\beta}-glycoside$ 결합을 하고 있음을 의미한다.

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Glycosides from the Flower of Clerodendrum trichotomum (누리장나무 꽃의 배당체 성분)

  • Lee, Jong-Wook;Bae, Jong Jin;Kwak, Jong Hwan
    • Korean Journal of Pharmacognosy
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    • v.47 no.4
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    • pp.301-306
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    • 2016
  • Four phenylpropanoid glycosides and a monoterpene glycoside were isolated from the flower of Clerodendrum trichotomum. Structures of the isolated compounds were identified as acteoside (1), martynoside (2), leucosceptoside A (3), isoacteoside (4) and neohancoside A (5) by spectroscopic analysis. Compounds 1-4 were isolated from the flower of C. trichotomum for the first time. Compound 5 was first obtained from genus Clerodendrum as well as family Verbenaceae. The antioxidant activity of compounds 1-5 were evaluated by the DPPH free radical scavenging assay. Compounds 1-4 exhibited strong antioxidant activity.

Purification of Isoflavone from Soybean Hypocotyl Using Different Solvents

  • Park, Yeon-Bae;Kim, Min-Jung;Lee, Yoon-Bak;Sohn, Heon-Soo;Lee, Ok-Hee;Kim, Kang-Sung
    • Korean Journal of Environmental Biology
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    • v.21 no.3
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    • pp.245-250
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    • 2003
  • Composition of isoflavone in cotyledon and hypocotyl of soybean were detected using HPLC. Optimum conditions for extracting isoflavone from hypocotyl were studied as well. Contents of isoflavone in soybean cotyledon and hypocotyl were 482.5 mg 100 $g^{-1}$ and 3453.3 mg 100 100 $g^{-1}$, respectively. Hypocotyl contained 7~8 times move isoflavone than corresponding cotyledon of the soybean. Malonyl glycoside accounted for move than 70% of the total isoflavone, followed by glycoside, acetyl glycoside, and aglycone. Aqueous ethanol of 60~80% was the most suitable solvent for extracting isoflavone from the hypocotyl. Optimum temperature and time was $90^{\circ}C$, 1hr. Acetic acid, NaCl, and NaOH added to 80% ethanol suppressed extraction yield of the phytochemieal.

A Triterpene Glycoside in Berries of Rubus coreanus (복분자(覆盆子)의 Triterpene 배당체)

  • Kim, Eun;Kim, Young-Choong
    • Korean Journal of Pharmacognosy
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    • v.18 no.3
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    • pp.188-190
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    • 1987
  • A triterpene glycoside was first isolated from berries of Rubus coreanus Miquel in the family of Rosaceae, which have been used as a tonic in chinese drug. The compound was identified as $28-{\beta}-D-glycopyranosyl$ ester of $2{\alpha},3{\beta},19{\alpha},23-tetrahydroxyurs-12-en-28-oic$ acid by IR, MS, $^{1}H-NMR$, $^{13}C-NMR$ spectra.

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Identification and Quantitative Analysis of Flavonol Glycosides from Ginkgo biloba Leaves by High Performance Liquid Chromatography (고속액체크로마토그라피에 의한 은행잎중 Flavonoid Glycoside의 확인 및 정량)

  • Kang, Sam-Sik;Kim, Ju-Sun;Kwak, Wie-Jong;Kim, Ki-Hyup
    • Korean Journal of Pharmacognosy
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    • v.21 no.2
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    • pp.148-152
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    • 1990
  • Seven flavonol glycosides from the EtOAc fraction of Ginkgo biloba leaves were identified by high performance liquid chromatography. Separation by reversed phase chromatography on $Lichrosorb^{\circledR}$ RP-18 column was achieved by isocratic elution. The content of the major acylated flavonol glycoside, kaempferol 3-0-[$6'-O-{p}-coumaroyl-{\beta}-_D-glucosyl(1{\rightarrow}2)-{\alpha}-_L-rhamnoside$] was about 8.0% and 0.55% for EtOAc fraction and MeOH extract, respectively.

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Solanoflavone, A New Biflavonol Glycoside from Solanum melongena: Seeking for Anti-Inflammatory Components

  • Shen Guanghai;Kiem Phan Van;Cai Xing-Fu;Li Gao;Dat Nguyen Tien;Choi Yeon A;Lee Young Mi;Park Yong Ki;Kim Young Ho
    • Archives of Pharmacal Research
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    • v.28 no.6
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    • pp.657-659
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    • 2005
  • A new biflavonol glycoside named as solanoflavone (1) was isolated from aerial part of Solanum melongena. The chemical structure was elucidated as isorhamnetin-3-O-$\beta$-D-glucopyranoside-(4'$\to$O$\to$4"')-galangin-3"-O-$\to$-D-glucopyranoside on the basis of physicochemical and spectroscopic methods, including 2D NMR spectral techniques.

Paeonol-glycoside of the Root of Pycnostelma paniculatum Kitagawa (산해박의 배당체(配糖體)에 관한 연구(硏究))

  • Lee, Heum-Sook;Han, Dae-Suk;Kang, Tak-Lim
    • 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.

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Structure of Floridoside, a Glycerol Glycoside from the Marine Red Alga Gracilaria verrucosa (홍조 꼬시래기(Gracilaria verrucosa) 유래의 글리세로당 Floridoside의 화학구조)

  • Roh, Yeon-Suk;Son, Byeng-Wha;Im, Kwang-Sik;Choi, Hong-Dae
    • Korean Journal of Pharmacognosy
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    • v.25 no.2
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    • pp.117-120
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    • 1994
  • As part of search for new biologically active substances from marine organism, we have isolated a glyecrol glycoside from the marine red alga Gracilaria verrucosa. The structure of the glycerol glycoside was elucidated as 2-O-${\alpha}-_D$-galactopyranosylglycerol[floridoside(4)] on the basis of spectroscopic and physicochemical evidences.

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Pharmacology of Iridoid: Antimicrobial Activities of Aucubin

  • Lee, Eun-Sook;Ahn, Jung-Wook;Mar, Woong-Chon;Chang, Il-Moo
    • Korean Journal of Pharmacognosy
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    • v.17 no.2
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    • pp.129-133
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    • 1986
  • Antimicrobial activities of aucubin, an iridoid glycoside, were investigated. Gram-positive bacterium, S. aureus appeared to be more sensitive to aucubin's aglucone, aucubigenin than Gram-negative, E. coli did. Antimicrobial activities produced by aucubigenin may result in part from the inhibition of RNA and protein biosyntheses in bacterial cells. The conversion of aucubin iridoid glycoside into aucubigenin, an aglucone, appears to be a prerequisite step to exhibit the antimicrobial activities.

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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.