• 제목/요약/키워드: Monoterpene glucosides

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효소적 방법에 의한 방향족 알코올류 및 Monoterpene Alcohol류의 배당체 합성 (Enzymatic Synthesis of $\beta$ -Glucosides of Aromatic Alcohols and Monoterpene Alcohols)

  • 김영회;김삼곤;김근수;나도영
    • 한국연초학회지
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    • 제25권1호
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    • pp.70-79
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    • 2003
  • $\beta$ -Glucosidase-catalysed synthesis of glucosides with aromatic alcohols and monoterpene alcohols as accepters and cellobiose as a donor in the presence of various commercial $\beta$ -glucosidases were described. $\beta$ -Glucosidases from Aspergillus niger spp,. Trichoderma spp., Penicillium sup. and bitter almond have been shown to catalyze synthesis of $\beta$ -glucosides of benzyl alcohol, 2-hydroxybenzyl alcohol, 4-hydroxybenzyl alcohol, 2-phenylethyl alcohol, geraniol and citronellol in the presence of cellobiose as sugar donor. Among enzyme preparations tested, each $\beta$ -glucosides prepared from Aspergillus niger were isolated in the pure state by Diaion HP-20 and silica gel column chromatography. The products were identified as $\beta$ -glucosyl products of benzyl alcohol, 2-hydroxyhenzyl alcohol, 4-hydroxybenzyl alcohol, 2-phenyl ethyl alcohol, geraniol and citronellol by spectrometry (UV, IR, $^1$H-NMR, $^{13}$ C-NMR) and enzymatic hydrolysis with $\beta$ - glucosidase. Monoterpene alcohols with a sterically hindered hydroxyl group, such as linalool, $\ell$-menthol and $\alpha$-terpineol were not used as acceptors in transglycosylation reaction.

작약(芍藥)의 성분연구(成分硏究) (1);Monoterpene glucoside의 분리 (Phytochemical Studies on Paeoniae Radix (1);Monoterpene Glucosides)

  • 연민혜;이주영;김주선;강삼식
    • 생약학회지
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    • 제39권1호
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    • pp.19-27
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    • 2008
  • From the polar fractions of 70% EtOH extract of Paeonia lactiflora roots (Paeoniaceae), ten monoterpene glucosides were isolated and identified as lactiflorin (1), benzoylpaeoniflorin (2), mudanpioside C (3), $1-O-{\beta}-D-glucosylpaeonisuffrone$ (4), paeonidanin (5), $1-O-{\beta}-D-glucosyl-8-O-benzoylpaeonisuffrone$ (6), paeoniflorin (7), albiflorin (8), oxypaeoniflorin (9) and mudanpioside E (10) by spectroscopic methods. Among these glucosides, 3-6 and 10 were isolated for the first time from this plant.

Novel Purification Method of Two Monoterpene Glucosides, Paeoniflorin, and Albiflorin, from Peony

  • Kim, Nam-Soo;Kim, Dong-Kyung
    • Food Science and Biotechnology
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    • 제16권6호
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    • pp.1055-1059
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    • 2007
  • Two monoterpene glucosides, paeoniflorin and albiflorin, in peony (Paeonia lactiflora) were purified from 70% ethanol extract of Paeoniae Radix by diethyl ether washing and n-butanol partition, acetone dissolution, and gradient preparative HPLC. After the whole course of purification, yield of paeoniflorin, albiflorin, and the sum of them were 75.0, 38.8, and 68.7%, respectively, together with the corresponding purity of 96.2, 93.8, and 96.0%.

A New Monoterpene Glucoside from Portulaca oleracea

  • Seo, Young-Wan;Shin, Jong-Heon;Cha, Hyo-Jun;Kim, You-Ah;Ahn, Jong-Woong;Lee, Burm-Jong;Lee, Dong-Seok
    • Bulletin of the Korean Chemical Society
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    • 제24권10호
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    • pp.1475-1477
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    • 2003
  • Three monoterpene glucosides (1-3), including one new compound (3), have been isolated from the methanol extract of Portulaca oleracea. Structures of these compounds were determined to be (3S)-3-O-( ${\Beta}$-Dglucopyranosyl)-3,7-dimethylocta-1,6-dien-3-ol (1), (3S)-3-O-( ${\beta}$-D-glucopyranosyl)-3,7-dimethylocta-1,5-dien-3,7-diol (2) and (3S)-3-O-( ${\beta}$-D-glucopyranosyl)-3,7-dimethyl-7-hydroperoxyocta-1,5-dien-3-ol (3), respectively, by a combination of spectral analyses. Their stereochemistries were established by measurement of NOE and vicinal proton-proton coupling constants as well as comparisons of spectral data with those of previously related compounds.

Paeoniflorigenone 작약성분의 항염효과 (Anti-inflammatory Effect of Paeoniflorigenone Isolated from Paeoniae Radix)

  • 김하얀;한용문
    • 약학회지
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    • 제56권1호
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    • pp.20-25
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    • 2012
  • In Northeast Asia, Paeoniae Radix has been used in treatments of inflammation-causing diseases such as arthritis for many centuries. Paeoniflorin, one of the principle bioactive monoterpene glucosides from the paeony root, is reported to be mostly responsible for the effectiveness of the treatments. However, the anti-inflammatory effect of a monoterpene, paeoniflorigenone (PFG) which partially has the moiety of paeoniflorin minus a glucose structure is unknown. Thus, the aim of this work was to investigate anti-inflammatory activity of PFG. For the investigation, PFG activity on the NO (nitric oxide) production from LPS-stimulated macrophages, and the anti-inflammatory effect was tested in the animal model of septic arthritis caused by Candida albicans, a major etiological agent for septic arthritis. For induction of the arthritis, mice were administered with an emulsion of C. albicans cell wall (CACW) mixed with Complete Freund's Adjuvant (CFA) via footpad-injection (Day 0); PFG at a dose of 0.5 or 1 mg/mouse (25 or 50 mg/kg of body-weight) was given to the animals on Day 3, 6, and 9; footpads were scored for arthritis. Moreover, the PFG effect on proliferation of T-lymphocyte that causes aggravation of arthritis was additionally tested. Data resulting from those tests showed that PFG inhibited the NO production from the stimulated macrophage in a dose dependent manner (P<0.05), indicating that PFG is an anti-inflammatory. To confirm the in-vitro results, anti-inflammatory activity of PFG was determined against C. albicans-caused septic arthritis. Data showed that PFG-treatment reduced footpad-swelling which indicates that PFG has anti-arthritic effect (P<0.05), which is therapeutic. The anti-arthritic effect appeared to be mediated by PFG suppression of T-cell proliferation. Ultimately, PFG, a monoterpene component, has anti-inflammatory activity analogous to paeoniflorin. The anti-inflammatory activity treats the septic arthritis due to a pathogenic fungus C. albicans.