• 제목/요약/키워드: Glycoside

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녹두의 전분지질에 관한연구 (Compositions of Lipid Class and Fatty Acid in Lipids Extracted from Mung Bean Starch)

  • 엄수현;송영옥;최홍식
    • 한국식품영양과학회지
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    • 제19권1호
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    • pp.87-93
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    • 1990
  • 녹두전분으로 부터 유리지질과 저온 및 고온에서 결합지질을 추출한 다음 이들을 중성지질, 당지질, 인지질로 분획 정량하였으며 아울러 각 지질들의 지방산 조성을 분석하였다. 녹두전분에서 추출한 유리지질에서의 중성지질, 당지질, 인지질의 함량은 각각 98.2%, 1.7%, 0.1% 이였으며 저온 및 고온에서 추출한 결합지질에서는 각각 84.3~85.7%, 10.5~11.0%, 5.2~3,3% 이었다. 그리고 중성지질의 주된 성분은 triglyceride와 esterified sterol이었으며 이들의 함량은 총 중성지질의 90%를 차지 하였다. 당지질의 유리지질과 결합지질은 monogalactosyl diglycerides와 esteryl steryl glyceried가 주성분 이었다. 그리고 인지질의 경우 유리지질은 phosphatidyl ethanolamine (79.0%)이 그리고 결합지질은 phosphatidyl inositol등이 주성분이었고 고온추출 결합지질에서는 phosphatidyl giyeride 함량이 높았다. 또한 각 지질의 지방산 조성은 유리지질에서는 palmitic acid(50.2%), stearic acid(20.6%)이 주성분이었고 결합지질에서는 palmitic acid과 linoleic acid의 함량이 높았다. 그리고 유 질에서는 arachidonic acid와 behenic acid가 또한 고온추출 결합지질에서는 behenic acid가 미량 함유되어 있었다.되어 있었다.

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Anticancer Properties of Icariside II in Human Oral Squamous Cell Carcinoma Cells

  • Kim, In-Ryoung;Kim, Young-Seok;Yu, Su-Bin;Kang, Hae-Mi;Kwak, Hyun-Ho;Park, Bong-Soo
    • International Journal of Oral Biology
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    • 제41권1호
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    • pp.1-8
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    • 2016
  • OSCC is currently the most common malignancy of the head and neck, affecting tens of thousands of patients per year worldwide. Natural flavonoids from plants are potential sources for novel anti-cancer drugs. Icariin is the active ingredient of flavonol glycoside, which is derived from the medical plant Herba Epimedii. A metabolite of icariin, icariside II exhibits a variety of pharmacological actions, including anti-rheumatic, anti-depressant, cardiovascular protective, and immunomodulatory functions. However, the exact mechanism causing the apoptosis-inducing effect of icariside II in OSCC is still not fully understood. In the present study, we assessed the anti-cancer effect of icariside II in OSCC cell lines by measuring its effect on cell viability, cell proliferation, and mitochondria membrane potential (MMP). Icariside II treatment of OSCC cells resulted in a dose- and time-dependent decrease in cell viability. Hoechst staining indicated apoptosis in icariside II-treated HSC cells. Icariside II inhibited cell proliferation and induced apoptosis in HSC cells, with significant increases in all present parameters in HSC-4 cells. The results clearly suggested that icariside II induced apoptosis via activation of intrinsic pathways and caspase cascades in HSC-4 cell lines. The collective findings of the study suggested that Icariside II is a potential treatment for OSCC; in addition, the data could provide a basis for the development of a novel anti-cancer strategy.

Gene Cloning, Expression, and Characterization of a Novel ${\beta}$-Mannanase from Bacillus circulans CGMCC 1416

  • Li, Yanan;Yang, Peilong;Meng, Kun;Wang, Yaru;Luo, Huiying;Wu, Ningfeng;Fan, Yuliu;Yao, Bin
    • Journal of Microbiology and Biotechnology
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    • 제18권1호
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    • pp.160-166
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    • 2008
  • A DNA fragment containing 2,079 base pairs from Bacillus circulans CGMCC 1416 was cloned using degenerate PCR and inverse PCR. An open reading frame containing 981 bp was identified that encoding 326 amino acids residues, including a putative signal peptide of 31 residues. The deduced amino acid sequence showed the highest identity (68.1%) with $endo-{\beta}-1,4-D-mannanase$ from Bacillus circulans strain K-1 of the glycoside hydrolase family 5 (GH5). The sequence encoding the mature protein was cloned into the pET-22b(+) vector and expressed in Escherichia coli as a recombinant fusion protein containing an N-terminal hexahistidine sequence. The fusion protein was purified by $Ni^{2+}$ affinity chromatography and its hexahistidine tag cleaved to yield a 31-kDa ${\beta}$-mannanase having a specific activity of 481.55U/mg. The optimal activity of the purified protein, MANB48, was at $58^{\circ}C$ and pH 7.6. The hydrolysis product on substrate locust bean gum included a monosaccharide and mainly oligosaccharides. The recombinant MANB48 may be of potential use in the feed industry.

Metagenomic Analysis of Novel Lignocellulose-Degrading Enzymes from Higher Termite Guts Inhabiting Microbes

  • Nimchua, Thidarat;Thongaram, Taksawan;Uengwetwanit, Tanaporn;Pongpattanakitshote, Somchai;Eurwilaichitr, Lily
    • Journal of Microbiology and Biotechnology
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    • 제22권4호
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    • pp.462-469
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    • 2012
  • A metagenomic fosmid library was constructed from genomic DNA isolated from the microbial community residing in hindguts of a wood-feeding higher termite (Microcerotermes sp.) collected in Thailand. The library was screened for clones expressing lignocellulolytic activities. Fourteen independent active clones (2 cellulases and 12 xylanases) were obtained by functional screening at pH 10.0. Analysis of shotgun-cloning and pyrosequencing data revealed six ORFs, which shared less than 59% identity and 73% similarity of their amino acid sequences with known cellulases and xylanases. Conserved domain analysis of these ORFs revealed a cellulase belonging to the glycoside hydrolase family 5, whereas the other five xylanases showed significant identity to diverse families including families 8, 10, and 11. Interestingly, one fosmid clone was isolated carrying three contiguous xylanase genes that may comprise a xylanosome operon. The enzymes with the highest activities at alkaline pH from the initial activity screening were characterized biochemically. These enzymes showed a broad range of enzyme activities from pH 5.0 to 10.0, with pH optimal of 8.0 retaining more than 70% of their respective activities at pH 9.0. The optimal temperatures of these enzymes ranged from $50^{\circ}C$ to $55^{\circ}C$. This study provides evidence for the diversity and function of lignocellulose-degrading enzymes in the termite gut microbial community, which could be of potential use for industrial processes such as pulp biobleaching and denim biostoning.

Glycosylation Enhances the Physicochemical Properties of Caffeic Acid Phenethyl Ester

  • Moon, Keum-Ok;Park, Soyoon;Joo, Myungsoo;Ha, Ki-Tae;Baek, Nam-In;Park, Cheon-Seok;Cha, Jaeho
    • Journal of Microbiology and Biotechnology
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    • 제27권11호
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    • pp.1916-1924
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    • 2017
  • In this study, we synthesized a glycosylated derivative of caffeic acid phenethyl ester (CAPE) using the amylosucrase from Deinococcus geothermalis with sucrose as a substrate and examined its solubility, chemical stability, and anti-inflammatory activity. Nuclear magnetic resonance spectroscopy showed that the resulting glycosylated CAPE (G-CAPE) was the new compound caffeic acid phenethyl ester-4-O-${\alpha}-{\small{D}}$-glucopyranoside. G-CAPE was 770 times more soluble than CAPE and highly stable in Dulbecco's modified Eagle's medium and buffered solutions, as estimated by its half-life. The glycosylation of CAPE did not significantly affect its anti-inflammatory activity, which was assessed by examining lipopolysaccharide-induced nitric oxide production and using a nuclear factor erythroid 2-related factor 2 reporter assay. Furthermore, a cellular uptake experiment using high-performance liquid chromatography analysis of the cell-free extracts of RAW 264.7 cells demonstrated that G-CAPE was gradually converted to CAPE within the cells. These results demonstrate that the glycosylation of CAPE increases its bioavailability by helping to protect this vital molecule from chemical or enzymatic oxidation, indicating that G-CAPE is a promising candidate for prodrug therapy.

Poncirin Inhibits Osteoclast Differentiation and Bone Loss through Down-Regulation of NFATc1 In Vitro and In Vivo

  • Chun, Kwang-Hoon;Jin, Hyun Chul;Kang, Ki Sung;Chang, Tong-Shin;Hwang, Gwi Seo
    • Biomolecules & Therapeutics
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    • 제28권4호
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    • pp.337-343
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    • 2020
  • Activation of osteoclast and inactivation of osteoblast result in loss of bone mass with bone resorption, leading to the pathological progression of osteoporosis. The receptor activator of NF-κB ligand (RANKL) is a member of the TNF superfamily, and is a key mediator of osteoclast differentiation. A flavanone glycoside isolated from the fruit of Poncirus trifoliata, poncirin has anti-allergic, hypocholesterolemic, anti-inflammatory and anti-platelet activities. The present study investigates the effect of poncirin on osteoclast differentiation of RANKL-stimulated RAW264.7 cells. We observed reduced formation of RANKL-stimulated TRAP-positive multinucleated cells (a morphological feature of osteoclasts) after poncirin exposure. Real-time qPCR analysis showed suppression of the RANKL-mediated induction of key osteoclastogenic molecules such as NFATc1, TRAP, c-Fos, MMP9 and cathepsin K after poncirin treatment. Poncirin also inhibited the RANKL-mediated activation of NF-κB and, notably, JNK, without changes in ERK and p38 expression in RAW264.7 cells. Furthermore, we assessed the in vivo efficacy of poncirin in the lipopolysaccharide (LPS)-induced bone erosion model. Evaluating the micro-CT of femurs revealed that bone erosion in poncirin treated mice was markedly attenuated. Our results indicate that poncirin exerts anti-osteoclastic effects in vitro and in vivo by suppressing osteoclast differentiation. We believe that poncirin is a promising candidate for inflammatory bone loss therapeutics.

서양고추냉이 추출물과 분리한 Kaempferol 배당체들의 브로모벤젠 처리 흰쥐에서 in Vitro 지질과산화억제효과 (Effect of Methanol Extract and Kaempferol Glycosides from Armoracia rusticana on the Formation of Lipid Peroxide in Bromobenzene-treated Rats In Vitro)

  • 허종문;이종호;최종원;황기욱;정신교;김문성;박종철
    • 생약학회지
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    • 제29권3호
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    • pp.231-236
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    • 1998
  • Three flavonoid glycosides have been isolated from the aerial part of Armoracia rusticana P. (Cruciferae) in Korea and identified by means of spectral analysis as $kaempferol-3-O-{\beta}-D-xylofuranoside(l)$, $kaempferol-3-O-{\beta}-D-galactopyranoside(2)$ and $kaempferol-3-O-{\beta}-D-xylofuranosyl(1\rightarrow2)-b{\beta}-D-galactopyranoside(3)$. When 1 mg/ml of the methanol extract from the aerial part of this plant was added, lipid peroxide formation in the bromobenzene-treated rat liver decreased by 64%. Among the components isolated from title plant, compounds 2 and 3 reduced the formation of lipid peroxide by 16% and 39% respectively at the concentration of ${10}^{-1}$ mg/ml.

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Phenolic Constituents from the Flowers of Hamamelis japonica Sieb. et Zucc.

  • Yim, Soon-Ho;Lee, Young Ju;Park, Ki Deok;Lee, Ik-Soo;Shin, Boo Ahn;Jung, Da-Woon;Williams, Darren R.;Kim, Hyun Jung
    • Natural Product Sciences
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    • 제21권3호
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    • pp.162-169
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    • 2015
  • Hamamelis japonica (Hamamelidaceae), widely known as Japanese witch hazel, is a deciduous flowering shrub that produces compact clumps of yellow or orange-red flowers with long and thin petals. As a part of our ongoing search for phenolic constituents from this plant, eleven phenolic constituents including six flavonol glycosides, a chalcone glycoside, two coumaroyl flavonol glycosides and two galloylated compounds were isolated from the flowers. Their structures were elucidated as methyl gallate (1), myricitrin (2), hyperoside (3), isoquercitrin (4), quercitrin (5), spiraeoside (6), kaempferol 4'-O-β-glucopyranoside (7), chalcononaringenin 2'-O-β-glucopyranoside (8), trans-tiliroside (9), cis-tiliroside (10), and pentagalloyl-O-β-D-glucose (11), respectively. These structures of the compounds were identified on the basis of spectroscopic studies including the on-line LCNMR-MS and conventional NMR techniques. Particularly, directly coupled LC-NMR-MS afforded sufficient structural information rapidly to identify three flavonol glycosides (2 - 4) with the same molecular weight in an extract of Hamamelis japonica flowers without laborious fractionation and purification step. Cytotoxic effects of all the isolated phenolic compounds were evaluated on HCT116 human colon cancer cells, and pentagalloyl-O-β-D-glucose (11) was found to be significantly potent in inhibiting cancer cell growth.

속단(Dipsaci Radix) 중 Asperosaponins 및 Iridoid glycosides의 LC-ESI-MS에 의한 동시분석 (Simultaneous Determination of Asperosaponins and Iridoid Glycosides from Dipsaci Radix by Using LC-ESI-MS Spectrometry)

  • 조황의;손인섭;김선춘;손건호;우미희;문동철
    • 생약학회지
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    • 제43권2호
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    • pp.137-146
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    • 2012
  • Dipsaci Radix (Dipsacaceae) has been used as a tonic, an analgesic, anti-inflammatory and anti-complement agents in traditional herbal medicine for the therapy of low back pain, knee pain, rheumatic arthritis, traumatic hematoma, and bone fractures. A high-performance liquid chromatography-electrospray ionization-mass spectrometric method (HPLC-ESI-MS) was developed for the simultaneous quantitation method of the five compounds from the herbal drug: asperosaponin VI and asperosaponin XII (terpene glycosides), sweroside, loganin and dipsacus A(iridoid glycosides). HPLC separation of the analytes was achieved on a C18 column ($150{\times}2.0$ mm i.d., 5 ${\mu}m$) using the aqueous methanol containing 5 mM ammonium acetate with gradient flow of the mobile phase. Detection of the analytes was performed by positive ion electrospray ionization, and selected ion monitoring was used for data acquisition using m/z corresponding molecular adduct ion, $[M+NH_4]^+$ and $[M+H]^+$. Calibration graphs showed good linearity ($r^2$=0.9997) over the wide range of the analytes; intra- and inter-day precisions (RSD, %) were within 9.1% and the accuracy between 94.0-111.0%. Recoveries of the analytes through the assay procedure were in the range of 93.7-110.8%. Analytical results of the herbal drugs of Dipsaci Radix (17 samples) show wide distribution of the five marker compounds and clear difference of the species from Phlomidis Radix (4 samples). The developed method would provide a practical guide for the quality control of the herbal drug.

산층층이꽃 추출물로부터 성분 분리 및 암세포성장 및 NO 생성 억제활성 (Isolation of the Constituents from Clinopodium chinense var. shibetchense and Inhibition Activity on Cancer Cell Growth and Nitric Oxide Production)

  • 김동화;이상국;박경식;박희준
    • 생약학회지
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    • 제51권2호
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    • pp.93-99
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    • 2020
  • This study was performed to find anti-inflammatory or antitumor compounds from the polar fraction obtained from the extract of Clinopodium chinense var. shibetchense (H. Lev) Koidz (Labiatae). Chromatography of the BuOH fraction yielded two flavonoid glycosides (compounds 1 and 2) and two saponins (compounds 3 and 4). On the basis of spectroscopic data, compounds 1 and 2 were identified to be ponciretin 7-O-α-L-rhamnopyranosyl-(1→6)-α-D-glucopyranoside (neoponcirin) and naringenin 7-O-α-L-rhamnopyranosyl-(1→6)-α-D-glucopyranoside (isonaringin). Compounds 3 and 4 were identified to be 3-O-{β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-fucopyranosyl}-saikogenin F (buddlejasaponin IV) and 3-O-{β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-fucopyranosyl}-21β-hydroxysaikogenin F (clinoposaponin XV). In addition, ursolic acid (5) was isolated and identified from the CHCl3 fraction. Inducible nitric oxide synthase (iNOS) assay and sulforhodamine B (SRB) assay were performed to lead a potential anti-inflammatory or anti-tumor compounds from C. chinense var. shibetchense. Of the four compounds (1 - 4), compound 3 considerably inhibited cancer cell growth and NO production (IC50s, 5.59 μM in iNOS assay and 6.62 - 14.88 μM in SRB assay).