• Title/Summary/Keyword: 22E-dien-$3{\beta}$-ol

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Correlation of Lipid Soluble Compounds of Colored Rices and its Mutagenicity, Antimutagenicity and Antioxidativity (유색미 지용성 성분들의 변이원성.항변이원성.항산화 효과에 대한 상관관계)

  • Shin, Su-Young;Kang, Mi-Young;Nam, Seok-Hyun
    • Applied Biological Chemistry
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    • v.46 no.3
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    • pp.214-219
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    • 2003
  • The fractions extracted with methylene chloride from colored rice seeds of 19 cultivars were prepared to examine the correlationties of both antimutagenicity and antioxidiativity with physiological functionalities. The data revealed a positive correlation of the antimutagenicity with the content of $(3.{\beta},22Z)-Acetate-stigmasta-5,22-dien-3-ol$, 24-Oxocholesterol acetate, 6(E),8(E)-Heptadiene, and Eicosane. For antioxidativity, electron donating ability to DPPH radicals exhibited a positive correlation with the content of (24R,25S)-Aplysterylacetate, however, negative correlations were found between scavenging activity toward hydroxyl radicals and the content of either Tetradecanoic acid or Methyl ester-hexadecanoic acid, $(3.{\beta},24S)-Stigmast-5-en-3-ol$, respectively. In addition, a positive correlation was detected between the inhibitory effect of the fractions and the content of $(3.{\beta},24S)-Stigmast-5-en-3-ol$, however, a negative correlation with the content of 3',3'-Dimethylspiro [acridane-9,1'-indane], $(3.{\beta})-24-Methylene-9,19-cyclolanostan-3-ol$, and some other compounds was observed, respectively.

Antioxidant Activity of Ergosterol Peroxide (5,8-Epidioxy-$5\alpha,8\alpha$-ergosta-6,22E-dien-3$\beta$-ol) in Armillariella mellea

  • 김상욱;박상신;민태진;유국현
    • Bulletin of the Korean Chemical Society
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    • v.20 no.7
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    • pp.819-823
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    • 1999
  • Antioxidant activities of various mushroom fruiting bodies were investigated in vitro. Among the mushroom extracts examined, Armillariella mellea, Daedalea dickinsi, Fomitella fraxinea and Pleurotus cornusopiae markedly exhibited inhibition on lipid peroxidaton of rat liver microsomes. Ergosterol peroxide (5,8-epidioxy-5α,8α-ergosta-6,22E-dien-3β-ol), antioxidant from A. mellea, was isolated by solvent extraction, silica gel column chromatography and recrystallization. The structure of the compound was determined by NMR, GC/MS and X-ray crystallography. Ergosterol peroxide showed potent inhibition on lipid peroxidation and exhibited higher antioxidant activity than well-known antioxidants, α-tocopherol and thiourea.

Isolation of the Antimicrobial Compounds from Aralia cordata Thunb. Extract (독활 뿌리 추출물에서 항균물질의 분리 및 항균성)

  • Han, Wan-Soo
    • Korean Journal of Medicinal Crop Science
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    • v.13 no.4
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    • pp.182-185
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    • 2005
  • Bioassay-guided isolation of the dried roots of Aralia continentalis led to the isolation of (-)-pimara-8(14), 15dien-19-oic acid (continentalic acid) and $(24E)-Stigmasta-5,22-dien-3{\beta}-ol$ (stagmasterol). Their structures were elucidated using $^1H-NMR$, $^{13}C-NMR$, UV and mass spectra analyses. The gram-positive bacterial, including methicilline-resistant (MRSA), were more sensitive to the continentalic acid and stagmasterol than gram-negative bacterial.

Ergosterol peroxides from the fruit body of Sparassis crispa (꽃송이버섯(Sparassis crispa) 자실체로부터 ergosteol peroxide의 분리 및 동정)

  • Lee, Yeong-Geun;Thi, Nhan Nguyen;Kim, Hyoung-Geun;Lee, Dae Young;Lee, Seung-Eun;Kim, Geum-Soog;Baek, Nam-In
    • Journal of Applied Biological Chemistry
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    • v.59 no.4
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    • pp.313-316
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    • 2016
  • Sparassis crispa fruits were extracted in 80 % MeOH, and the concentrated extract was partitioned into EtOAc, n-butyl alcohol, and water fractions. The repeated octadecyl $SiO_2$ and silica gel ($SiO_2$) column chromatographies for the EtOAc and nbutyl alcohol fractions led to isolation of two ergosterol peroxides. There chemical structures were determined as ($3{\beta}$,$5{\alpha}$,$8{\alpha}$,22E)-5,8-Epidioxyergosta-6,22-dien-3-ol (ergosterol peroxide) (1) and 3-O-${\beta}$-D-glucopyranosyl ergosterol peroxide (2) based on spectroscopic data analyses including nuclear magnetic resonance, infrared spectrometry, and mass spectrometry (MS). Compounds 1 and 2 were for the first time isolated from S. crispa in this study.

Antibacterial Activity of Continentalic Acid from Aralia continentalis (독활(獨活)(Aralia continentalis)추출물 Continentalic Acid의 항균활성 연구)

  • Oh, Seo-Jin;Jeong, Seung-Il;Kim, Ja-Young
    • The Journal of Korean Medicine Ophthalmology and Otolaryngology and Dermatology
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    • v.19 no.2
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    • pp.161-167
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    • 2006
  • 독활(Aralia continentalis)로부터 항균활성 물질을 찾아내기 위한 일환으로 항균실험과 분리실험을 병행하여 실시하였다. 항균활성물질 분리는 독활을 클로로포롬으로 추출하여 실리카겔($SiO_2$)과 분취용액체크로마토그래피(prep-HPLC)법으로 2종의 화합물을 분리하여 핵자기공명(NMR) 등 분광학적인 기법으로 이용하여 구조동정을 하였다. 이때 2종의 화합물은 (-)-pimara-8(1),15-diene-19-oic acid와 (24E)-stagmasta-5,22-dien-$3{\beta}-ol$임이 확인되었다. 2종의 화합물에 대한 메티실린 내성 황색포도상구균(MRSA) 및 메터실린 감응 황색포도상구균(MSSA)의 표준균주와 임상분리균주(MRSA)에서의 최소억제농도(MIC)가 $8-16{\mu}g/mL$로 나타났다. 그러므로 본 연구의 결과로부터 화합물(-)pimara-8(1),15-diene-19-oic acid은 항생제 내성균에 대한 치료제로서 개발 가능성을 확인할 수 있었다.

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The Physiological and Ecological Comparisons between Warm (Pleuromamma sp.) and Cold Water Copepod Species (Neocalanus plumchrus) in the Northwestern Pacific Ocean Using Lipid Contents and Compositions (북서태평양에서 난수성(Pleuromamma sp.)과 냉수성(Neocalanus plumchrus) 요각류의 지방 함량 및 구성 분석을 통한 생리/생태 비교)

  • Ko, Ah-Ra;Ju, Se-Jong;Lee, Chang-Rae
    • Ocean and Polar Research
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    • v.31 no.1
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    • pp.121-131
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    • 2009
  • In an effort to better understand the physiological and ecological differences between warm and cold water copepod species in Korean waters using lipid contents and compositions, two species of copepods (Pleuromamma sp. as a warm water species and Neocalanus plumchrus as a cold water species) were collected from the Northwest Pacific and East Sea/Sea of Japan, respectively. The cold water species showed two fold higher lipid contents than the warm water species (11% vs. 5% of dry weight). Wax esters, known as one of the major storage lipid classes, were found to be the dominant lipid class (accounting for 64% of total lipids) in the cold water species, whereas, in the warm water species, phospholipids, which are known as membrane components, were the dominant lipid class (accounting for 43% of total lipids),with a trace amount of the storage lipids as a form of triacylglycerols (${\leq}1%$ of total lipids). With regard to the fatty acid compositions, saturated fatty acids (SAFA), especially 16:0 (about 30% of total fatty acids), were most abundant in the warm water species, whereas the polyunsaturated fatty acids (PUFA), particularly eicosapentaenoic acid (EPA : 20:5(n-3)) (${\geq}16%$ of total fatty acids), were most abundant in the cold water species. Among the neutral fraction of lipids, phytol, originating from the side chain of chlorophyll and indicative of active feeding on phytoplankton, was detected only in the warm water species. Significant quantities of fatty alcohols were detected in cold water species, particularly long-chain monounsaturated fatty alcohols (i.e. 20:1(n-9) and 22:1(n-11)), which are well known to abound in cold water herbivorous copepods. However, only trace amounts of short-chain fatty alcohols were detected in the warm water species. Twelve different kinds of sterols were detected in these copepod species, with cholest-5-en-$3{\beta}$-ol (cholesterol) and cholesta-5, 24-dien-$3{\beta}$-ol (desmosterol) dominating in cold and warm water species, respectively. In addition, for the warm water species (Pleuromamma sp.), we assessed the latitudinal gradients of lipid contents and compositions using samples from three different latitudinal regions (Philippine EEZ, Japan EEZ, and the East China Sea). Although no latitudinal gradients of lipid contents were detected, the lipid compositions, particularly dietary fatty acid markers, varied significantly with the latitude. The findings of this study confirm that the distribution of lipid contents and compositions in copepods may not only indicate their nutritional condition and diet history, but may also provide insights into their living strategies under different environmental conditions (i.e., water temperature, food availability).

Isolation of Anti-cariogenic Agent, Stigmasterol, from Aralia continentali (독활로부터 항치아우식 활성을 가진 stigmasterol 분리)

  • Yu, Hyeon-Hee;Moon, Hae-Dalma;Hwang, Ji-Young;Kim, Seon-Young;Jeong, Seung-Il;Jeon, Byung-Hun;You, Yong-Ouk
    • Journal of Physiology & Pathology in Korean Medicine
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    • v.21 no.1
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    • pp.70-75
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    • 2007
  • In the present study, we has been isolated the anti-cariogenic component, stigmasterol, from Aralia continentalis (A. continentalis) and identified by MS, $^1$H-NMR and $^{13}$C-NMR and also investigated the anti-cariogenic properties of stigmasterol. The methanol extract of ,A. continentalis showed concentration-dependent inhibitory activity against the growth and acid production of S. mutans. The MeOH extract was suspended in H$_2$O and sequentially partitioned with n-hexane, CHCl$_3$, EtOAc, and n-BuOH. The CHCl$_3$ fraction showed remarkable antibacterial activity against S. mutans. The anti-cariogenic compound, stigmasterol, has been isolated successively through the screening system and various chromatography methods. Anti-cariogenic properties of stigmasterol were also investigated. From this active chloroform subfraction, isolation and identification finally gave (24E)-stigmasta-5,22-dien-3${\beta}$-ol (stigmasterol) {[a]$_D\;^{25}$ -48.33$^{\circ}C$(C 0.28, CHCl$_3$)} by spectroscopic methods (MS, $^1$H-NMR and $^{13}$C-NMR) as an active principle. The compound, stigmasterol, showed significant growth, acid production, adhesion and water-insoluble glucan synthesis inhibitory effect against S. mutans. These results suggest that stigmasterol from ,A. continentalis may inhibit cariogenic properties of S. mutans and these properties may provide some scientific rationales that the local inhabitants used the extracts for treatment of dental diseases.