• Title, Summary, Keyword: Cerebroside

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Structural Determination of Cerebrosides from Soybean Embryo by Mass Spectrometer (Mass Spectrometer를 이용한 대두 배아 출추 Cerebroside의 구조 분석)

  • Kim, Jung-Hun;Chang, Sug-Youn;Kim, Yeo-Kyung
    • Analytical Science and Technology
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    • v.6 no.3
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    • pp.335-343
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    • 1993
  • The structure of cerebrosides from soybean embryo was determined using fast atom bombardment mass spectrometer (FAB-MS), gas chromatography mass spectrometer (GC-MS) and TLC. The components of cerebroside were determined by GC-MS after acid hydrolysis. The molecular weight distribution of cerebroside was measured by positive mode FAB-MS with LiOH saturated 3-nitrobenzylalcohol(3-NBA) matrix. Structures of individual components of complex mixtures can be determined easily by this process. The major constituent of soybean extracted cerebroside was determined as the glucoside of N-2'-hydroxypalmitoyl-sphingadienine.

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Isolation of Soya-cerebroside I from the Roots of Trichosanthes kirilowii

  • Kim, Ju-Sun;Byun, Ji-Hye;Kang, Sam-Sik
    • Natural Product Sciences
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    • v.7 no.2
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    • pp.27-32
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    • 2001
  • In addition to known cucurbitacins, a glucosphingosine type cerebroside and amino acids were isolated from the roots of Trichosanthes kirilowii. The structure of cerebroside was determined as soya-cerebroside I by means of spectroscopic methods. Fifteen amino acids were identified as aspartic acid, glutamic acid, serine, glycine, histidine, citrulline, threonine, alanine, proline, tyrosine, valine, isoleucine, leucine, phenylalanine and tryptophan, among which the major components such as citrulline, phenylalanine, leucine/isoleucine and valine were isolated.

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Cerebrosides from Longan Arillus

  • Ryu, Ji-Young;Kim, Ju-Sun;Kang, Sam-Sik
    • Archives of Pharmacal Research
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    • v.26 no.2
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    • pp.138-142
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    • 2003
  • From the pulp of Euphoria longana (Longan Arillus), three cerebroside molecular species have been isolated. Six known cerebrosides, soyacerebrosides I and II, 1-Ο-$\beta$-D-glucopyranosyl-(2S,3R,4E,8E)-2-(2 -lignoceroylamino)-4,8-octadecadiene-1,3-diol (long an cerebroside I) and its 8Z isomer (Iongan cerebroside II), momor-cerebroside I, and phytolacca cerebroside, were identified as major components of these cerebroside molecular species. All the cerebrosides were shown to be a mixture of geometrical isomers (8E and 8Z) of sphingosine-type or phytosphingosine-type glucocerebrosides possessing 2-hydroxy fatty acids. The structures of these cerebrosides have been determined on the basis of chemical and spectroscopic evidence.

Analysis and Comparison of Cerebroside Components from Soybean Fermented Foods (대두발효식품 Cerebroside의 구성성분 분석 및 비교)

  • 이은열;김희숙
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.31 no.2
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    • pp.177-183
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    • 2002
  • Cerebroside fatty acids, sugars and long-chain sphingoid bases in raw soybean and soybean fermented foods (chongkukjang and deunjang) were analyzed using gas chromatography-mass spectrometry (GC-MS) and high-pH anion exchange chromatography with pulsed amerometric detection (HPAEC-PAD). Fatty acids of acid-hydrolyzed cerebrosides were derivatized to O-TMS methylester and analysed. The major fatty acids in raw soybean and chongkukjang cerebrosides were identified as 2-hydroxyhexadecanoic acid (16 : 0h), 2-hydroxydocosanoic acid (22 : 0h) and 2-hydroxytetracosanoic acid (24 : 0h). In the case of deunjang cerebroside, 24 : 0h (40.9%) and 22 : 0h (23.4%) were major fatty acids, but 16 : 0h, 23 : 0h, 25 : 0h and 26 : 0h were also detected. Long-chain sphingoid bases of acid-hydrolyzed cerebrosides from raw soybean, chongkukjang and deunjang consisted primarily of 4-tracts, 8-tracts-sphingadienine (dihydroxy base, d18 : 2$\Delta$$^{4trans, 8trans}$) and sis-tracts isomers of 4-hydroxy-sphingenine (trihydroxy base, tl8:1$\Delta$$^{4trans or cis}$) with much less amounts of phytosphingosine (tl8: 0) and isomers of sphingenine (d18 : 1). Although deunjang is a soybean food fermented by fungi and microorganisms for a long period, 2-hydroxyoctadec-3-enoic acid (18 : 1h) and branched 9-methyl-4,8-sphingadienine known as compositional cerebroside fatty acids in Aspergillus species were not detected. Mass spectrum for sugar derivatives in cerebrosides of soybean foods including raw soybean and fermented soybean showed that C-1 of glucose moiety was linked to ceramide backbone as like a monoglucosylceramide.

Effect of Glucosylceramides and Sterols Isolated from Agaricus Blazei Extract on Improvement of Skin Cell (신령버섯에서 분리된 Glucosylceramide 및 Sterol의 피부 세포 개선 효과)

  • Kim, Jeong Eun;Lee, So Young;Chang, Yunhee;Jin, Mu Hyun
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.46 no.2
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    • pp.105-117
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    • 2020
  • Agaricus blazei Murill (Almond mushroom) has many beneficial effects, such as anti-cancer, immuneenhancement, and anti-obesity. Also, its skin benefits have been reported for antioxidant, anti-inflammatory, and whitening. In order to elucidate these effects, many studies have been conducted. In this study, we reconfirmed the skin efficacy of the extract of the mushrooms mushrooms. The Agaricus blazei extract showed inhibition of melanin synthesis, enhancement of collagen synthesis, and up-regulation of gene expression (hyaluronan syntahase-2, 3 and aquaporin-3) at 100 ㎍/mL. and identified the ingredients from the extract. We further investigated them to find an applicability as cosmetic ingredients. The ingredients were confirmed comparison of their spectroscopic data with literature values. They were identified as being ergosterol (1), 5-dihydroergosterol (2), cerevisterol (3), cerebroside B (4), cerebroside D (5), adenosine (6), and benzoic acid (7). Among these compounds, we evaluated skin efficacy for two cerebrosides and three ergosterol derivatives that have not been reported its efficacy. As a result, 5-dihydroergosterol (2) inhibited melanogenesis in B16F10 and promoted collagen biosynthesis in human dermal fibroblast. In addition, cerevisterol (3), cerebroside B (4), and cerebroside D (5) inhibited NO production in RAW 264.7 cell. In particular, cerebroside D (5) increased the expression of hyaluronan synthase-2 and aquaporin-3 genes in HaCaT. These results suggest that Agaricus blazei extract and isolated compounds can be used as cosmetic ingredients.

대두발효식품의 cerebroside 조성 및 생리활성

  • Song, Seong-Gwang;Kim, Hui-Suk
    • 한국생물공학회:학술대회논문집
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    • pp.765-766
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    • 2000
  • Cerebrosides were isolated from soybean, deunjang and chungkukjang and their constituents were investigated. The principal fatty acid of soybean cerebroside was 2-hydroxy-palmitic acid but chungkukjang cerebroside consisted palmitic acid, elaidic acid(trans 18:1), oleic acid and stearic acid. The only sugar in cerebrosides was glucose. TLC analysis of cerebroside hydrolysate elucidated soybean and chungkukjang had same sphingold bases, mainly dihydroxy bases, trans-4, trans-sphingadienine. But, alkali stable glycolipid fractions of chungkukjang and deunjang had $2{\sim}3$ different primary amines.

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Isolation and Characterization of Major Glycosphingolipid from Rice Bran Extract (쌀겨 추출물로부터 스핑고당지질의 분리와 구조결정)

  • Mitsutake, Susumu;Okada, Tadashi;Kang, Byoung-Won
    • Applied Biological Chemistry
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    • v.50 no.1
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    • pp.72-76
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    • 2007
  • In order to examine the biofunctions of glycosylceramide which is representative of sphingolipid, monoglycosylceramide (cerebroside) was isolated from rice bran extract. Crude glycosylceramides were isolated in large quantities and promptly by flash system column chromatography from rice bran extract, and purified by normal-phase HPLC using an evaporative light-scattering detector. One major cerebroside was obtained by HPLC used as an eluent consisting of chloroform, methanol and water (99:11:1, v/v/v), and the constituents were analyzed by MALDI/TOF-MS, FAB-MS, GC and 600 MHz $^1$H-NMR. The component sugar was estimated to be glucose. In the ceramide, the fatty acid component consist was 2-hydroxy arachidic acid. The long-chain base component was sphinga-4,8-dienine.

Isolation of a Cerebroside from Panax notoginseng (삼칠근(Panax notoginseng)으로부터 Cerebroside의 분리)

  • Cho, Min-Jung;Lee, So-Young;Kim, Ju-Sun;Lee, Je-Hyun;Choi, Hwan-Soo;Lee, Ho-Young;Ha, Hye-Kyung;Kim, Chung-Sook;Kang, Sam-Sik
    • Korean Journal of Pharmacognosy
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    • v.37 no.2
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    • pp.81-84
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    • 2006
  • A mixture of cerebrosid was purified from the roots of Panax notogiseng (Araliaceae) and characterized as 1-O-{\beta}-D-glucopyranosyl-(2S,3S,4R,8E)-2-[(2'R)-2‘-hydroxypalmitoylamino]-8-octadecene-1,3,4-triol (Aralia cerebroside) and its 8Z-isomer (1-O-{\beta}-D-glucopyranosyl-(2S,3S,4R,8E)-2-[(2'R)-2’-hydroxypalmitoylamino]-8-octadecene-1,3,4-triol, a major component of poke-weed cerebroside) by means of spectroscopic methods.

Isolation of Flavonoids and a Cerebroside from the Stem Bark of Albizzia julibrissin

  • Jung, Mee-Jung;Kang, Sam-Sik;Jung, Hyun-Ah;Kim, Goon-Ja;Choi, Jae-Sue
    • Archives of Pharmacal Research
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    • v.27 no.6
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    • pp.593-599
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    • 2004
  • From the EtOAc fraction of the MeOH extract of Albizzia julibrissin (Leguminosae), a rare 5-deoxyflavone (geraldone, 1), isookanin (2), luteolin (3), an isoflavone (daidzein, 4), five prenylated flavonoids [soph6f1avescenol (5), kurarinone (6), kurarinol (7), kuraridin (8) and kuraridinol (9)], a cerebroside (soya-cerebroside I, 10), and $(-)-syringaresinol-4-O-{\beta}-D-glucopyranoside$ (11) were isolated and characterized on the basis of spectral data. Compounds 2, 3, and 11, showed 1, 1-diphenyl-2-picrylhydrazyl radical scavenging activity.

A New Indolinepeptide from Paecilomyces sp. J300

  • Kwon, Hak-Cheol;Kim, Kyung-Ran;Zee, Sang-Deuk;Cho, Sae-Yun;Lee, Kang-Ro
    • Archives of Pharmacal Research
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    • v.27 no.6
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    • pp.604-609
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    • 2004
  • A new indolinepeptide (3) was isolated, together with two known compounds, a cerebroside (1) and an alloxazine (2), from silkworm larvae infected with Paecilomyces sp. J300. On the basis of spectroscopic data, their structures were elucidated as (4E, 8E, 25, 2'R, 3R )-N-2'-hydroxy-hexadecanoyl-1-O-$\beta$-D-glucopyranosyl-9-methyl-4, 8-sphingadienine (1), 7,8-dimethylalloxazine (2) and 3$\beta$,5-dihydroxy-1-N-methyl-indoline-2$\beta$-carbonyl amino-D-alanyl-erythro-$\beta$-hydoxyiso-leucinyl-glycine (3).