• Title/Summary/Keyword: cycloeucalenol

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Triterpenoids from Trapa pseudoincisa

  • Song, Myoung-Chong;Yang, Hye-Joung;Lee, Dea-Young;Ahn, Eun-Mi;Kim, Dae-Keun;Kim, Ji-Young;Chung, Dae-Kyun;Baek, Nam-In
    • Journal of Applied Biological Chemistry
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    • v.50 no.4
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    • pp.259-263
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    • 2007
  • Trapa pseudoincisa Nakai, an aquatic plant, was extracted with 80% aqueous MeOH, and the concentrated extract was successively partitioned with EtOAc, n-BuOH, and $H_2O$. The EtOAc fraction gave three compounds, which were isolated through the repeated silica gel and ODS column chromatographies. Based on the spectroscopic data obtained from NMR, MS, and IR, the chemical structures of the compounds were determined as cycloeucalenol (1), ursolic acid (2), and 2${\beta}$,3${\alpha}$,23-trihydroxyurs-12-en-28-oic acid (3). These triterpenoids were isolated for the first time from Hydrocaryaceae plants including T. pseudoincisa NAKAI.

Secondary Metabolites from Anthonotha cladantha (Harms) J.Léonard

  • Laurent Voufack Lefack Bongmo;Achille Nouga Bissoue;Samuel Magloire Bissim;Georges Bellier Tabekoueng;Willifred Dongmo Tekapi Tsopgni;Mehreen Lateef;Felicien Mushagalusa Kasali;Muhammad Shaiq Ali;Alain Francois Kamdem Waffo;Jean Duplex Wansi
    • Natural Product Sciences
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    • v.29 no.1
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    • pp.50-58
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    • 2023
  • The phytochemical investigation of the crude methanolic extracts roots and stem bark of Anthonotha cladantha (Harms) J.Léonard led to the isolation and identification of twelve secondary metabolites: 2,3-dihydroxypropyl hexacosanoate (1), hederagenine (2), cycloeucalenol (3), 2α-hydroxylupeol (4), betulinic acid (5), lupeol (6), heptacosan-2-one (7), triacontanoic acid (8), stigmast-4-en-3-one (9), β-sitosterol (10), stigmasterol (11), and stigmasterol-3-O-β-D-glucopyranoside (12). Their structures were elucidated with the help of their spectroscopic and physical data and by comparison with those reported in the literature. To the best of our knowledge, from all those compounds, 2,3-dihydroxypropyl hexacosanoate (1), hederagenine (2), cycloeucalenol (3), 2α-hydroxylupeol (4), and betulinic acid (5) are being reported for the first time from this genus. In addition, the acetylation of compound 1 afforded a new derivative 3-(hexacosanoyloxy)propane-1,2-diyl diacetate (1a). Compound 1 possessed a moderate α-glucosidase inhibitory activity with an IC50 value of 39.2 ± 0.22 μM; it neither showed antioxidant activity nor inhibition against the enzyme urease. Compound 1a exhibited weak antioxidant activity in the DPPH assay with an IC50 value of 80.3 ± 0.83 μM but was inactive against α-glucosidase and urease. Furthermore, both compounds 1 and 1a were inactive against seven pathogenic bacterial strains.

Isolation of Melanin Biosynthesis Inhibitory Compounds from the Phellodendri Cortex (황백(黃柏)으로부터 멜라닌 생합성 억제 물질의 분리)

  • Lee, Jong-Gu;Choi, Ji-Young;Oh, Joon-Seok;Jung, Hee-Wook;Choi, Eun-Hyang;Lee, Hee-Sang;Kim, Jeong-Ah;Chang, Tae-Soo;Son, Jong-Keun;Lee, Seung-Ho
    • Korean Journal of Pharmacognosy
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    • v.38 no.4
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    • pp.387-393
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    • 2007
  • By screening inhibitory activities on the melanin polymer biosynthesis in B-16 mouse melanoma cell lines, MeOH extract of Phellodendri Cortex was found to have inhibitory effect on melanin polymer biosynthesis. Twelve compounds were isolated from the MeOH extract of P. Cortex. They were identified as obacunone (1), limonin (2), ${\beta}-sitosterol$ (3), bis(2-methylheptyl) phthalate (4), cycloeucalenol (5), berberine (6), palmatine (7), jatrorrhizine (8), syringin (9), umbelliferone (10), rutaecarpine (11) and scopoletin (12) by comparison of their physical and spectral data with those of authentic samples. Among the isolated compounds, berberine (6) and palmatine (7) showed potent inhibitory effect on the melanin polymer biosynthesis in cultured B-16 mouse melanoma cell lines, with Inhibition rate of 96% and 90%, respectively. As a positive control, arbutin exhibited an inhibition rate of 56%.

Studies on Constituent Variation during Storage after Freeze-Drying of Chestnut (밤(栗)의 동결건조(凍結乾燥)에 의(依)한 성분(咸分) 변화(變化)에 관(關)한 연구(硏究))

  • Ha, Bong-Seuk;Bae, Myong-Sook;Jeong, Tae-Myong;Sung, Nak-Ju;Son, Yaung-Ok
    • Korean Journal of Food Science and Technology
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    • v.14 no.2
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    • pp.97-105
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    • 1982
  • The edible portion of chestnut, Castenea crenata Sieb, et Zucc, were freeze-dried and subjected to analysis of minerals, lipid classes and fatty acid composition by silicic acid column chromatography and gas-liquid chromatography. The results of analysis for the minerals in chestnut showed that the contents of magnesium, iron and phosphorus were decreased during storage after freeze-drying. The contents of neutral lipids, glycolipids and phospholipids in the raw edible portion were 34.6, 38.6, and 26.8%, respectively. The contents of neutral lipids and phospholipids of the freeze-dried chestnut were decreased, while glycolipids were increased during storage. In the fatty acid composition of total lipid, $C_{16:0}$, $C_{18:2}$ and $C_{18:3}$ acid were abundant in the raw edible portion, but freeze-dried chestnut contained relatively much amount of $C_{16:0}$, $C_{18:1}$, and $C_{18:2}$ acid. It is noticeable that $C_{18:2}$ and $C_{18:3}$ acid in the freeze-dried chestnut were remarkably decreased during storage. Upon the fatty acid composition, total lipid contained $C_{18:2}$ and $C_{16:0}$ acid in the highest proportion, but neutral lipids, glycolipids and phospholipids contained $C_{16:0}$ and $C_{18:2}$ acid in the highest proportion. Cycloartenol (20.6%) was a major component in the 4-monomethylsterol fraction separated by thin layer chromatography and cyclolaudenol, cycloeucalenol, and citrostadienol were detected as minor components. Sitosterol (74.6%) was a major component in the 4-desmethylsterol fraction separated by thin-layer chromatography and ${\Delta}^5-avensterol$, campesterol, stigmasterol and brassicasterol were also detected as minor components.

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Sterol Composition of Rice Bran Oil (미강유중(米糠油中)의 Sterol조성(組成))

  • Jeong, Tae-Myoung;Yang, Min-Suk;Hah, Bong-Suk
    • Applied Biological Chemistry
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    • v.27 no.2
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    • pp.119-128
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    • 1984
  • The unsaponifiable from rice bran oil was fractionated into 4-desmethyl-'4-monomethyl- and 4, 4-dimethylsterol (triterpene alcohol) fraction by thin layer chromatography (TLC), and sterol composition of the each fraction was analyzed by gas liquid chromatography(GLC). The sterol peaks not well separated by GLC were further fractionated by $AgNO_3-TLC$, then analyzed using GLC. Each components in the three sterol fractions were identified by GLC and gas chromatography-maps spectrometry. As the results, ten sterols were confirmed as 4-desmethylsterol, nine as 4-monomethylsterol and four as 4, 4-dimethylsterol. Such uncommon phytosterols in higher plants as fucosterol, 24-ethyllophenol, 4${\alpha}$-methylstigmasta-7, 25-dienol and 28-isocitrostadienol were detected in rice bran oil and the biosynthetic pathways of the phytosterols were deduced with all the identified sterols.

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Optimization of Cookie Preparation by Addition of Yam Powder (마분말 첨가 쿠키 제조조건 최적화)

  • Joo, Na-Mi;Lee, Sun-Mee;Jung, Hee-Sun;Park, Sang-Hyun;Song, Yun-Hee;Shin, Ji-Hun;Jung, Hyeon-A
    • Food Science and Preservation
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    • v.15 no.1
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    • pp.49-57
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    • 2008
  • This study was conducted to develop an optimal composite recipe for a cookie including yam powder that would be attractive to all age groups. Wheat flour was partially substituted by yam powder to reduce the content of wheat flour. This study has produced the sensory optimal composite recipe by making cookies, respectively with each 5 level of yam powder $(X_1)$, Sugar$(X_2)$, butter$(X_3)$, by C.C.D (Central Composite Design) and conducting sensory evaluation and instrumental analysis by means of RSM (Response Surface Methodology). Sensory items showed very significant values in color, softness, overall quality (p<0.01), flavor (p<0.05) and those of instrumental analysis showed significant values in lightness, redness (p<0.05), spread ratio, hardness (p<0.01). Also sensory optimal ratio of yam cookie was calculated at yam powder 37.35 g, sugar 50.75 g, butter 78.40 g and it was revealed that the factors of influencing yam cookie aptitude were in older of yam powder, butter, sugar.

A Novel Glycine-Rich Region in Sox4 is a Target for the Proteolytic Cleavage in E. coli (전사활성 인자인 Sox4의 단백질 분해효소에 의한 표적 부위에 관한 연구)

  • 허은혜;최주연;장경희;김인경;임향숙
    • Korean Journal of Microbiology
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    • v.38 no.3
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    • pp.153-161
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    • 2002
  • Sox4, a transcription factor, consists of three functional domains: an HMG-box domain as a DNA binding domain, serine rich region as a transactivation domain and glycine rich region (GRR), an unknown functional domain. Although Sox4 is known to be functionally involved in heart, B-cell and reproductive system development, its physiological function remains to be elucidated. We used pGEX expression system to develop a simple and rapid method for purifying Sox4 protein in suitable forms for biochemical studies of their functions. Unexpectedly, we observed that full-length Sox4 appears to be protease-sensitive during expression and purification in E. coli. To map the protease-sensitive site in Sox4, we generated various constructs with each of functional domains of Sox4 and purified as the GST-Sox4 fusion proteins using glutathione beads. We found that the specific cleavage site for the proteolytic enzyme, which exists in E. coli, is localized within the novel GRR of Sox4. Our study suggest that the GRR of Sox4 may a target for the cellular protease action and this cleavage in the GRR may be involved in regulating physiological function of Sox4. Additionally, our study may provide a useful method for investigating the proteolytic cleavage of the target molecule in E. coli.