• Title/Summary/Keyword: $C_6-compounds$

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Antimicrobial Activities of Eight Compounds Purified from the Roots of Polygala tenuifolia Willdenow and the Aerial Bulbils of Dioscorea batatas Decene (원지와 영여자로부터 분리한 8종 화합물의 항균효과)

  • Chin, Hwi-Seung;Son, Rak-Ho;Lee, Yong-Hwa;Ham, Ah-Rom;Mar, Woong-Chon;Kim, Won-Ki;Nam, Kung-Woo
    • YAKHAK HOEJI
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    • v.54 no.2
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    • pp.106-111
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    • 2010
  • The chemical structures of eight compounds purified from two plants (Polygala tenuifolia Willdenow and Dioscorea batatas Decene) were determined and their anti-microbial activity against three microbial strains (Staphylococcus aureus, Pseudomonas aeruginosa, and Candida albicans) was tested. The three micro organisms were cultured in 96-well plates or Petri dishes without (control) or with the eight compounds added at concentrations of 100 to 0.01 ${\mu}M$ (wt/vol). The growth of the microorganisms in the medium was examined after a 24-h incubation. The inhibitory effect of each compound on the growth of the microorganisms was calculated from the optical density measured at 595 nm, turbidity, and size of the inhibition zone around the treated paper disc. The minimum inhiitory concentration (MIC) of compounds 4 to 7 against S. aureus was 0.08, 0.05, 1.3 and 0.02 ${\mu}M$, respectively, and 0.09, 0.1, 0.2 and 100 ${\mu}M$ against C. albicans. The $IC_{50}$ (50% inhibition) values of compounds 5 and 6 were 3.1 and 6.4 ${\mu}M$ against S. aureus, respectively, and 10 and 2.4 ${\mu}M$ against C. albicans. Therefore, compounds 4 to 6 were the most potent anti-microbial agents among the eight compounds tested.

α-Glucosidase Inhibitory Activity of Phenolic Compounds Isolated from the Stems of Caesalpinia decapetala var. japonica

  • Le, Thi Thanh;Ha, Manh Tuan;Hoang, Le Minh;Vu, Ngoc Khanh;Kim, Jeong Ah;Min, Byung Sun
    • Natural Product Sciences
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    • v.28 no.3
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    • pp.143-152
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    • 2022
  • In our study, sixteen known phenolic compounds, including quercetin (1), methyl gallate (2), caesalpiniaphenol C (3), 8S,8'S,7'R-(-)-lyoniresinol (4), 7,3',5'-trihydroxyflavanone (5), sappanchalcone (6), sappanone A (7), taxifolin (8), fisetin (9), fustin (10), (+)-catechin (11), brazilin (12), 3,4,5-trimethoxyphenyl β-ᴅ-glucopyranoside (13), 1-(2-methylbutyryl)phloroglucinol-glucopyranoside (14), (+)-epi-catechin (15), and astragalin (16) and one mixture of two conformers of protosappanin B (17/18) were isolated from the stems of Caesalpinia decapetala var. japonica. Their structures were elucidated based on a comparison of their physicochemical and spectral data with those of literature. To the best of our knowledge, this represents the first isolation of compounds 3, 4, 8, 9, and 10 from C. decapetala and compounds 13 and 14 from the Caesalpinia genus. All the isolated compounds were evaluated for their inhibitory effect against the α-glucosidase enzyme. Among them, two flavonols (1 and 9), one chalcone (6), and one homoisoflavanone (7) exhibited an inhibitory effect on α-glucosidase action with an IC50 range value of 5.08-15.01 μM, stronger than that of the positive control (acarbose, IC50 = 152.22 μM). Kinetic analysis revealed that compounds 1 and 9 showed non-competitive α-glucosidase inhibition, while the inhibition type was mixed for compounds 6 and 7.

Flavor Characteristics of Volatile Compounds from Shrimp by GC Olfactometry (GCO) (GC Olfactometry를 이용한 새우의 휘발성성분 특성평가)

  • 이미정;이신조;조지은;정은주;김명찬;김경환;이양봉
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.31 no.6
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    • pp.953-957
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    • 2002
  • Volatile compounds from shrimp whole body (SWB) and shrimp shell waste (SSW) were isolated, and identified by the combination of SDE (simultaneous steam distillation and solvent extraction), GC (gas chromatography, HP-5890 plus)and MSD (mass selective detecter) or olfactometry. The peak numbers isolated from SWB and SSW were 20 and 46, respectively. The amounts of the volatile compounds isolated from SSW were higher than those of SWB. SWB produced more low-boiling compounds below 7$0^{\circ}C$ and SSW did more high boiling compounds over 10$0^{\circ}C$. The volatile compounds identified from SSW were 9 pyrazines,5 acids,4 aldehydes, and 4 alcohols. These volatile compounds were evaluated by aroma extraction dilution analysis and gas chromatography olfactometry (GCO). Some compounds which were not detected by GC-FID and GC-MSD were found to be a strong shrimp flavor of log$_3$ FD 3 value by GCO. Strong shrimp odors were detected in low temperature while nutty aromatic odors and unpleasant oily smells were found in high temperature.

Studies on Mycotoxin Produced by Aspergillus versicolor (Aspergillus versicolor가 생성(生成)하는 Mycotoxin에 관(關)한 연구(硏究))

  • Kim, Do-Young;Kim, Kyo-Chang
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.16 no.4
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    • pp.278-286
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    • 1987
  • The results in vestigated produced fluorescence compounds and mycotoxins, studied stability and toxicity of these compounds which were isolated from varicous moistured rice culture extacts inoculated Aspergillus versicolor IFO 30338, 10 kinds of fluorescence compounds were isolated. Sterigmatocystin was produced $38{\mu}g/kg$ in 16%, $329{\mu}g/kg$ in 25% and $380{\mu}g/kg$ in 35% moistured rice 20 days culture respectively. Aflatoxin $B_1$ was produced $3{\mu}g/kg$ in 25% and $12.6{\mu}g/kg$ in 35% moistured rice 20 days culture. In embryo test of isolated fraction 2, 4 and 6 by T.L.C., $LD_{50}$ of fraction 2 was $40{\mu}g/egg$ and fraction 4,6 was $60{\mu}g/egg$, and these compounds were mostly decomposed and fraction 4 and 6 were partly changed into fraction 2 below pH 2 and above pH 10. fraction 2,4 and 6 were all stable when treated 60 min, at $100^{\circ}C$, but were decomposed $60{\sim}65%$ when treated 60 min at $150^{\circ}C$, $95{\sim}100%$ when treated 10 min at $200^{\circ}C$.

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Induction of Quinone Reductase Activity by Stilbene Analogs in Mouse Hepa 1c1c7 Cells

  • Heo, Yoen-Hoi;Kim, Sang-hee;Park, Jae-Eun;Jeong, Lak-Shin;Lee, Sang-Kook
    • Archives of Pharmacal Research
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    • v.24 no.6
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    • pp.597-600
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    • 2001
  • Based on the potential cancer chemoprebentive activity of resveratrol, a trihydroxystilbene with the induction of quinone reductase activeity this study was designed to determine if stilbene-related compounds were inducers of phase ll detoxifying metabolic enzyme quinone reductase (QR) in the mouse hepatoma Hepa 1c1c7 cells. Among the thirteen compounds tested, several compounds including 3,4,5,3',5'-pentamethoxy-trans-stibene were found to potentially induce QR activity in this cell line. In addition, substitution with 3-thiofurane ring instead of phenyl ring in the stilbene skeleton also exhibited potential induction of QR activity. This result will give primary information to design the potential inducers of QR activity in the stilbene analogs.

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Modification of C2,3,23,28 Functional Groups on Asiatic Acid and Evaluation of Hepatoprotective Effects

  • Jeong, Byeong-Seon;Kim, Young-Choong;Lee, Eung-Seok
    • Bulletin of the Korean Chemical Society
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    • v.28 no.6
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    • pp.977-982
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    • 2007
  • For the development of novel hepatoprotective agents, C2, C3, C23 and C28 functional groups on asiatic acid were modified, and the prepared compounds were evaluated for their hepatoprotective effects. Among the prepared compounds, 9, 13 and 16 showed significant hepatoprotective activities against CCl4- and galactosamine (GaIN)-induced hepatotoxicity. Especially, compound 9 showed the most significant hepatoprotective effects against GaIN-induced hepatotoxicity (66.4% protection at 50 μM) and moderate hepatoprotective activities against CCl4-induced hepatotoxicity (20.7% protection at 50 μM).

Antioxidant Flavonoids from the Twigs of Stewartia koreana

  • Lee, Sa-Im;Yang, Jae-Heon;Kim, Dae-Keun
    • Biomolecules & Therapeutics
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    • v.18 no.2
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    • pp.191-196
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    • 2010
  • In the course of screening for antioxidant compounds by measuring the radical scavenging effect on 1,1-diphenyl- 2-picrylhydrazyl (DPPH), a total extract of the twigs of Stewartia koreana (Theaceae) was found to show potent antioxidant activity. Subsequent activity-guided fractionation of the methanolic extract led to the isolation of six phenolic compounds, ampelopsin (1), catechin (2), proanthocyanidin-A2 (3), fraxin (4), (2R, 3R)-taxifolin-3-${\beta}$-D-glucopyranoside (5), and (2S, 3S)-taxifolin-3-${\beta}$-D-glucopyranoside (6), as active principles. Their structures were elucidated by spectroscopic studies. Compounds 1-6 were isolated for the first time from this plant. Among them, three compounds 1-3 showed the significant antioxidative effects on DPPH, and riboflavin originated superoxide quenching activity. In riboflavin-nitrobluetetrazolium (NBT)-light system, compound 1 showed better superoxide quenching activity than vitamin C.

Anti-influenza Compounds Isolated from Descurainia sophia Seeds

  • Woo Seung Yang;Choong Je Ma
    • Natural Product Sciences
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    • v.29 no.2
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    • pp.113-119
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    • 2023
  • Descurainia sophia seeds methanol extract showed significant anti-influenza activity and we tried to isolate anti-influenza compounds from the D. sophia extract. D. sophia seeds were extracted with 80% methanol and fractionated with n-hexane, ethyl acetate, CHCl3 and n-butanol. The anti-influenza activity of each fraction was assessed using sulforhodamine B (SRB) method in A549 cells, human-derived lung cancer cells. The ethyl acetate and CHCl3 fractions showed the most potent anti-influenza activity. Seven compounds were isolated from CHCl3 fraction and identified 1-decanol (1), 2-(3,4-dihydroxy-2-methylenebutoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (2), daucosterol (3), isorhamnetin (4), quercetin (5), sinapic acid (6), and helveticoside (7) by spectroscopic data such as UV, IR, 1H-NMR, 13C-NMR and mass spectroscopy. Anti-influenza activities of isolated compounds were evaluated using SRB method in A549 cells. Compounds 3, 4 and 7 had significant anti-influenza activity in a dose-dependent manner.

Solid-phase Synthesis and Preliminary Evaluation of 1,6,8-Trisubstituted Tetrahydro-2H-pyrazino[1,2-a]pyrimidine-4,7-diones as a NF-kB Inhibitor

  • Kim, Jin-Woong;Cho, Jung-Hyuck;Han, Tae-hee;Lee, Jong-Baek;Oh, Chang-Hyun
    • Bulletin of the Korean Chemical Society
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    • v.27 no.4
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    • pp.484-488
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    • 2006
  • The solid-phase synthesis of new series of 1,6,8-trisubstituted tetrahydro-2H-pyrazino[1,2-a]pyrimidine-4,7-diones as bicyclic $\beta$-turn mimetics is described. Their NF-kB inhibition activities were tested and the effect of substituents on bicyclic ring was investigated. Among the prepared compounds, the fluorobenzyl and methoxybenzyl group substituted compounds 26 and 27 at C-1 and C-8 position showed more inhibitory activities than the others. Tested at a concentration of 10 uM, these two compounds showed a 60% inhibition against the target NF kB 549.

Flavonoids from Iris spuria (Zeal) Cultivated in Egypt

  • Singab, Abdel Nasser B.
    • Archives of Pharmacal Research
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    • v.27 no.10
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    • pp.1023-1028
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    • 2004
  • A new 12a-dehydrorotenoid 1, 11-dihydroxy-9, 10-methylenedioxy-12a-dehydrorotenoid (1), together with a new isoflavonoid glycoside tectorigenin-7-O-${\beta}$-glucosyl-4'-O-${\beta}$-glucoside (3), were isolated and identified from the rhizomes of I. spuria (Zeal). In addition, 4 known compounds, tectorigenin (2) tectorigenin-7-O-${\beta}$-glucosyl $(1{\leftrightarrow}6)$ glucoside (4), tectoridin (a tectorigenin- 7-O-${\beta}$-glucoside) (5) and tectorigenin-4'-O-${\beta}$-glucoside (6) were isolated and identified for the first time from this plant. The structures of the isolated compounds were determined by spectroscopic methods (UV, IR, $^1H,\;^{13}C$NMR, DEPT, HMQC, NOESY, and HMBC experiments and MS spectrometry) and by comparison with literature data of known compounds. Compounds 2, 4, 5, and 6 are reported for the first time from this plant through the present study.