• Title/Summary/Keyword: 5-hydroxy-7-(4

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Isolation of COX-2 Inhibitors from Alpinia officinarum (양강으로부터 COX-2 억제활성물질의 분리)

  • Kim, Ju-Sun;Son, Kun-Ho;Kim, Hyun-Pyo;Chang, Hyeun-Wook;Kang, Sam-Sik
    • Korean Journal of Pharmacognosy
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    • v.31 no.1
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    • pp.57-62
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    • 2000
  • By bioassay-guided fractionation followed by chromatographic separation of the MeOH extract of Alpinia Rhizome, five COX-2 inhibitors were isolated and characterized as pinocembrin, galangin 3-methyl ether, galangin, kaempferid, and 5-hydroxy-7-(4'-hydroxy-3'-methoxyphenyl)-1-phenyl-3-heptanone.

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Growth of Pseudomonas aeruginosa in Cosmetics(Emulsion-type) and the Effect of Antiseptics (화장품(에멀젼형)에서 Pseudomonas aeruginosa의 성장과 방부살균제효과)

  • 류미숙;김장규김남기
    • KSBB Journal
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    • v.7 no.2
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    • pp.118-125
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    • 1992
  • Most of cosmetics are emulsion-type products which contain the sources of nutrition, i.e., vegetable oil, mineral oil and carbohyrate etc.. These additives are usually very susceptible to the contamination by microorganisms. The purpose of this study is to obtain the data necessary not only to prevent dermalopathia occurred by microbials but also to maintain the quality. In this experiment we observed the growth of P.aeruginosa in the cosmetics with or without antiseptics so as to prevent contamination. During the contamination period, the phase became unstable and creaming phenomina was happened together with some discoloration and bad smell. The pH of cosmetic was decreased from 7.6 to 6.0 and the concentration was increased from 1.443 to 1.453 in terms of refractive index during 40 days incubation. By adding antiseptics to the cosmetics, the number of P. aeruginosa from the challenge test method were decreased from $10^8$ cell/ml to $5{\times}10^3$ cell/ml. For the antibacterial effect against P. aeruginosa, p-hydroxy benzoic acid propyl ester in phosphoric acid buffer solution showed the best result.

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Boron Trifluoride Etherate-Catalyzed Formation of 3,4,5,6-Tetrahydro-7-hydroxy-2-(1,3-dithian-2-yl)-9-alkyl-2,6-methano-2H-1-benzoxocin Derivatives

  • Baek, Seung-Hwa;Yook, Chan-Nam;Park, No-Yeun
    • Bulletin of the Korean Chemical Society
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    • v.12 no.6
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    • pp.633-635
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    • 1991
  • 3,4,5,6-Tetrahydro-7-hydroxy-2-(1,3-dithian-2-yl)- 9-alkyl-2,6-methano-2H-1-benzoxocin derivatives are readily prepared by boron trifluoride etherate-catalyzed formation of 5-alkylresorcinols with 1-thioxolanyl-2-cyclohexenol. The yieldis the highest with 5-(1,1-dimethylheptyl)resorcinol. The one with 5-pentylresorcinol is higher than with 5-methylresordnol and resorcinol apparently because of steric effects. The yields of the product increase; 3a(7%), 3b(22%), 3c(38%) and 3d(50%).

Synthetic Route for New (Z)-5-[4-(2-Chloroquinolin-3-yl) Methoxy]benzylidinethiazolidine-2,4-diones

  • Jawale, Dhanaji V.;Pratap, Umesh R.;Mane, Ramrao A.
    • Bulletin of the Korean Chemical Society
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    • v.32 no.7
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    • pp.2171-2177
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    • 2011
  • Synthetic route has been developed for the synthesis of new (Z)-5-[4-(2-chloroquinolin-3-yl) methoxy]benzyl-idinethiazolidine-2,4-diones (6a-h) starting from 2-chloro-3-hydroxymethyl quinolines (2a-h). The hydroxy methyl quinolines on tosylation yielded (3a-h). Condensation of the tosyl intermediates with 4-hydroxy benzaldehydes has been carried in DMF in presence of $K_2CO_3$ and obtained 4-quinolinyl methoxy benzaldehydes (4a-h). Conveniently Knoevenagel condensation of quinolinyl methoxy benzaldehydes (4a-h) and 2, 4-thiazolidinedione (5) has been carried in PEG-400 in presence of L-proline and obtained better yields of the titled compounds (6a-h).

Synthesis and Structural Analysis of 2-Amino-4-(4-hydroxy-3-methoxyphenyl)-7,9-dimethyl-5-oxo-4, 5, 6, 7-tetrahydropyrano [2, 3-d] pyrazolo [3, 4-b] pyridine-3-carbonitrile through X-ray Crystallography

  • Ganapathy, Jagadeesan;Jayarajan, R.;Vasuki, G.;Sanmargam, Aravindhan
    • Journal of Integrative Natural Science
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    • v.8 no.1
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    • pp.30-39
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    • 2015
  • The crystal structure of the potential active 2-amino-4-(4-hydroxy-3-methoxyphenyl)-7, 9-dimethyl-5-oxo-4, 5, 6, 7-tetrahydropyrano [2, 3-d] pyrazolo [3, 4-b] pyridine-3-carbonitrile ($C_{21}H_{22}N_5O_6S$) has been determined from single crystal X-ray diffraction data. In the title compound crystallizes in the monoclinic space group P-1 with unit cell dimension a=8.1201(9)${\AA}$, b=12.2684(4)${\AA}$ and c=12.387(2)${\AA}$ [${\alpha}=69.573^{\circ}$, ${\beta}=12.168^{\circ}$ and ${\gamma}=76.060^{\circ}$]. In the structure the pyrazole, pyridine and pyran are almost coplanar each other. The crystal packing is stabilized by intermolecular C-H...O and N-H... O hydrogen bond interaction.

Isolation and Structural Elucidation of Related Impurities in Canrenone

  • Yang, Ya-Xi;Chen, Guo-Rong
    • Bulletin of the Korean Chemical Society
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    • v.30 no.10
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    • pp.2398-2402
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    • 2009
  • Ten steroidal compounds as impurities in canrenone were isolated from the enriched mother liquor by using various chromatographic methods. Their structures were elucidated by spectrometric analysis, among which three new compounds were characterized as 3-(3-oxo-7$\alpha$-(ethoxycarbonyl)methyl-17$\beta$-hydroxy-4-androsten-17$\alpha$-yl) propionic acid $\gamma$-lactone (1), 3-(3-oxo-7$\alpha$-ethoxy-17$\beta$-hydroxy-4-androsten-17$\alpha$-yl) propionic acid $\gamma$-lactone (2) and 3-(3-oxo- 5$\beta$-propionic acid-$\gamma$-lactone-6$\beta$,17$\beta$-hydroxy-4-androstan-17$\alpha$-yl) propionic acid $\gamma$-lactone (3).

Biosynthesis of Novel Poly(3-hydroxyalkanoates) Containing Alkoxy Groups by Pseudomonas oleovorans

  • Kim, Do-Young;Nam, Jin-Sik;Rhee, Young-Ha;Kim, Young-Baek
    • Journal of Microbiology and Biotechnology
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    • v.13 no.4
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    • pp.632-635
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    • 2003
  • Novel poly(3-hydroxyalkanoates), PHAs, having either methoxy or ethoxy groups as the terminal hydrophilic moieties, were biosynthesized by Pseudolnons oleovorans. grown either solely with 11-alkoxyundecanoic acid or 8-alkoxyoctanoic acid, or grown with a mixture of 6-alkoxyhexanoic acid and nonanoic acid. The PHA synthesized from 11-methoxyundecanoic acid consisted of 88 mol% 3-hydroxy-7-methoxyheptanoate and 12 mol% 3-hydroxy-9-methoxynonanoate. However, the PHA produced from 11-ethoxyundecanoic acid consisted of 56 mol% 3-hydroxy-5-ethoxypentanoate and 44 mol% 3-hydroxy-7-ethoxyheptanoate. The high solubility of the PHAs in methanol and ethanol indicated that the alkoxy groups in the side chains resulted in the formation of PHAs with an enhanced hydrophilicity.

Growth Characteristics and Ingredient Analysis According to the Transplanting Date and Distance of Dendranthema (L.). (감국 정식시기와 거리에 따른 생육특성과 성분 분석)

  • Jung, J.H.;Park, N.B.
    • Journal of Practical Agriculture & Fisheries Research
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    • v.22 no.1
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    • pp.65-77
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    • 2020
  • In order to industrialize of Dendranthema indicum (L.) DesMoul., which is a lot of commercially available and is synonymous with chrysanthemum tea, in the autumn of 2018, Dendranthema indicum (L.) DesMoul. seeds were collected from its own native region, and the seeds were germinated after refrigerated storage. Young seedlings were subjected to experiments in February, March, and April in the open field to examine the effects on the harvesting of leaves by distance and the growth of leaves and stems. The results of analyzing the components by collecting the leaves+stem after collecting the flower of Dendranthema indicum (L.) DesMoul. are as follows. 1. When D. indicum (L.) DesMoul. seedlings were planted according to the transplanting date, the number of flowers was 17.1 in the transplanting date in April. The diameter of the flower was 2.9cm, 16ea, 6.5~6.6g in the fresh weight, and the dry weight of the case was 1.1~1.2g. The leaves were 46~47ea in March and April in the planted area, 5.2~5.3cm in leaf length and 3.5~3.6cm in leaf width. 2. When planted D. indicum (L.) DesMoul. seedlings according to transplanting distance, the number of flowers was 16.2 when planted at 20×20cm intervals and, 16.8~17.1 at 30×30~50×50cm intervals. The diameter of the flower was 2.7~2.8cm, the number of petals was 8, the length of the petal was 0.8 cm, and fresh weight was 6.5~6.6g per flower. Leaves had the largest number of 47 of 30×30cm and 40×40cm, and leaf length appeared at the longest 6.2cm in the 50×50cm treatment area, but 5.2cm in the other treatment areas. 3. The extraction yield of D. indicum (L.) DesMoul. leaves+stems was 7.93%, and the extraction solvent colors were light green at 50, 60% and green at 70, 80, 90, 100%. The extraction yield of D. indicum (L.) DesMoul. flowers was 7.58%, the color of the extraction solvent was light yellow at 50, 60 and 70%, yellow at 80 and 90%, and dark yellow at 100%. 4. We confirmed 11 kinds of ingredients such as in D. indicum (L.) DesMoul. flowers are gallic acid, 4-hydroxy benzoic acid, methyl gallate, 4-hydroxy-3-methoxy benzoic, caffeic acid, salicylic acid, p-coumaric acid, sinapic acid, naringin, 4-melthoxyben, flavone. The content was 29.200-36.900ppm. 5. The components contained in the D. indicum (L.) DesMoul. leaf+stem, salicylic acid appeared at 6,129.526ppm, and the next 4-methoxyben was 1,966.714ppm. It was methyl gallate 8.197ppm, 4-hydroxy-3-methoxy benzoic 6.994ppm, caffeic acid 5.566ppm, flavone 4.522ppm, p-coumaric acid 3.787ppm, gallic acid 1.893ppm that appeared in the content below 10ppm.

Compounds from the Aerial Part of Saururus chinensis and Their Cytotoxic Activity

  • Min, Byung Sun;Tran, Thi Thu Trang
    • Natural Product Sciences
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    • v.18 no.4
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    • pp.227-232
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    • 2012
  • Ten known compounds, 7-hydroxysauchinone (1), sauchinone (2), di-O-methyltetrahydrofuriguaiacin B (3), henricine (4), saucerneol K (5), meso-dihydroguaiaretic acid (6), (-)-guaiacin (7), (3R,4S)-4-(4-hydroxy-3-methoxyphenyl)-4-methoxy-3-methylbutan-2-one (8), (E)-7-(4-hydroxy-3-methoxyphenyl)-7-methylbut-8-en-9-one (9), and licarin A (10), were isolated from aerial part of Sarurus chinensis. The chemical structures of these compounds were determined on the basis of spectroscopic analyses including 2D NMR. Compounds 1 - 10 were evaluated for their cytotoxic activity against the HL-60, MCF-7, and A549 cancer cell lines in in vitro.

Metabolite Chemical Composition of the Bletilla striata (Thunb.) Reichb. f. Endophyte Penicillium oxalicum

  • Ran Liu;Xuehua Han;Jing Gao;Min Luo;Dale Guo;Guangzhi Wang
    • Mycobiology
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    • v.51 no.3
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    • pp.148-156
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    • 2023
  • Penicillium oxalicum strain can be isolated from the Bletilla striata (Thunb.) Reichb. f. tubers. Its solid-state fermentation products are concentrated by percolation extraction. Separation and purification have been conducted to the ethyl acetate extracts by preparative HPLC. Based on the use of spectrometry, we have determined 17 known compounds, 12,13-dihydroxy-fumitremorgin C (1), pseurotin A (2), tyrosol (3), cyclo-(L-Pro-L-Val) (4), cis-4-hydroxy-8-O-methylmellein (5), uracil (6), cyclo-(L-Pro-L-Ala) (7), 1,2,3,4-tetrahydro-4-hydroxy-4-quinolin carboxylic acid (8), cyclo-(Gly-L-Pro) (9), 2'-deoxyuridine (10), 1-(b-D-ribofuranosyl)thymine (11), cyclo-(L-Val-Gly) (12), 2'-deoxythymidine (13), cyclo-(Gly-D-Phe) (14), cyclo-L-(4-hydroxyprolinyl)-D-leucine (15), cyclo-(L)-4-hydroxy-Pro-(L)-Phe (16), uridine (17). Here, we report compounds 1-3, 5, 7-8, 11-12, 14-17 are first found and isolated from this endophyte.