• Title/Summary/Keyword: 5-hydroxy-2-methyl-1

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Isolation of 4-hydroxy-5-methyl-3[2H]-furanone from Pine Needles as an Antioxidative Principle (솔잎으로부터 항산화 성분인 4-hydroxy-5-methyl-3[2H]-furanone의 분리)

  • Boo, Yong-Chool;Jeon, Che-Ok;Oh, Ji-Yeon
    • Applied Biological Chemistry
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    • v.37 no.4
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    • pp.310-314
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    • 1994
  • An antioxidant was isolated from pine needles. This compound was identified as 4-hydroxy-5-methyl-3[2H]-furanone on the basis of spectroscopic evidences and by the comparison with the synthetic one from the Maillard reaction of xylose and glycine. It scavenged 1,1-diphenyl-2-picrylhydrazyl free radicals more efficiently than 4-hydroxy-2,5-dimethyl-3[2H]-furanone and $3-hydroxy-2-methyl-{\gamma}-pyrone$ did. It exhibited inhibitory effects on the autoxidation of 3,4-dihydroxyphenylalanine and linolenic acid.

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Synthesis of 4-Hydroxy-2-Methyl-N-(Cyclohexyl)-2H-1, 2-Benzothiazine-3-Carboxamide-1, 1-Dioxide via 1,3-Oxazine Compounds (1, 3-Oxazine화합물로부터 4-Hydroxy-2-Methyl-N-(Cyclohexyl)-2H-1, 2-Benzothiazine-3-Carboxamide-1, 1-Dioxide 의 합성)

  • 서정진;홍유화
    • YAKHAK HOEJI
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    • v.31 no.4
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    • pp.219-223
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    • 1987
  • 2-Cyclohexylimino-3-cyclohexyl-5-methyl-4-oxo-2H, 5H-1, 3-oxazino [5,6-C]-1, 2-benzothiazine-6,6-dioxide 2 was hydrolized in d-HCl/$CH_3$CN to give 5-methyl-3-cyclohexyl-2H, 5H-1, 3-oxazino [5, 6-C]-1, 2-benzothiazine-2, 4(3H)-dione 6, 6-dioxide 3 in 82% yield. The alkaline hydrolysis of 3 afforded to 4-hydroxy-2-methyl-N-(cyclohexyl)-2H-1, 2-benzothiazine-3-carboxamide-1, 1-dioxide 4 in 88% yield. On the other hand 3 was synthesized from 4 and ethylchloroformate on the reversed procedure.

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Volatile Compounds from Root Shell of Juglans mandshurica (가래나무 뿌리껍질의 휘발성 화합물)

  • Kwon, Dong-Joo;Kim, Jin-Kyu;Bae, Young-Soo
    • Journal of Korean Society of Forest Science
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    • v.97 no.3
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    • pp.199-203
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    • 2008
  • By comparison of mass fragmentation pattern of each component with two modern MS libraries (NIST and Wiely 6), those were identified to one aliphatic alcohol (3-ethyl-2-methyl-1-pentene-3-ol) and three naphthoquinone derivatives (1,4-naphthoquinone, 5-hydroxy-1,4-naphthoquinone (juglone) and 5-hydroxy-2-methyl-1,4-naphthoquinone (plumbagin)). According to the quantitative study with authentic compounds of three naphthoquinone derivatives, 1,4-naphthoquinone and 5-hydroxy-1,4-naphthoquinone were the major volatile components in the root shell of Juglans mandshurica and their amounts were ca. $54.4{\mu}g/g$ and $21.3{\mu}g/g$, respectively.

Synthesis and in Vitro Stability Evaluations of 5-(2'-(N-(1-methyl-3'-carbamylphenyl)-n-propyl))aminoethyl)-8-hydroxy-4-methylcarbostyril Derivatives (5-(2'-(N-(1-메틸-3-(3'-카바밀페닐)-n-프로필))아미노에틸)-8-히드록시-4- 메틸카보스티릴 유도체의 합성 및 안정성 연구)

  • 윤성화;박규순
    • YAKHAK HOEJI
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    • v.39 no.5
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    • pp.506-510
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    • 1995
  • The 5-(2'-(N-(1-methyl-3'-carbamylphenyl)-n-propyl))aminoethyl)-8- hydroxy-4-methyl-carbostyril derivatives which have isoelectronic and isosteric structural similarity with dobutamine without having the Catechol-O-Methyltransferase (COMT) vulnerable m-hydroxy group were synthesized via 7 synthetic steps, and their stabilities in phosphate buffer solution(pH=7.4), human blood. 80% human plasma and 20% rat liver homogenate were determined in vitro condition.

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Component Analysis of major Softwood and Hardwood Vinegars (주요 침ㆍ활엽수 목초액의 성분분석)

  • 황병호;조재현;배영수
    • Journal of Korea Foresty Energy
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    • v.21 no.2
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    • pp.69-76
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    • 2002
  • To collect the basic data for the use of major softwood and hardwood vinegar, the chemical compositions were analized. In softwood vinegar the phenolic compounds derieved from lignin and extractives are vanillin, guaiacol, 3-methylphenol, acetoguaiacone, 1,2-benzenediol, ethylguaiacol, pyrocatechol. The compound derived from carbohydrates is 2-hydroxy-3-methyl-2-cyclopenten-1-one. The isolated compounds are the most in the phenolic fraction, and in the vinegar of Pinus koraiensis. In hardwood vingar 2-methoxyphenol, 2,6-djmethoxyphenol, 1-(4-hydroxy-3-methoxyphenyl) -ethanone, 3-methoxy-4-hydroxybenzylalcohol, 1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone are the compounds derived from lignin and extractives. 2-hydroxy-3-methyl-2,4-cyclopen-1-one, methyl-4-t-butyl-2-furoate are the major compounds derived from the decomposition of carbohydrates. Many different kinds of compounds are analized in the neutral, phenolic and acidic fraction of hardwood vinegar The amount and kinds of compounds in hardwood vinegar are more higher than those of softwood than in softwood.

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Antibacterial Activities of Persimmon Roots-derived Materials and 1,4-Naphthoquinone's Derivatives against Intestinal Bacteria

  • Kim, Hyung-Wook;Lee, Chi-Hoon;Lee, Hoi-Seon
    • Food Science and Biotechnology
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    • v.18 no.3
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    • pp.755-760
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    • 2009
  • The growth-inhibiting activities of persimmon roots-derived materials against intestinal bacteria were evaluated and compared with that of 1,4-naphthoquinone as a positive control. The active constituent isolated from persimmon roots was characterized as 5-hydroxy-2-methyl-1,4-naphthoquinone using various spectroscopic analyses. Treatment with 1,4-naphthoquinone at a dose of 1.0 mg/disc strongly inhibited the growth of 6 intestinal bacteria. Furthermore, when the structure-activity relationships of 1,4-naphthoquinone's derivatives were evaluated, 5-hydroxy-2-methyl-1,4-naphthoquinone and 2-methyl-1,4-naphthoquinone were found to strongly inhibit the growth of Clostridium difficile, Clostridium perfringens, and Escherichia coli without adversely affecting the growth of Bifidobacterium adolescentis, Bifidobacterium longum, and Lactobacillus acidophilus. Additionally, 2-hydroxy-1,4-naphthoquinone and 5-hydroxy-1,4-naphthoquinone strongly inhibited the growth of C. difficile and C. perfringens, but did not inhibit the growth of E. coli. Taken together, these results indicate that persimmon roots-derived materials and some of 1,4-naphthoquinone's derivatives could be useful preventive agents against diseases caused by harmful intestinal bacteria.

Analysis of Methyl 5-Hydroxy-dinaphtho[1,2-2',3']furan-7,12-dione-6-Carboxylate Derivatives (메틸 5-하이드록시 디나프토[1,2-2',3']푸란-7,12-디온-6-칼복시레이트 유도체의 분리 분석)

  • Woo, Young-Ah;Kang, Kyoung-Hwan;Shin, Joon-Su;Jang, Hae-Seon;Kim, Bak-Kwang
    • YAKHAK HOEJI
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    • v.38 no.5
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    • pp.516-519
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    • 1994
  • The derivatives of methyl 5-hydroxy-dinaphtho[1,2-2',3']furan-7,12-dione-6-carboxylate (MHDDC) were synthesized by condensing alkyl sulfate or alkyl halide with MHDDC in organic solvent, and their structures were identified by NMR, MS, UV, IR etc. We also investigated the physico-chemical properties, physiological activities, and set up the micro-analytical method of the compounds.

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Physico-chemical properties and mechanism of color change of methyl 5-hydroxy-dinaphtho [1, 2-2', 3'] furan-7, 12-dione-6-carboxylate (메틸 5-하이드록시 디나프토 [1, 2-2', 3'] 후란-7, 12 디온 6-키복시레이트의 물성 및 변색기전)

  • 장혜선;박유미;강경환;우영아;박정일;김박광
    • YAKHAK HOEJI
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    • v.37 no.2
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    • pp.198-203
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    • 1993
  • Physico-chemical properties of methyl 5-hydroxy-dinaphtho[1,2-2',3'] furan-7,12-dione-6-carboxylate(MHDDC) were examined. The yellowish color of the solution at pH 8 below changes to a bluish color when the solution is basified to pH 10 above. This color change was presumed to a change of the molecular structure from a quinoid-type to a quinoid-type with the dissociation to the hydroxyl group as shown in chart 1.

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The Constituents of Paulownia tomentosa Stem (참오동나무 줄기의 성분 연구)

  • 박유미;장성기;김연수;김박광
    • YAKHAK HOEJI
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    • v.35 no.4
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    • pp.301-307
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    • 1991
  • A benzofuran substance was isolated from the methanol extract of Pauownia tomentosa stem which has been used to treat against gonorrhoea and contusion etc. in the oriental traditional medicine. Its structure was elucidated as methyl-5-hydroxy-[1, 4]naphthoquino-[2, 3-b]benzo-[I, 2-g] benzofuran-6-carboxylate by X-ray crystallography and various spectroscopic evidences and also other three known compounds, paulownin, sesamin, $\beta$-sitosteryl-3-O-$\beta$-D-glucopyranoside, were obtained.

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