• Applied Biological Chemistry
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• 제37권4호
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• pp.310-314
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• 1994

솔잎으로부터 프리 라디칼 소거 작용이 있는 물질을 분리하고, 여러 기기 분석 결과에 근거하여 4-hydroxy-5-methyl-3[2H]-furanone으로 동정하였다. 아울러 xylose와 glycine의 Maillard 반응을 통하여 이 물질을 합성하였다. 이 물질은 1,1-diphenyl-2-picrylhydrazyl(DPPH) 프리 라디칼에 대해 소거 작용을 보였으며(100 M의 DPPH의 50%를 환원 시키는데 필요한 농도, 즉 $SC_{50}=26\;{\mu}M$) 이는 구조적으로 유사한 공지의 항산화 물질인 $4-hydroxy-2,5-dimethyl-3[2H]-furanone(SC_{50}=53\;{\mu}M)$과 $3-hydroxy-2-methyl-{\gamma}-pyrone(SC_{50}=4.0\;mM)$에 비해 강력한 것이다. 4-Hydroxy-5-methyl-3[2H]-furanone은 3,4-dihydroxyphenylalanine과 linolenic acid의 자동 산화에 대해서 억제 작용을 나타내었다.

• 약학회지
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• 제31권4호
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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.

• 한국산림과학회지
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• 제97권3호
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• pp.199-203
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• 2008

가래나무 뿌리껍질에서 단리한 4종의 휘발성 성분을 GC-MS를 이용하여 화학구조를 규명하였다. 각 성분들의 fragment pattern은 NIST와 Wiely 6 스펙트럼과 비교하여 aliphatic alcohol인 3-ethyl-2-methyl-1-pentene-3-ol과 naphthoquinone 유도체인 1,4-naphthoquinone, 5-hydroxy-1,4-naphthoquinone (juglone) 및 5-hydroxy-2-methyl-1,4-naphthoquinone (plumbagin)임을 확인하였다. 정량분석 결과 1,4-naphthoquinone $54.4{\mu}g/g$, 5-hydroxy-1,4-naphthoquinone $21.3{\mu}g/g$, 5-hydroxy-2-methyl-1,4-naphthoquinone $17.1{\mu}g/g$의 함량을 나타냈으며, 1,4-naphthoquinone과 5-hydroxy-1,4-naphthoquinone은 가래나무 뿌리껍질의 주요 휘발성 성분이었다.

• 약학회지
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• 제39권5호
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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.

• 임산에너지
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• 제21권2호
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• pp.69-76
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• 2002

주요 침ㆍ활엽수 목초액의 합리적 이용을 위한 기초자료를 얻기 위하여 그 화학성분을 분석한 결과를 정리하면 다음과 같다. 침엽수 목초액에서는 리그닌과 추출성분에서 유래하는 페놀성 화합물 즉, vanillin, guaiacol, 3-methylphenol, acetoguaiacone, 1,2-benzendiol, ethylguaiacol, pyroctechol 등이 분석되었다. 탄수화물에서 유래되는 화합물로서는 2-hydroxy-3-methyl-2-cyclopenten-l-one, 3,4-dimethyl-3-hexen-2-one, 6-methyl-3-(1-methylethyl)-2-cycolhexen-1-one 등이 분석되었다. 또한 각 분획 중에서는페놀성 분획에서 많은 종류의 화합물들이 단리되었다. 활엽수 목초액에서도2-methoxyphenol, 2,6-dimethoxyphenol, 1-(4-hydroxy-3-methoxyphenyl)-ethanone, 3-methoxy-4-hydroxybenzylalcohol, 1-(4-hydroxy-3,5-dimethoxyphenyl)-ethanone 등이 리그닌과 추출성분으로부터 유래되는 물질들이 분획되었다. 2-Hydroxy-3-methy1-2, 4-cyclopen-1-one, methyl-4-t-butyl-2-furoate 등은 탄수화물의 분해에 의해 생성되는 주요 물질이다. 활엽수 목초액에서는 역시 중성, 페놀성, 산성 분획에서 많은 물질들이 분석되었으며, 활엽수 목초액이 침엽수 목초액보다 많은 물질들이 생성된 것을 알 수 있으며, 그 종류도 더 많이 분석되었다.

• Food Science and Biotechnology
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• 제18권3호
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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.

• Archives of Pharmacal Research
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• 제15권4호
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• pp.371-373
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• 1992

3, 4, 5, 6, -Tetrahydro-7-hydroxy-2-methyl-9-alkyl-2, 6-methano-2H-1-benzoxocins are readily prepared by baron trifluoride etherate-catalyzed cyclization of resorcinols with cyclic allylic alcohol.

• 약학회지
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• 제38권5호
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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.

• 약학회지
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• 제37권2호
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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.

• 약학회지
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• 제35권4호
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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.