• Title/Summary/Keyword: Alpha Hydroxy Acid

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A New Furofuran Lignan with Antioxidant and Antiseizure Activities from the Leaves of Petasites japonicus

  • Min Byung-Sun;Cui Hui Song;Lee Hyeong-Kyu;Sok Dai-Eun;Kim Mee Ree
    • Archives of Pharmacal Research
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    • v.28 no.9
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    • pp.1023-1026
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    • 2005
  • A new furofuran lignan (1) was isolated from the n-butanol fraction of the methanolic extract of the leaves of Petasites japonicus (Sieb. et Zucc.) Maxim. (Compositae). The structure of compound 1 was determined to be $2{\alpha}-(4'-hydroxy-3'-methoxyphenyl)-6{\alpha}-(4"-hydroxy-3"-methox­yphenyl)-8{\alpha}-hydroxy-3, 7-dioxabicyclo[3.3.0]octane\;4'-O-({\beta}-D-glucopyranoside)$ by spectroscopic methods including 2D-NMR. In further studies, it was found that the compound 1 expressed an antioxidant activity in DPPH radical scavenging assay, and moreover, ameliorated the seizure in kainic acid-treated mice.

The Stereospecific Synthesis of Abscisic Acid

  • Park, Oee-Sook;Lee, W.Y.;Park, J.C.
    • Korean Journal of Pharmacognosy
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    • v.17 no.1
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    • pp.67-72
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    • 1986
  • A stereospecific synthesis of 3-methyl-5-(1-hydroxy-4-oxo-2,6,6-trimethyl-2-cyclohexen-1-yl)-cis, trans-2,4-pentadienoic acid (abscisic acid) from ${\alpha}-ionone$ has been investigated. Ethyl 5-(2,6,6-trimetyl-2-cyclohexen-1-yl)-trans-4-penten-2-ynoate $({\alpha},{\beta}-acetylenic\;ester)$, which was synthesized from alpha-ionone in two steps, was stereospecifically converted in good yield into ethyl 3-methyl-5-(2,6,6-trimethyl-2-cyclohexen-1-yl)-cis, trans-2, 4-pentadienoate $({\alpha}-ionylideneacetate)$ by the conjugate addition of lithium dimethylcuprate at $-78^{\circ}C$. Basic hydrolysis of the ethyl ${\alpha}-ionylideneacetate$ gave an abscisic acid precursor, 3-methyl-5-(2,6,6-trimethyl-2-cyclohexen-1-yl)-cis, trans-2,4-pentadienoic acid, which can be oxidized to yield abscisic acid.

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Ln-resin and HIBA Method for La-Ce and Sm-Nd Isotope Measurement (La-Ce 및 Sm-Nd 동위원소계 측정을 위한 란탄-레진법과 HIBA(Hydroxy Isobutyric Acid)분리법의 상호비교)

  • Lee, Seung-Gu;Lee, Hyomin;Asahara, Yoshihiro;Lee, Mi-Jeong;Choo, MiKyeong;Lee, SeungRyeol
    • The Journal of the Petrological Society of Korea
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    • v.21 no.4
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    • pp.431-439
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    • 2012
  • A column chemistry is the most useful tools for isolating the elements of interest in isotope geochemistry. Here we introduce the chemical experimental procedure for Sm, Nd, La and Ce separation such as Teflon powder or Ln-resin method using HDEHP of KIGAM, KBSI, KOPRI and ${\alpha}$-HIBA(${\alpha}$-Hydroxy Isobutyric acid) method of Nagoya University, Japan. This technical report will provide an useful information in selecting the experiment method for rare earth element isotope system study such as Sm-Nd and La-Ce isotope system.

Stereoselective Synthesis of Diverse α-Hydroxy-β-amino Acids and It's Application for Synthesis of Dipeptide Expecting as a Protease Inhibitor

  • Jang, Sang-Hun;Kim, Ju-Young;Kim, Min-Kyu;Han, Jeong-Woo;Park, Ki-Hun;Yoon, Yong-Jin;Lee, Sang-Gyeong
    • Bulletin of the Korean Chemical Society
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    • v.30 no.1
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    • pp.163-171
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    • 2009
  • Few $\alpha$-Hydroxy-$\beta$-amino acids were synthesized via various nucleophilic addition of the epoxide and followed by stereoselective nucleophilic substitution reaction and eliminative cleavage of the acetal selectively in diacetal compound. One of the synthesized $\alpha$-Hydroxy-$\beta$-amino acid reacted with L-leucine methylester to give corresponding dipeptide in good yields.

Biological Control of Phytophthora Blight of Red-pepper Caused by Phytophthora capsici.;Ⅲ. Identification of the Antifungal Substances Produced by Pseudomonas sp. A - 183. (고추역병균(疫病菌)(Phytophthora capsici)의 생물학적(生物學的) 방제(防除);Ⅲ. 항균물질(抗菌物質)의 구조분석(構造分析))

  • Chang, Yoon-Hee;Jang, Sang-Moon;Choi, Jyung;Lee, Dong-Hoon
    • Korean Journal of Environmental Agriculture
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    • v.16 no.1
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    • pp.1-6
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    • 1997
  • This study was carried out to identify the three antifungal substances isolated from the culture medium of Pseudomonas sp. A-183 which is antagonistic against Phytophthora capsici. The substance A and B showed positive reactions at the Molish test and Anthrone test, but negative one at the Fehling test, strongly suggesting that both substance A and B had nonreducing sugar frameworks. The substance C only exhibited the phenomenon of the UV induced fluorescence. From the qualitative analysis with the spectroscopic techniques such as UV, Mass, IR and NMR, the substance A and B were known to be composed to sugar and fatty acid, and showed a base peak of 171(m/e). It was identified that substance A was $(2-O-L-rhamnosyl-{\alpha}-L-rhamnosyl-{\beta}-hydroxydecanoyl-{\beta}-hydroxy$ decanoic acid) and the substance B was $({\alpha}-L-rhamnosyl-{\beta}-hydroxydecanoyl-{\beta}-hydroxy$ decanoic acid). The substance C was identified as a phenazine from the results of qualitative analysis with the spectroscopic techniques such as UV, Mass, IR and NMR.

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Cerebrosides and Terpene Glycosides from the Root of Aster scaber

  • Kwon, Hak-Cheol;Cho, Ock-Ryun;Lee, Kang-Choon;Lee, Kang-Ro
    • Archives of Pharmacal Research
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    • v.26 no.2
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    • pp.132-137
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    • 2003
  • Three cerebrosides 2, 3, and 5 and two terpene glycosides 1 and 4 have been isolated from the methanol extract of the root of Aster scaber. Their structures were determined as 3-Ο-$\beta$-D-glucuronopyranosyl-oleanolic acid methyl ester (1), (2S, 3S, 4R, 2 R, 8Z, 15 Z)-N-2 -hydroxy-15 -tetracosenoyl-1-Ο-$\beta$-D-glucopyranosyl-4-hydroxy-8-sphingenine (2), (2S, 3S, 4R, 8Z)-N-octadecanoyl-1-Ο-$\beta$-D-glucopyranosyl-4-hydroxy-8-sphingenine (3), 1$\alpha$-hydroxy-6$\beta$-Ο-$\beta$-D-glucosyl-eudesm-3-ene (4), and (2S, 3S, 4R, 2 R, 8Z)-N-2 -hydroxy-hexadecanoyl-1-Ο-$\beta$-D-glucopyranosyl-4-hydroxy-8-sphingenine (5) on the basis of spectroscopic methods.

Anti-oxidative Activities of Phenolic Compounds from barks of Pinus densiflora Siebold et Zuccarini

  • Kwon, Joo-Hee;Kwon, Yong-Min;Choi, Sun-Eun;Park, Kwan-Hee;Lee, Min-Won
    • Natural Product Sciences
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    • v.16 no.1
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    • pp.10-14
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    • 2010
  • Phytochemical examination of the barks of Pinus densiflora Siebold et Zuccarini has led to the isolation of one phenylpropanoid, one lignan, one flavonoid, one flavan 3-ol and two procyanidins : 4-O-$\beta$-D-glucopyranosyl-p-coumaric acid (1), 2,3-dihydro-2-(4-methoxy)-7-hydroxy-3-hydroxymethyl-5-(3-hydroxy propyl)-benzofuran 3-O-$\alpha$-D-glucopyranoside (2), taxifolin 3'-O-$\beta$-D-glucopyranoside (3), (+)-catechin (4), procyanidin B1 (5) and epicatechin-($4{\beta}$-8)-catechin-($4{\alpha}$-8)-catechin (6). Among them, Compound 4, 5 and 6 showed potent anti-oxidative activities and these anti-oxidative activities were significantly different compared with ascorbic acid as positive control.

Phenolic Constituents of Boehmeria pannosa and α-Glucosidase Inhibitory Activity (왕모시풀의 페놀성 성분 및 항당뇨 활성)

  • Ryu, Se Hwan;Kim, Seon Beom;Yeon, Sang Won;Turk, Ayman;Jo, Yang Hee;Hwang, Bang Yeon;Ahn, Mi-Jeong;Lee, Mi Kyeong
    • Korean Journal of Pharmacognosy
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    • v.50 no.4
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    • pp.239-244
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    • 2019
  • Boehmeria pannosa (Urticaceae) is a perennial herb widely distributed in Korea. In this study, investigation on the constituents of B. pannosa was conducted by chromatographic techniques and spectroscopic analysis. As a result, nine compounds including eight phenolic compounds, 3-hydroxy-1-(4-hydroxyphenyl)propan-1-one (1), β-hydroxypropiovanillone (2), C-veratroylglycol (3), 3-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-propan-1-one (4) 2,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl) -1-propanone (5), p-coumaric acid (6), 4-hydroxybenzoic acid (7), vanillic acid (8) and one lignan, (-)-(7R,8S)-dihydrodehydrodiconiferyl alcohol (9) were isolated from the EtOAc-soluble fraction of B. pannosa. Among them, compounds 5, 6 and 9 inhibited α-glucosidase inhibitory activity more than 50% at the concentration of 100 μM.

A study on manufacturing formation of the MLV liposomes by the microfludizer (마이크로플루다이저를 사용한 MLV liposome 형성에 관한 연구)

  • 김인영;김중희
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.21 no.1
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    • pp.38-52
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    • 1995
  • The liposomes have been developed in many drugs and cosmetics fields. In this context, it should be mentioned that MLV liposomes can be prepared standing with the main compounds of the intercellular lipids, cholesterol, palmitic acid, cholesteryl ester and lecithin, by swelling reaction. We report properties of the formation of MLV liposomes with use of the lipid base and Microfluidizer. MLV liposomes formed as multilamellar vesicles(MLV). The effect of the gelation of MLV liposomes have been on swelling reaction which have been mixed lipid with polyol and water phase at high temperature(90$\pm$5$^{\circ}C$). MLV liposomes have been prepared in incorporating alpha hydroxy acid ligrediens. Optimum condition of MLV liposomes were passed three times in the microfluidizer, particle size of the vesicles should be within 150-350nm and those confirmed by freeze-fracture electron microscopy.

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Chemical constituents from the whole plants of Euphorbia supina Rafin (애기땅빈대의 화학적 성분)

  • An, Ren-Bo;Kwon, Ji-Wung;Kwon, Tae-Oh;Chung, Wan-Tae;Lee, Hye-Suk;Kim, Youn-Chul
    • Korean Journal of Pharmacognosy
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    • v.38 no.3 s.150
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    • pp.291-295
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    • 2007
  • Eight compounds were isolated from the whole plants of Euphorbia supina (Euphorbiaceae) through repeated silica gel, YMC gel and Sephadex LH-20 column chromatography. Their chemical structures were elucidated as 7-hydroxy-6-methoxycoumarin (scopoletin) (1), p-hydroxybenzaldehyde (2), methyl gallate (3), gallic acid (4), quercetin (5), quercetin $3-O-{\alpha}-L-arabinofuranoside$ (avicularin) (6), kaempferol $3-O-{\alpha}-L-arabinofuranoside$ (juglanin) (7) and kaempferol $3-O-{\beta}-D-glucopyranoside$ (astragaline) (8) by spectroscopic (NMR and MS) analysis.