• Title/Summary/Keyword: beta-hydroxy acid

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Isolation of Antimicrobial Components from Moutan Cortex (목단피로부터 항균활성 성분의 분리)

  • Kwon, Oh-Geun;Kim, Sung-Hwan;Chun, Byung-Yeol;Park, Chae-Kyu;Son, Kun-Ho
    • Korean Journal of Pharmacognosy
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    • v.30 no.3
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    • pp.340-344
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    • 1999
  • To evaluate antimicrobial activity of Moutan cortex the compounds isolated from $CHCl_3$ and EtOAc fractions of Moutan cortex were subjected to eight pathogenic strains. Benzoic acid, witch was identified from the $CHCl_3$ fraction, had MICs with $625{\sim}1,250\;{\mu}g/ml$ against all of the strains tested. Methyl gallate, p-hydroxy benzoic acid, gallic acid and $1,2,3,4,6-penta-O-gallyol-{\beta}-D-glucose$, which were identified from the EtOAc fraction, showed the antimicrobial activity, and the methyl gallate had the widest antimicrobial activity with MICs of $625{\sim}5,000\;{\mu}g/ml$ against all strains tested. p-Hydroxy benzoic acid showed MICs of $1,250{\sim}2,500\;{\mu}g/ml$ against all of the strains tested except C.albicans. Gallic acid had the best antimicrobial activities with MICs against the Shigella dysenteriae and Streptococcus mutans-strains of 78.1 and $312.5\;{\mu}g/ml$, respectively, but not against the C. albicans. And $1,2,3,4,6-penta-O-gallyol-{\beta}-D-glucose$ had the best antimicrobial activitie with MICs against the B. cereus, Staph. epidermidis and C. albicans strains of 39.1, 39.1 and $156.3\;{\mu}g/ml$, respectively, but not against the E. coli and Shig. Dysenteriae.

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A Phenolic Glucoside and Steroidal Sapogenins of Solanum Iyratum (배풍등의 페놀성 배당체 및 스테로이드 사포게닌)

  • Kang, So-Young;Sung, Sang-Hyun;Park, Jong-Hee;Cho, Jung-Hee;Kim, Young-Choong
    • YAKHAK HOEJI
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    • v.44 no.6
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    • pp.534-538
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    • 2000
  • A phenolic glucoside and two steroidal sapogenins were isolated from the aerial part of Solanum Iyratum (Solanaceae). They were identified as 2-hydroxy-3-methoxybenzoic acid glucose ester (1), ${\Delta}^{3,5}$-deoxytigogenin ((25R)-spirosta-3,5-diene) (2), diosgenin (($3{\beta}$, 25R)-spirost-5-en-3-ol) (3), respectively by several spectroscopic methods including IR, MS and NMR. Compound 1 has not been previously isolated from Solanaceae plants. Compounds 2 and 3 are isolated from S. Iyratum for the first time in the present study.

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Isolation of Anticancer Agents from the Leaves of Platycarya strobilacea S. et Z. (굴피나무잎으로부터 항암활성을 갖는 천연물질의 분리)

  • Kim, Yang-Il;Cho, Tai-Soon;Lee, Seung-Ho
    • Korean Journal of Pharmacognosy
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    • v.27 no.3
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    • pp.238-245
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    • 1996
  • The activity guided fractionation of $CH_2Cl_2$ soluble part of Platycarya strobilacea leaves(Juglandaceae) has led to the isolation of eight active principles, identified as 5-hydroxy-2-methoxy-1,4-naphthoquinone(1), ursolic acid(2), gallic acid(3), 4,8-dihydroxynaphthalene $1-O-{\beta}-_D-glucoside(4)$, eriodictyol(5), quercetin $3-O-(2'-O-galloyl)-{\beta}-_D-glucoside(6)$. quercetin $3-O-(2'-O-galloyl)-{\beta}-_D-galactoside(7)$ and quercetin $3-O-{\alpha}-_L-rhamnoside(8)$ by the means of chemical and spectral evidence, respectively.

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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.

[$(3aR^*,6aS^*)$-6a-Hydroxy-Asymmetric Synthesis of cyclopenta[b]pyrrole-3a-carboxylate and Determination of Its Stereostructure via NMR Spectrum ($(3aR^*,6aS^*)$-6a-Hydroxy-cyclopenta[b]pyrrole-3a-carboxylate의 부제합성 및 NMR 스텍트럼을 통한 입체구조의 결정)

  • Kwon, Soon-Kyoung;Park, Myoung-Suk;Seo, Won-Jun
    • YAKHAK HOEJI
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    • v.38 no.5
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    • pp.544-554
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    • 1994
  • Pyrrolidine-2,3-dione derivative A was synthesized from oxalylation of chiral enamine Ba. The stereostructure of its major diastereomer $(A_{maj})$ was determined as octahydro-2,3-dioxo-6aS-hyd roxy-1-(1S-methoxycarbonyl-2-phenylethyl)-cyclopenta[b]pyrrole-3aR-carboxylic acid ethyl ester Aa by means of NMR spectrum. This result implied that the asymmetric carbon-carbon bond forming reaction occurred preferentially at the ${\beta}-face$ of Ba.

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Phytochemical and Biological Investigation of Spergularia marina (L.) Griseb. Growing in Egypt

  • El-Dien, Omnia Gamal;Shawky, Eman;Aly, Amal H.;Abdallah, Rokia M.;Abdel-Salam, Nabil A.
    • Natural Product Sciences
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    • v.20 no.3
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    • pp.152-159
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    • 2014
  • A phytochemical investigation of Spergularia marina (L.) Griseb. growing in Egypt, has been carried out, which resulted in the isolation of seven compounds from the different extracts of the plant namely; ${\beta}$-sitosterol glucoside, tricin (1) dihydroferulic acid (2), vanillic acid (3), 4-hydroxybenzoic acid (4), uracil (5) and 8-hydroxy cuminoic acid (6) Structure elucidation of the isolated compounds was carried out using different spectroscopic techniques. This is the first report for the isolation of these compounds from genus Spergularia. Furthermore, 8-Hydroxy cuminoic acid and uracil were isolated for the first time from family Caryophyllaceae. The chemical composition of the volatile components present in the petroleum ether extract of Spergularia marina (L.) Griseb. using combined gas chromatography-mass spectrometry (GC-MS) is reported here for the first time. Of the 97 components present, 59 were identified including three sulfur containing compounds which represented about 1.8% of the volatiles of the total petroleum ether extract. This prompted us to study and report its possible antimicrobial activity. In addition, the antibacterial and antifungal screening of different extracts of Spergularia marina (L.) Griseb. as well as some isolates have been performed using agar diffusion method.

녹용의 유효성분 연구

  • 한용남
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1992.05a
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    • pp.21-21
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    • 1992
  • 녹용은 한방에서 신경조절 약화, 신체발육부진, 허약체질 등에 사용되는 강장제로서 인삼과 더불어 중요한 약재 중의 하나이지만 아직까지 유효 성분이 밝혀져 있지 않다. 알려진 녹용의 성분으로 collagen, acid mucopolysaccharide, 중성지질, 당지질, ganglioside, 인지질, proteolipid, prostaglandins, estrone, estradiol, cholesterol, its ester, 7-keto-cholesterol, 7$\alpha$-hydroxycholesterol , 7$\beta$-hydroxycholesterol , p-hydroxy-benzaldehyde, uracil, uridine, hypoxanthine, nicotinic acid, creatinine urea 등이 보고되었다. 이와 같은 성분들은 동물조직에서 공통적으로 발견되는 것들로서 녹용의 특이성분이라 부르기 어렵다. 그러나 uracil, uridine, hypoxanthine과 같은 핵산염기 관련 성분은 녹용에 비교적 함량이 많고, 이중에서 hypoxanthine은 monoamine oxidase-B에 대한 저해작용이 있으므로 주목할 필요성이 있다.

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Synthesis of trifluoromethylated dihydro-1,4-dithiin carboxamides and their antifungal activities (Trifluoromethylated Dihydro-1,4-dithiin carboxanilide 유도체의 합성 및 살균활성)

  • Hahn, Hoh-Gyu;Nam, Kee-Dal;Chang, Kee-Hyuk;Lee, Seon-Woo;Cho, Kwang-Yun
    • The Korean Journal of Pesticide Science
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    • v.5 no.2
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    • pp.26-32
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    • 2001
  • [ ${\alpha},{\beta}$ ]-Unsaturated carboxamides 12 with trifluromethylated dihydro-1,4-dithiins were synthesized for the purpose of development of new agrochemical fungicide. Chlorination of trifluoromethylated ${\beta}$-ketoester 4 followed by tile reaction with 1,2-ethanedithiol gave intermediate 1,4-dithiane 9. Without purification of 9 substitution of hydroxy by chlorine followed by dehydrochlorination in the presence of triethylamine afforded trifluoromethylated dihydro-1,4-dithiin ethyl ester 7. Activation of the hydroxy of the carboxylic acid 10 obtained from the hydrolysis of 7 and then reacted with various amines gave the corresponding trifluoromethylated dihydro-1,4-dithiin carboxamides. Antifungal screening (in vivo) against typical plant diseases, Rice Blast, Rice Sheath Blight, Cucumber Gray Mold, Tomato Late Blight, Wheat Leaf Rust, and Barley Powdery Mildew of the synthesized compounds was carried out. As a result, most of the compounds shlowed weak antifungal activities and some compounds in which isopropyl group was substituted in meta of the phenyl showed antifungal activity (99%) at 250 ppm against the disease Wheat Leaf Rust.

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Chemical Components from the Stem Barks of Kalopanax septemlobus (음나무 수피의 화학적 성분)

  • Hong, Sung-Su;Han, Doo-Il;Hwang, Bang-Yeon;Choi, Woo-Hoi;Kang, Ho-Sang;Lee, Myung-Koo;Lee, Don-Koo;Lee, Kyong-Soon;Ro, Jai-Seup
    • Korean Journal of Pharmacognosy
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    • v.32 no.4 s.127
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    • pp.302-306
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    • 2001
  • The stem barks of Kalopanax septemlobus were extracted with MeOH, and successively partitioned with $CH_2Cl_2$, EtOAc, BuOH and water. Repeated column chromatographic separation of the $CH_2Cl_2$ fraction resulted in the isolation of four compounds. Their structures were identified as ${\beta}-sitosterol$ (1), oleanolic acid (2), 3,3'-bis(3,4-dihydro-4-hydroxy-6-methoxy-2H-1-benzopyran) (3) and (-)-balanophonin (4). This is the first report on the isolation of 3,3'-bis(3,4-dihydro-4-hydroxy-6-methoxy-2H-1-benzopyran) (3) and (-)-balanophonin (4) from Kalopanax spp.

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Lupane-Triterpenes from the Leaves of Brassaiopsis glomerulata

  • Kiem, Phan-Van;Dat, Nguyen-Tien;Minh, Chau-Van;Lee, Jung-Joon;Kim, Young-Ho
    • Archives of Pharmacal Research
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    • v.26 no.8
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    • pp.594-596
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    • 2003
  • Three known lupane-triterpenes, 3a-hydroxy-lup-20(29)-en-23,28-dioic acid (1), 3$\alpha$-hydroxylup-20(29)-en-23,28-dioic acid 28-Ο-$\alpha$-L-rhamnopyranosyl-(1$\rightarrow4)-\beta-D-glucopyranosyl-(1\rightarow6)-\beta$-D-glucopyranosyl ester (acankoreoside A, 2) and $3\alpha$, $11\alpha$-dihydroxy-23-oxo-lup-20(29)-en-28-oic acid (3) were isolated from the leaves of Brassaiopsis glomerulata (Blume) Regel, a species of Araliaceae family growing in Vietnam. Their structures were determined on the basis of spectroscopic data.