• 제목/요약/키워드: ${\beta}$-Hydroxy ether

검색결과 14건 처리시간 0.02초

Reagentselective reduction of 25(R)-1,4,6-spirostatrien-3-one

  • Ma, Eun-Sook;Kim, Hak-Soon;Kim, Eun-Jung;Jung, Won-Young;Choi, Tae-Young
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.1
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    • pp.234.1-234.1
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    • 2003
  • Spicatoside A and spicatoside B were isolated from Liriopis tuber. Spicatoside A has anticancer activity and it is composed of 1 ${\beta}$-hydroxy diosgenin and trisaccharides. Spicatoside B has the preventive effect of diabetes mellitus and also has 1 ${\beta}$-hydroxy derivatives, which is clevaged the ether linkage of F ring of diosgenin. Therefore, selective synthesis of 1 ${\beta}$-hydroxydiosgenin is required. (omitted)

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InCl3-Catalyzed Regioselective Ring-Opening Reactions of Epoxides to β-Hydroxy Ethers

  • Kim, Byeong-Hyo;Piao, Fengyu;Lee, Eun-Joo;Kim, Ji-Sook;Jun, Young-Moo;Lee, Byung-Min
    • Bulletin of the Korean Chemical Society
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    • 제25권6호
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    • pp.881-888
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    • 2004
  • By applying a catalytic amount of indium trichloride, regioselective ring-opening of epoxides to ${\beta}$-hydroxy ethers was established. While the alcoholysis of styrene oxides produed $S_N1$-type product, the alcoholysis of ${\alpha}$-heteroatom-substituted epoxides predominantly produced $S_N2$-type product.

Chlorosmaridione; A Novel Chlorinated Diterpene Quinone Methide from Rosemarinus officinalis L.

  • El-Lakany, Abdalla M.
    • Natural Product Sciences
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    • 제10권2호
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    • pp.59-62
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    • 2004
  • A novel chlorinated diterpene quinone methide; chlorosmaridione (7-chloro-11-hydroxy-abeita-7,9(11),13-triene-6,12-diode) was isolated from petroleum ether extract of the stems of Rosemarinus officinalis L. growing in Egypt. In addition, ${\beta}-sitosterol$, stigmasterol, lupeol acetate, ${\alpha}-amyrin,\;{\beta}-amyrin$, lupeol, acetyloleanolic acid, acetylursolic acid taxodione, horminone, and cryptotanshinone were also identified. Chemical structures of the isolated compounds have been elucidated on the bases of physical, chemical, and spectral data including IR, UV, MS, 1D-and 2D-NMR spectra.

Bioactivity Guided Phytochemical Study of Clematis hirsuta Growing in Saudi Arabia

  • Abdel-Kader, Maged S.;Al-Taweel, Areej M.;El-Deeb, Kadriya S.
    • Natural Product Sciences
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    • 제14권1호
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    • pp.56-61
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    • 2008
  • Bioactivity guided phytochemical study of the petroleum ether and butanol extracts of Clematis hirsuta resulted in the isolation of 12 compounds. Rat paw edema as a model of acute inflammation was used to evaluate the anti-inflammatory activity of the extracts and the chromatographic fractions. Five known sterols and triterpenes namely: ${\beta}-amyrin$ (1), lupeol (2), ${\beta}-sitosterol$ (3), oleanolic acid (4) and stigmasterol glycoside (5) were isolated from the petroleum ether extract. The n-butanol extract afforded two compounds reported for the first time from natural source: (S)-(+)-dihydro-5-(hydroxymethyl)-2(3H)-furanone (7) and (s)-(-)-5-hydroxymethyl-2(5H)-furanone (8). In addition, anemonin (6), dihydro-4-hydroxy-5-(hydroxymethyl)-2(3H)-furanone (2-deoxy-D-ribono-1,4-lactone) (9), biophenol (cimidahurin) (10), glucose (11) and sucrose (12) were also identified. The structures were determined from spectroscopic data including 1D- and 2D-NMR experiments.

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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    • 제20권3호
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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.

수목추출물의 생리활성에 관한 연구(II) -느티나무 심재의 항균 및 항산화물질- (Studies on Biological Activity of Wood Extractives(II) - Antimicrobial and antioxidative compound isolated from heartwood of Zelkova serrata -)

  • 이성숙;최돈하;이학주;강하영
    • Journal of the Korean Wood Science and Technology
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    • 제28권2호
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    • pp.32-41
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    • 2000
  • 천연살균제나 식품보존제 개발을 위한 항균 및 항산화물질 검색을 목적으로, 느티나무 심재 에탄올 추출물을 용매 분획하여 얻은 석유에테르분획, 디에틸에테르분획, 에틸뭘아세테이트분획 충 항균활성이 가장 우수한 석유에테르분획으로부터 활성물질을 분리하였다. 이 물질의 화학구조는 EI-MS, $^1H$- 및 $^{13}C$- NMR 로 분석한 결과, 나프탈렌 구조를 기본 골격으로 하는 7-hydroxy-3-methoxycadalene으로 동정되었다. 그리고, 이 물질의 항진균활성은 배지점적법을 이용하여 hinokitiol과 비교 검정한 결과, 활성이 hinokitiol보다 우수한 것으로 나타났다. 그러나, 탁도측정법을 이용한 항세균 활성은 그람양성균의 경우 hinokiliol의 80%로 나타나, 세균보다 진균에 대한 항균활성이 우수한 것으로 판명되었다. 또한, 항산화활성을 과산화물가 및 프리라디칼 소거능을 측정하여 천연 항산화제인 ${\alpha}$-tocopherol 및 합성항산화제 인 butylated hydroxytoluene(BHT)과 비교 검정한 결과, ${\alpha}$-tocopherol보다 우수하였으며, BHT와 동등한 것으로 나타났다. 이상의 결과, 느티나무 심재로부터 단리된 7-hydroxy-3-methoxycadalene은 항균 및 항산화 활성이 우수한 물질로 판명되었다.

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배롱나무의 항산화 활성 성분 (Chemical Constituents from the Stems of Lagerstroemia indica and Their Anti-oxidant Effect)

  • 우경완;심미옥;박종일;김민석;서원세;조현우;권학철;박종철;이강노
    • 생약학회지
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    • 제47권3호
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    • pp.204-210
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    • 2016
  • Phytochemical investigation of the 80% MeOH extract from the stems of Lagerstroemia indica resulted in the isolation of eighteen compounds; four norsesquiterpenes, fourteen phenolic derivatives. Their chemical structures were characterized by spectroscopic methods to be tachioside (1), isotachioside (2), 2,4,6-trimethoxyphenyl ${\beta}$-D-glucopyranoside (3), gallic acid 4-methyl ether (4), protocatechuic acid (5), gallic acid (6), vanillic acid (7), vanillin (8), 2-methoxy-5-hydroxymethyl-phenyl-1-O-(6"-galloyl)-${\beta}$-D-glucopyranoside (9), 2,4,6-trimethoxyphenol-1-O-${\beta}$-D-(6'-O-galloyl)-glucopyranoside (10), 4-hydroxy-3-methoxyphenyl-1-O-(6'-O-galloyl)-${\beta}$-D-glucopyranoside (11), vomifoliol (12), vomifoliol 9-O-${\beta}$-D-glucopyranoside (13), 6R,9R-3-oxo-${\alpha}$-ionol-9-O-${\beta}$-D-glucopyranoside (14), dihydrophaseic acid 4'-O-${\beta}$-D-glucopyranoside (15), ${\beta}$-hydroxypropiovanillone 3-O-${\beta}$-D-glucopyranoside (16), myrciaphenone A (17), and coumaric acid (18). Compounds 1-5 and 7-18 were isolated for the first time from this plant. Compounds 1-18 were investigated for their antioxidant properties using DPPH and ABTS radical scavenging capacity assay, $Fe^{2+}$ chelating, and FRAP assay. It was found that 4, 6, and 11 possessed the highest antioxidant capacities.

야생 초피(Zanthoxylum piperitum De Candolle)잎의 향기성분 (Volatile Flavor Components of Wild Chopi (Zanthoxylum piperitum De Candolle) Leaf)

  • 박준희;차원섭;오상룡;조영제;이원영
    • 한국식품영양학회지
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    • 제13권5호
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    • pp.483-489
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    • 2000
  • 경상북도 상주시 청화산 일대에서 채집한 야생 초피잎을 음지에서 자연 건조한 것과 blanching한 후 건조한 것을 분쇄하여 기계적으로 분석한 결과 잎을 자연 건조한 것에서는 55개의 peak가 확인되었으며 blanching한 후 건조한 시료에서는 35개의 peak가 확인되었다. 그리고 자연 건조한 시료 중에서 검출된 55 개의 물질들 중에는 hydrocarbon 계통의 물질들이 decane, dodecane, sabinene, myrcene등을 비롯한 23개의 물질이 확인되었고 alcohol 계통의 물질들은 isobutylal-cohol, cis-pentenol, 1-penten-3-ol등 10개의 물질이 확인되었다. 그리고 aldehyde로는 3-methylbutanal, hexanal. 2,6-dimethyl hept-5-al등 7개 물질이 확인되었으며 ketone 화합물은 3-hydroxy-2-butanone. 2-nonanone, 2-undecanone, 2-tridecanone이 확인되었다. cis-3-hexenyl acetate, linalyl acetate, citronellyl acetate, neryl acetate 등 6개의 ester류가 확인되었다. 그리고 기타 물질로 3-cyano-2,5-dimethylpyrazine, dimethyl sulfide, chloroform, 1,8 cineole, dill ether 등이 검출되었다. 그리고 초피의 생잎을 blanching한 후 건조하여 전처리를 거쳐 휘발성 물질을 확인한 결과 35개의 peak를 확인하였는데 그중 hydrocarbon 계통의 물질들이 20개나 확인되었다. 그 내용으로는 1,1'-oxybis-ethane, $\alpha$-pinene, camphene, myrcene, $\beta$-phellandrene. $\beta$-caryophyllene 등이다. 그리고 alcohol 류로는 L-lin-alool, (-)-isopulgerol. $\alpha$-terpineol. citronellol이며 aldehyde류로는 nonanal, citronellal이다. ketone 화합물은 2-undecanone, 2-tridecanone등이며 그리고 ester류로는 citronellyl acetate, cis-3-hexenyl acetate, neryl acetate 등이다. 기타물질로서는 3-cyano-2,5-dimethylpyrazine. chloroform 등이다. 그리고 $\alpha$-pinene, myrcene, $\beta$-phellandrene. L-linalool, citronellal, citronellyl acetate, $\beta$-caryophy-llene이 다른 휘발성 물질보다 비교적 많은 양으로 검출되었다.

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Triterpenes from Perilla frutescens var. acuta and Their Cytotoxic Activity

  • Woo, Kyeong Wan;Han, Ji Young;Choi, Sang Un;Kim, Ki Hyun;Lee, Kang Ro
    • Natural Product Sciences
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    • 제20권2호
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    • pp.71-75
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    • 2014
  • Nine triterpenes were isolated from the petroleum ether and MeOH extract of Perilla frutescens var. acuta leaves. Their structures were determined to be arjunic acid (1), maslinic acid (2), oleanolic acid (3), euscaphic acid (4), tormentic acid (5), 3-O-trans-p-coumaroyltormentic acid (6), 28-formyloxy-$3{\beta}$-hydroxy-urs-12-ene (7), ursolic acid (8), and corosolic acid (9) by spectroscopic methods. The compounds 1, 2, 4, 6, and 7 were isolated for the first time from this plant and the Genus Labiatae. The isolated compounds (1-9) were tested for cytotoxicity against four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and HCT-15) in vitro using a Sulforhodamin B bioassay.

Aromatase Inhibitors from Isodon excisus var. coreanus

  • Jeong, Hyeh-Jean;Chang, Leng-Chee;Kim, Ho-Kyoung;Kim, Il-Hyuk;A.Douglas Kinghorn;John M.Pezzuto
    • Archives of Pharmacal Research
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    • 제23권3호
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    • pp.243-245
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    • 2000
  • The diethyl ether extract of isodon excisus var. coreanus exhibited significant inhibitory activity in aromatase assay. Bioactivity-guided fractionation of the extract led to the isolation of three active compounds: inflexin(ent-1${\alpha}$-hydroxy-3${\beta}$,6a-diacetoxykau r-16-en-11,15-dione) (1), ursolic acid (2), and ursolic acid 3-O-acetate (3).

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