• Title/Summary/Keyword: 6-diol

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Phytochemical Constituents of Phyllanthus urinaria

  • Cha, Joon Min;Park, Jong Eel;Choi, Sang Un;Lee, Kang Ro
    • Natural Product Sciences
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    • v.26 no.2
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    • pp.151-157
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    • 2020
  • Extensive column chromatography separation of the MeOH extract from the aerial parts of Phyllanthus urinaria afforded seventeen compounds (1 - 17). The structures of the compounds were elucidated by physicochemical and spectroscopic methods to be 5'-β-D-glucopyranosyloxyjasmonic butyl ester (1), (+)-cucurbic acid (2), dendranthemoside B (3), boscialin 4'-O-β-D-glucoside (4), 4,5-dihydroblumenol A (5), (6R,9R)-megastigman-4-ene-9,13-diol (6), (3S,5R,6S,9R)-3,6-dihydroxy-5,6-dihydro-β-ionol (7), (6S,9R)-roseoside (8), mallophenol B (9), icariside B5 (10), corchoinoside B (11), canangaionoside (12), 5,6-epoxy-3-hydroxy-7-megastigmen-9-one (13), icariside B2 (14), (7E)-2β,3β-dihydroxy-megastigm-7-en-9-one (15), betulalbuside A (16), and loliolide (17). The compounds 1, and 3 - 16 were isolated for the first time from this plant. The absolute stereochemistry of compound 1 was newly determined. The isolated compounds were tested for cytotoxic activity against four human tumor cell lines in vitro using a Sulforhodamin B bioassay, but all the compounds showed weak cytotoxic activities.

Studies on Synthesis of Liquid Polyester Polyol by using DMT(Dimethylterephthalate) and NDC(Dimethyl-2,6-Naphthalene Dicarboxylate) (DMT(Dimethylterephthalate), NDC(Dimethy1-2,6-Naphthalene Dicarboxylate)를 이용한 액상 폴리에스터 폴리올의 합성에 관한 연구)

  • Kim, Sang-Hern
    • Journal of the Korean Applied Science and Technology
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    • v.26 no.3
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    • pp.317-327
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    • 2009
  • In this study DMT(Dimethylterephthalate), NDC(Dimethyl-2, 6-Naphthalene Dicarboxylate) were used to synthesize polyester polyol which shows enhanced storage stability, improved flame retardancy, and good compressive strength. If DMT and NDC react respectively with DEG(Diethylene Glycol) which is kind of linear diol, the obtained polyester polyols tend to crystallize easily after the reaction. In case of DMT, PA(Phthalic Anhydride) which has asymmetric structure was introduced to retard the crystallization. In case of NDC, DPG(Dipropylene Glycol) which has an methyl side chain was introduced to prevent the crystallization. It was found that to introduce DPG was much more effective method to prevent the crystallization than PA. NDC and DMT were reacted together with DPG for various compositions of NDC:DMT(8:2, 6:4, 4:6 mol ratio). The obtained NDC-DMT-DPG based polyester polyol showed improved flame retardancy, and good compressive strength with increasing the content of NDC.

Cytotoxicity of Ergosterol Derivatives from the Fruiting Bodies of Hygrophorus russula

  • Lee, Ik-Soo;Kim, Jin-Pyo;Na, Min-Kyun;Jung, Hyun-Ju;Min, Byung-Sun;Bae, Ki-Hwan
    • Natural Product Sciences
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    • v.17 no.2
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    • pp.85-89
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    • 2011
  • Bioassay-guided fractionation of the $CHCl_3$-soluble fraction of a MeOH extract of the fruiting bodies of Hygrophorus russula led to the isolation of five ergosterol derivatives (1 - 5). The structures of these compounds were identified as ergosterol peroxide (1), ergosta-4,6,8(14),22-tetraen-3-one (2), ergosta-7,22-diene-3${\beta}$,5${\alpha}$,6${\alpha}$-triol (3), ergosta-7,22-diene-3${\beta}$,5${\alpha}$,6${\beta}$,9${\alpha}$-tetraol (4), and 5${\alpha}$,6${\alpha}$-epoxy-ergosta-8(14),22-diene-3${\beta}$,7${\alpha}$-diol (5) by comparing their physicochemical and spectral data with those in the literature. These compounds were evaluated for in vitro cytotoxicity against A549 and XF498 cancer cell lines. Most of the tested compounds, except for compound 3, exhibited moderate cytotoxicity against both A549 and XF498 cell lines with $IC_{50}$ values ranging from 10.2 to 18.3 ${\mu}g/ml$ and from 11.4 to 24.6 ${\mu}g/ml$, respectively.

Four New Darnmarane-Glycosidesl Ginsenosides $Rg_5, Rh_4, Rs_3, AND Ff_2$, from Korean Red Ginsengs the Root off]unarm ginseng C. A. Meyer

  • Jong Dae Park;Nam
    • Proceedings of the Ginseng society Conference
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    • 1998.06a
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    • pp.115-126
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    • 1998
  • Four new dammarnae-glycosides named ginsenosides Rgs, Rh4, RsB and Rf2 have been isolated 1'rom Korean red ginseng, the root of Panax ginseng C. A. Meyer (Araliaceae) and their chemical structures have been elucidated by chemical and spectroscopic methods, including'H-'H COSY, HMQC, HMBC, NOESY, as 3-0- [$\beta$-D-glucopyranosyl(1 ~2)-$\beta$-D-glucopyranosyl] dammar-20(22) , B4-diene-3P,12P-diol (ginsenoside Rgs),6-0-$\beta$-D-glucopyranosyl-dammar-20(22),24-diene-3P,6P, 12P-triol (ginsenoside Rh4),3-0- [6" -0-acetyl-D-glucopyranosyl(1 ~2)--D-glucopyranosyl] 20(5)- protopanaxadiol (ginsenoside Rs3) and 6-0- [u-L-rhamno-pyranosyl(1 ~2)-$\beta$-D-glucopyranosyl] dammarane -3$\beta$, 6a, 12 $\beta$, 20(R),25-pentol(ginsenoslde Rfa). The absolute stereo structure of a double bond at C-20(22) was determined as entgegen type by applying NOESY.OESY.

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Factors affecting the formation of bound 3-monochloropropane-1,2-diol in a fried snack model (유탕 과자 모델에서 결합형 3-monochloropropane-1,2-diol 생성에 영향을 미치는 요인)

  • Kang, Jun-Hyuk;Joung, Woo-Young;Rho, Hoi-Jin;Baek, Hyung-Hee
    • Korean Journal of Food Science and Technology
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    • v.52 no.6
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    • pp.565-572
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    • 2020
  • The 3-monochloropropane-1,2-diol (3-MCPD) is a contaminant that occurs in foodstuffs in its free form as well as in its bound form. The objective of this study was to evaluate the effects of emulsifier, frying temperature, and the amounts of salt and oil on the formation of bound 3-MCPD in a fried snack model. Emulsifier affected the formation of bound 3-MCPD; furthermore, it was observed that the largest amount of bound 3-MCPD was detected in the fried snack model when glycerin esters of fatty acids were used as emulsifiers. Frying temperature also affected the formation of bound 3-MCPD, which increased significantly as the frying temperature increased from 145 to 190℃. In addition, salt affected the formation of bound 3-MCPD. As the amount of salt increased, the amount of bound 3-MCPD also increased significantly. Moreover, it was observed that the amount of oil did not affect the formation of bound 3-MCPD. These results will aid in the reduction of bound 3-MCPD in fried snacks.

Production of enantiopure epoxides by yeast epoxide hydrolase using a two-phase membrane bioreactor (한국생물공학회 정기총회 및 연구논문발표회 발표논문)

  • Choe, Won-Jae;Choe, Cha-Yong
    • 한국생물공학회:학술대회논문집
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    • 2000.04a
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    • pp.145-148
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    • 2000
  • Large-scale resolution of epoxides by the yeast Rhodotorula glutinis was demonstrated in an aqueous/organic two-phase cascade membrane bioreactor. Due to the chemical instability and low solubility of epoxides in aqueous phases, an organic solvent was introduced into the reaction mixture in order to enhance resolution of epoxide. A cascade hollow-fiber membrane bioreactor was used (i) to minimize the toxicity of organic solvents towards the epoxide hydrolase of Rhodotorula glutinis, and (ii) to remove inhibitory amounts of formed diol from the yeast cell containing aqueous phase. Dodecane was selected as a suitable solvent and 1,2-epoxyhexane as a model substrate. By use of this membrane bioreactor, highly concentrated (0.9 M in dodecane) enantiopure (>98% ee) (S)-1,2-epoxyhexane (6.5 g, 30% yield) was obtained from its racemic mixture.

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Development of Hollow-fiber Reactor System for the Production of Chiral 1,2-epoxy-7-octene by Microbial Enantioselective Hydrolysis Reaction (미생물 입체선택성 가수분해반응을 이용한 광학활성 1,2-epoxy-7-octene 생산을 위한 Hollow-fiber 반응기 시스템 개발)

  • 이은열;김희숙
    • KSBB Journal
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    • v.16 no.3
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    • pp.259-263
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    • 2001
  • The development of hollow fiber reactor system for the production of chiral 1,2-epoxy-7-octence by epoxide hydrolase for Rhodotorula glutinis was investigated. Dodecane with high solubility of the racemic substrate passed through the lumen side of the hollow fiber reactor and cell suspension was recirculated through the shell side. The 2nd hollow fiber reactor was coupled to the production reactor to extract the diol byproduct which was the inhibitor of epoxide hydrolase. Optically pure (S)-1,2-epoxy-7-octene (0.6 M in dodecane) could be obtained using hollow-fiber reactor system.

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Phytochemical Constituents of Bitter Melon (Momordica charantia)

  • Kim, Hyun Young;Mok, So-Youn;Kwon, Su Hyeong;Lee, Dong Gu;Cho, Eun Ju;Lee, Sanghyun
    • Natural Product Sciences
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    • v.19 no.4
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    • pp.286-289
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    • 2013
  • Phytochemical constituents were isolated from bitter melon (the fruits of Momordica charantia) through open column chromatography. Their structures were identified as ${\beta}$-sitosterol (1), (23E)-$5{\beta}$,19-epoxycucurbita-6,23-diene-$3{\beta}$,25-diol (2), daucosterol (3), uracil (4), and allantoin (5) by interpretation of spectroscopic analysis including MS and $^1H$- & $^{13}C$-NMR. Among them, allantoin (5) was isolated from this plant for the first time.

Synthesis and Characterization of Polyurethanes Containing the NLO-phore Dioxynitrostilbene

  • Lee, Ju-Yeon
    • Macromolecular Research
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    • v.8 no.3
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    • pp.137-141
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    • 2000
  • 3,4-Di-(2'-hydroxyethoxy)-4-nitrostilbene (2) was prepared by the reaction of 2-iodoethanol with 3,4-dihydroxy-4-nitrostilbene (1). Diol 2 was condensed with 2,4-toluenediisocyanate ,3,3-dimethoxy-4,4'-biphenylenediisocyanate , and 1,6-hexamethylenediisocyanate to yield polyurethanes 3, 4, and 5 containing the NLO-chromophore. Polymers 3-5 were soluble in common organic solvents such as acetone and DMSO. The glass transition temperatures(T$\sub$g/) of the resulting polymers 3-5 were obseved around 100-114$^{\circ}C$. Electrooptic coefficients (r$\sub$33/) of the poled polymer films were in the range of 18-25 pm/V at 633 nm. Polymers 3-5 began to decompose around 250$^{\circ}C$ in TGA thermograms.

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Synthesis and Application of New Type Organometallic Catalyszt -Synthesis of Bisphosphonite-Rhodium Complexes- (입체선택적 유기합성반응을 위한 새로운 촉매 합성과 이의 응용 -Bisphosphonite-Rhodium 촉매합성-)

  • Kyung, Suk-Hun
    • Applied Biological Chemistry
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    • v.40 no.6
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    • pp.588-592
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    • 1997
  • The new type ligand, bisphosphonites, were easily prepared through ligand exchange reaction of bis (diethylamino)phosphine with diols. These bisphosphonites reacted with $(COD)^2Rh^+BF_4\;^-$ to corresponding bisphosphonite-rhodium(I) comlexes, of which X-ray crystallography was for the first time investigated. This organometallic compound was applicated in hydroformylation reaction as catalyst, and proved to be very effective one.

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