• Title/Summary/Keyword: /gamma-butyrolactone

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Potential Antitumor ${\alpha}$-methylene-${\gamma}$-butyrolactone-bearing nucleic acid bases. 2. synthesis of $5^I-Methyl-5^I$-[2-(5-substituted uracil-1-yl)ethyl]-$2^I-oxo-3^I$-methylenetetrahydrofurans

  • Kim, Jack-C.;Kim, Ji-A;Park, Jin-Il;Kim, Si-Hwan;Kim, Seon-Hee;Choi, Soon-Kyu;Park, Won-Woo
    • Archives of Pharmacal Research
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    • v.20 no.3
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    • pp.253-258
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    • 1997
  • Ten, heretofore unreported, $ 5^I-methyl-5^I-[2-(5-substituted uracil-1-yl)ethyl)]-2^I-oxo-3^I$-methylenetetrahydrofurans (H, F, Cl, Br, I, $ CH_3$,$CF_3$,$CH_2CH_3$,$ CH=CH2$, SePh) (7a-j) were synthesized and evaluated against four cell lines (K-562, FM-3A, P-388 and U-937). For the preparation of ${\alpha}$-methylene-${\gamma}$-butyrolactone-linked to 5-substituted uracils (7a-j), the convenient Reformasky type reaction was employed which involves the treatment of ethyl ${\alpha}$-(bromomethyl)acrylate and zinc with the respective 1-(5-substituted uracil-1-yl)-3-butanone (6a-j). The 5-substituted uracil ketones (6a-j) were directly obtained by the respective Michael type reaction of vinyl methyl ketone with the $K_2CO_3$(or NaH)-treated 5-substituted uracils (5a-j) in the presence of acetic acid in the DMF solvent. The .alpha.-methylene-.gamma.-butyrolactone compounds showing the most significant antitumor activity are 7e, 7f, 7h and 7j (inhibitory concentration $(IC_50)$ ranging from 0.69 to $2.9 {\mu}g/ml$), while 7b, 7g and 7i have shown moderate to significant activity. The compounds 7a, 7c and 7d were found to be inactive. The synthetic intermediate compounds 6a-j were also screened and found marginal to moderate activity where compounds 6b and 6g showed significant activity $(IC_50:0.4~2.8 {\mu}g/ml)$.

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2,3-Dibenzylbutyrolactones and 1,2,3,4-Tetrahydro-2-Naphthoic acid ${\gamma}-Lactones$: Structure and Activity Relationship in Cyto-toxic Activity

  • Kim, Yong;You, Young-Jae;Nam, Nguyen-Hai;Ahn, Byung-Zun
    • Archives of Pharmacal Research
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    • v.25 no.3
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    • pp.240-249
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    • 2002
  • Dibenzyl-g-butyrolactone and 1,2,3,4-tetrahydro-2-naphthoic acid $\gamma$-lactone (TNL) derivatives were synthesized and evaluated for cytotoxic activity against some cancer cell lines. It was found that TNL derivatives with a shorter distance between C-4 in ring A and C'-2 in ring C were more cytotoxic, while dibenzyl-${\gamma}$-butyrolactones with a longer one were nearly inactive. In TNL series, presence of 3,4-dioxy group in ring A and 2-methoxy group in ring C was essential for the enhancement of the activity.

Control of Tylosin Biosynthesis in Streptomyces fradiae

  • Cundliffe, Eric
    • Journal of Microbiology and Biotechnology
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    • v.18 no.9
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    • pp.1485-1491
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    • 2008
  • Tylosin biosynthesis is controlled in cascade fashion by multiple transcriptional regulators, acting positively or negatively, in conjunction with a signalling ligand that acts as a classical inducer. The roles of regulatory gene products have been characterized by a combination of gene expression analysis and fermentation studies, using engineered strains of S. fradiae in which specific genes were inactivated or overexpressed. Among various novel features of the regulatory model, involvement of the signalling ligand is not essential for tylosin biosynthesis.

Cultivation of Alcaligenes eutrophus Transforming Cloned phbC Gene from Alcaligenes latus for Production of P(3-hydroxybutyrate-4-hydroxybutyrate) Containing High Molar Fraction of 4-Hydroxybutyrate (phbC 유전자가 도입된 형질전환 Alcaligenes eutrophus를 이용한 고분율 4-hydroxybutyrate 함유 P(3-hydroxybutyrate-4-hydroxybutyrate)의 생산)

  • Gang, Myeong-Sin;Jeong, Yeong-Mi;Lee, Yong-Hyeon
    • KSBB Journal
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    • v.14 no.4
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    • pp.422-428
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    • 1999
  • A transformat Alcaligence eutrophus GA5 harboring phbC gene from A. latus was cultivated for production of Poly(3-hydroxybutyrate-4-hydroxybutyrate)[P(3HB-4HB)] containing high molar fraction of 4-hydroxybutyrate(4HB)] containing high molar fraction of 4-hydroxybutyrate(4HB). Transformation did not influenced significantly on total cell growth, on total cell growth, concentration, and content of P(3HB-4HB), however, significantly influenced on 4HB molar fraction in P(3HB-4HB) increasing from 12.3 to 23.5 mol% after 48 h cultivation in two-stage using 1.0%(W/V) of ${\gamma}$-butyrolactone as a precursor compare to parent strain. Above increment may be due to the accelerated polymerization between 3HB and 4HB converted from precusor compound by amplified phbC gene. Citrate increased remarkbly total cell mass and P(3HB-4HB) concentration, but did not influenced on the molar fraction of 4HB, meanwhile, magnesium ion influenced on P(3HB-4HB) concentration and 4HB molar fraction significantly. The two-stage cultivation method was modified, in such a way minimizing P(3HB) accumulated inside of cell grown at first-stage, consquently, 26.3% of P(3HB-4HB) containing 61.0 mol% of 4HB fraction was obtained after 72hr. Furthermore, semi-homopolymeric P(4HB) containing 92.0 mol% of 4Hb was obtained, and its structure was confirmed by $^1$H-NMR.

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Thermal and Electrical Properties of Poly(vinylidene fluoride-hexafluoropropylener)-Based Proton Conducting Gel-Electrolytes (Poly(vinylidene fluoride-hexafluoropropylene)계 양성자 전도성 겔-전해질의 열적, 전기적 특성)

  • 최병구;박상희
    • Polymer(Korea)
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    • v.26 no.2
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    • pp.179-184
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    • 2002
  • Polymer electrolyte films consisting of poly (vinylidenefluoride-hexafluoro-propylene) (PVdF-HFP) $H_3PO_4$and a mixture of ethylene carbonate(EC), $\gamma$-butyrolactone(BL) and dimethylcarbonate (DMC) were examined in order to obtain the best compromise between high protonic conductivity, homogeniety and dimensional stability. Measurements of differential scanning calorimetry and ionic conductivity have been carried out for various compositions. The highest proton conductivity of 7.3 $\times$$10^{-3}Sm^{-1}$ at $30^{\circ}C$ were obtained for a film of 30(PVdF-HFP) + 50EC/DMC + 20H$_3$PO$_4$. From the thermal study, it has been found that the PVdF-HFP gels are stable up to $80^{\circ}C$, and the $H_3PO_4$ enhances the miscibility of the polymer and the solvent by interacting sensitively with polymer segments.

Thermal and Electrical Properties of Poly(vinylidenefluoride-hexafluoropropylene)-based Gel-Electrolytes (Poly(vinylidenefluoride-hexafluoropropylene)계 겔-전해질의 열적, 전기적 특성)

  • 김영완;최병구;안순호
    • Polymer(Korea)
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    • v.24 no.3
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    • pp.382-388
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    • 2000
  • Polymer electrolyte films consisting of poly(vinylidenefluoride-hexafluoropropylene) (PVdF-HFP), LiClO$_3$ and a mixture of ethylene carbonate (EC) and ${\gamma}$-butyrolactone (GBL) were examined in order to obtain the best compromise between high ionic conductivity, homogeniety, dimensional and electrochemical stability. Measurements of ionic conductivity, differential scanning calorimetry and linear sweep voltammetry have been carried out for various compositions. The highest conductivity of 3.8$\times$10$^{-3}$ S$cm^{-1}$ / at 3$0^{\circ}C$ were obtained for a film of 30(PVdF-HFP)+7.8LiClO$_4$+62.2EC/GBL. From the DSC study, it has been found that the PVdF-HFP gels are stable up to 10$0^{\circ}C$, and the salt lowers the melting temperature of crystalline part of PVdF by interacting sensitively with polymer segments. When Lithium metal is in contact with the gel films, it tends to undergo corrosion and the reaction products accumulate resulting in the formation of a passive film on Li electrode. As the aging time progresses, the interfacial resistance increases continuously. Anodic stability is measured to extend up to about 4.5 V vs. Li.

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공용매 첨가가 비대칭 기체 분리막의 구조 및 투과도에 미치는 영향

  • 유성현;안태완;조재영;강용수;원종옥;김은영
    • Proceedings of the Membrane Society of Korea Conference
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    • 1996.10a
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    • pp.53-54
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    • 1996
  • 비대칭 분리막의 제조에 있어서는 용매와 비용매의 교환에 의한 상분리 현상을 이용하기 때문에 용매와 비용매의 성질이 막 제조 공정에 중요한 변수가 된다. 고분자 용액에 공용매를 첨가할 경우 용액의 점도, 용매와 비용매의 상호 작용 정도 등의 용액의 성질을 변화시킬 수 있다. 따라서 이들의 변화에 따른 분리막의 구조 변화를 관찰하여 그 상관 관계를 규명하면 분리막의 미세 구조 조절 및 제어가 가능할 것이다. 본 실험에서는 폴리이미드(PI)를 고분자로 사용하였고, 용매로는 NMP, 공용매로는 $\gamma$-butyrolactone($\gamma$-BL)을 사용하여 고분자의 농도가 15 wt%인 용액을 제조하였다. 제조한 용액을 유리판에 균일한 두께로 casting 한 후 물을 비용매로 사용하여 immersion precipitation 방법으로 막을 제조하였다. 제조한 막은 24시간 동안 물 속에 방치하여 용매를 충분히 제거한 후 상온에서 24시간 이상 건조시켰다. 투과도 측정은 soap bubble flow 방법으로 시행하였으며 단면 구조는 주사전자 현미경을 사용하여 관찰하였다.

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Biosynthesis of Poly(3HB-3HV) and Poly(3HB-4HB) Copolymers in Recombinant Ralstonia eutropha Enforced zwf

  • Choe, Jae-Cheol;Sin, Hyeon-Dong;Lee, Yong-Hyeon
    • 한국생물공학회:학술대회논문집
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    • 2001.11a
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    • pp.771-774
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    • 2001
  • NADPH has been known as a regulating factor the biosynthesis of polyhydroxyalkanote(PHA), and the flux of NADPH for PHA biosynthesis could be enforced by the amplification of zwf gene encoding glucose 6-phosphate dehydrogenase. The recombinant plasmid pCZWF harboring PHA synthase, phbC from R. eutropha and zwf from E. coli were constructed, and were transformed to R. eutropha by electroporation. The biosynthesis of P(3HB-3HV) copolymer were carried out in transformant R. eutropha through the two-stage cultivation method using valerate as a precursor. The biosynthesis rate and PHA content of transformant R. eutropha harboring pCZWF were increased compared with transformant R. eutropha harboring only phbC. Especially, the molar fraction of 3HV was increased from 68% to 74% due to amplification of zwf gene. And the biosynthesis P(3HB-3HV) and P(3HB-4HB) carried out using propionate and ${\gamma}-butyrolactone$ as a precursor, respectively. But the rate, content, and molar fraction of biosynthesis copolymers were not influenced appreciably. This may be due to the reduced availability of NADPH.

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The flow of $CO_{2}$ and $N_{2}$ gases through Asymmetric polytherimide Membrane

  • Park, You-In;Lee, Kew-Ho
    • Proceedings of the Membrane Society of Korea Conference
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    • 1995.09a
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    • pp.73-85
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    • 1995
  • The asymmetric hollow fiber membranes were prepared by the wet spining of polyetherimide dope solution and the effect of hollow fiber structures on the permeation characteristics of carbon dioxide and nitrogen gases through these membrane were investigated. As the concentration of the $\gamma$-butyrolactone (GBL) in dope solution, acting as a swelling agent was increased, the structure of hollow fiber was changed from the finger to sponge type. The permeabilities of gases (CO$_{2}$, N$_{2}$) through these membrane were measured over the wide range of pressure under different temperature. The effect of water vapor on the permeabilities of gases was also investigated. The measured permeabilities showed the different characteristics depending on the structure of membranes. It was found that the flow through the pores were dominant over the polymers matrix. Blocking effect by water vapor in the pores of skin layer greatly improved the ideal separation factor of carbon dioxide/nitrogen.

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Structures of Fraxinellone Derivatives by Hydrogenation with $PtO_2$ in HOAc (백선피의 성분 Fraxinellone의 백금산 촉매에 의한 환원물질의 구조)

  • Kim, Ju Sun;Kang, Sam Sik
    • Korean Journal of Pharmacognosy
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    • v.44 no.1
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    • pp.6-9
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    • 2013
  • Two fraxinellone-based hydrogenated derivatives were prepared from fraxinellone, a well-known degraded limonin, via catalytic hydrogenation in the presence of $PtO_2$ in HOAc. Their structures were confirmed as (3S,3aR,3'R)-3a,7-dimethyl-3-(tetrahydrofuran-3-yl)-3a,4,5,6-tetrahydroisobenzofuran-1(3H)-one and (3S,3aR,2'R)-3-((R)-1-hydroxybutan-2-yl)-3a,7-dimethyl-3a,4,5,6-tetrahydroisobenzofuran-1(3H)-one on the basis of 2D NMR assignments. The $^{13}C$ NMR assignments of two quaternary carbons in the ${\alpha}$,${\beta}$-unsaturated carbonyl moiety of ${\gamma}$-butyrolactone core of fraxinellone should be revised.