• Title/Summary/Keyword: Ring cleavage

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Chiral Synthesis of Costunolide

  • Sumaila Abu;Jeong, Jin-Hyun;Shin, Dong-Hyok
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.363.1-363.1
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    • 2002
  • Costunolide. a sesquiterpene lactone is isolated from Magnolia Sieboldi. It is known to possess antitumour and anti-inflammatory activities. This compound is synthesized from Ihe easily available decalin dione using the ring cleavage approach to construct the ten-membered ring system. The two keys points in this work are the chiral inductionon the allyl alcohol moiety using Sharpless epoxidation reaction and opening of the eopxide with an organocuprate reagent which leads to a $\alpha$-exomethylene lactone. (omitted)

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Ring-Opening Reaction of 2,2-gem-Diphenylaziridine (2,2-gem-Diphenylaziridine의 開環反應)

  • Hahn, Chi-Sun;Nam-Goong, Ha-Il;Kang, Yong-Ik
    • Journal of the Korean Chemical Society
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    • v.13 no.3
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    • pp.229-232
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    • 1969
  • A study of the ring-opening reaction of 2,2-gem-diphenylaziridine by treating with acetic acid has been undertaken. The structure of the ring-opened product was confirmed as 1,1-diphenyl-2-aminoethyl acetate. It is most likely that the reaction proceeds through the cleavage of a bond between nitrogen and tertiary carbon atoms in the aziridine ring, followed by the formation of a carbonium ion intermediate.

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Cleavage Pattern of Urechis unicinctus Eggs in Vitro Fertilization (인공수정에 의한 Urechis unicinctus 난자의 난할형식)

  • Shin, Kil-Sang;Lee, Dae-Hee;Ko, Tae-Young
    • Applied Microscopy
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    • v.34 no.1
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    • pp.71-81
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    • 2004
  • When U. unicinctus mature oocytes were fertilized in vitro, germinal vesicle breakdown (GVBD) and meioses occurred and the zygotes entered cleavage stage. A modified pattern of spiral cleavages, suggestively based on behavior of mitotic spindles, have been observed in this work. The first and second cleavages were meridional and the third was equatorial, and then followed by repetitions of meridional-equatorial cleavage. The cleavage of the isolecithal egg were equal and holoblastic and its patterns were spiral. The anti-${\alpha}-,-{\beta}$- tubulin reactions and confocal microscopy revealed mitotic apparates tilted obliquely at each mitosis causing oblique displacements of the blastomeres. Despite isolecithal distribution of yolk, this observations implicated that tilting of mitotic apparates induced spiral cleavage and the displacements of blastomeres. However, these features would not be the typical spiral cleavage, but represented a modified pattern of known Spiralian s in the sense of the equal cleavage. During the first cleavage, heart-shaped eggs have been produced. Electron microscopies exhibited the first cleavage furrow extended with its membranous structure deeply into the cytoplasm. Contractile ring has not been observed.

Analysis of Enzymes of Stenotrophomonas maltophilia LK-24 Associated with Phenol Degradation (Stenotrophomonas maltophilia LK-24의 페놀분해 관련 효소)

  • Kim, Jeong-Dong;Kang, Kook-Hee
    • Microbiology and Biotechnology Letters
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    • v.32 no.1
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    • pp.37-46
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    • 2004
  • The analysis of enzymes associated with metabolism of phenolics by Stenotrophomonas maltophilia LK-24 was conducted. To identify metabolites of phenol and phenol compound, we investigated enzymes of S. maltophilia LK-24 associated with degradation of phenolics. We found that phenol hydrolase, catechol-2.3-dioxygenase, 2-hydroxymuconic semialdehyde dehydrogenase, 2-hydroxymuconic semialdehyde hydroxylase and acetaldehyde dehydrogenase were activated. The results showed that phenolics were gone through the meta-pathway ring cleavage. The results will contribute greatly to understand metabolic pathways of phenol and it is possible to make some assessment of the feasibility of using S. maltophilia LK-24 for the treatments of phenolic-contaminated waste streams.

Catabolic Pathway of Lignin Derived-Aromatic Compounds by Whole Cell of Phanerochaete chrysosporium (ATCC 20696) With Reducing Agent

  • Hong, Chang-Young;Kim, Seon-Hong;Park, Se-Yeong;Choi, June-Ho;Cho, Seong-Min;Kim, Myungkil;Choi, In-Gyu
    • Journal of the Korean Wood Science and Technology
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    • v.45 no.2
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    • pp.168-181
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    • 2017
  • Whole cell of Phanerochaete chrysosporium with reducing agent was applied to verify the degradation mechanism of aromatic compounds derived from lignin precisely. Unlike the free-reducing agent experiment, various degraded products of aromatic compounds were detected under the fungal treatment. Our results suggested that demethoxylation, $C_{\alpha}$ oxidation and ring cleavage of aromatic compounds occurred under the catabolic system of P. chrysosporium. After that, degraded products stimulated the primary metabolism of fungus, so succinic acid was ultimately main degradation product of lignin derived-aromatic compounds. Especially, hydroquinone was detected as final intermediate in the degradation of aromatics and production of succinic acid. In conclusions, P. chrysosporium has an unique catabolic metabolism related to the production of succinic acid from lignin derived-aromatic compounds, which was meaningful in terms of lignin valorization.

Isolation and Characterization of a Rhodococcus Species Strain Able to Grow on ortho- and para-Xylene

  • Jang Jung Yeon;Kim Dockyu;Bae Hyun Won;Choi Ki Young;Chae Jong-Chan;Zylstra Gerben J.;Kim Young Min;Kim Eungbin
    • Journal of Microbiology
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    • v.43 no.4
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    • pp.325-330
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    • 2005
  • Rhodococcus sp. strain YU6 was isolated from soil for the ability to grow on o-xylene as the sole carbon and energy source. Unlike most other o-xylene-degrading bacteria, YU6 is able to grow on p-xylene. Numerous growth substrate range experiments, in addition to the ring-cleavage enzyme assay data, suggest that YU6 initially metabolizes 0- and p-xylene by direct aromatic ring oxidation. This leads to the formation of dimethylcatechols, which was further degraded largely through meta-cleavage path-way. The gene encoding meta-cleavage dioxygenase enzyme was PCR cloned from genomic YU6 DNA using previously known gene sequence data from the o-xylene-degrading Rhodococcus sp. strain DK17. Subsequent sequencing of the 918-bp PCR product revealed a $98\%$ identity to the gene, encoding meth-ylcatechol 2,3-dioxygenase from DK17. PFGE analysis followed by Southern hybridization with the catechol 2,3-dioxygenase gene demonstrated that the gene is located on an approximately 560-kb megaplasmid, designated pJY J1

Synthesis of Protoberberine Related Compounds and Their Antifungal Activities (프로토베르베린 관련 화합물합성 및 항균작용)

  • Kim, Sin-Kyu;Kim, Dong-Hyun;Chung, Kyung-Hee;Hwang, Soon-Ho;Kim, Jae-Hyun
    • YAKHAK HOEJI
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    • v.38 no.1
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    • pp.91-96
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    • 1994
  • Irradiation of the berberinephenolbetaine [1] effected valence tautamerization to five 8,14-cycloberbine[21, which was converted to the spirobenzylisoquinolines by regioselective C-N bond cleavage A variety of ring systems such as compounds [4], [5] and [6] were introduced by the structural modification of berberinephenolbetaine.

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Synthesis of Benzophenanthridine-Related Alkaloids (벤조펜안드리딘과 관련된 알칼로이드의 합성)

  • Kim, Sin-Kyu;Lee, Hyung-Won;Kim, In-Jong;Lee, Ma-Se
    • YAKHAK HOEJI
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    • v.36 no.3
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    • pp.250-254
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    • 1992
  • Benzo[C]phenanthidine alkaloids were found to exhibit considerably strong antileukemic activies. These alkaloids have been shown to be biosynthesized from the corresponding alkaloids throung an oxidative $C_6-N$ bond cleavage followed by recyclization between $C_6\;and\;C_{13}$ position of the protoberberine. Recently we have achieved the biomimetic transformation of protoberberine alkaloid, berberine into benzo[C]phenanthridine alkaloid, chelerythrine.

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Ring Opening and Polymerization of Alpha-Lipoic Acid (알파 리포산의 개환 및 중합)

  • Park Chul-Ho;Kim Ae-Ran;Yun Hye-Lee;Lee Jong-Hwi
    • Polymer(Korea)
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    • v.30 no.4
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    • pp.357-361
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    • 2006
  • Alpha-lipoic acid (ALA) synthesized in the body has virtues such as anti-oxidation, blood sugar regulation, appetite suppression, and anti-obesity, etc. ALA, which is also used as a drug, has a five-membered ring including disulfide and so easily losses bioavailability due to ring opening and subsequent polymerization by heat or ultraviolet. This report studies various conditions for ring opening polymerization. The ring opening starts above the melting point of ALA, but there was no temperature dependence above it. At $70^{\circ}C$, the degree of ring opening was proportional to reaction time and inversely proportional concentration. The degree of ring opening in acetic acid with UV for 1 hour reached the maximum conversion (70%). Most cleaved ALA changed into disulfide polymers, and the molecular weight of the polymers increased as the amount of ring opening increased.

Halogenated Cleavage of Epoxides into Halohydrins in the Presence of a Series of Diamine Podands as Catalyst with Elemental Idoine and Bromine

  • Sharghi, Hashem;Paziraee, Zahra;Niknam, Khodabakhsh
    • Bulletin of the Korean Chemical Society
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    • v.23 no.11
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    • pp.1611-1615
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    • 2002
  • The ring opening of epoxides with elemental iodine and bromine in the presence of three diamine podands 7-9 as new catalysts affords vicinal iodo alcohols and bromo alcohols in high yields. This new procedure occurs regioselectively under neutral and mild conditions in various aprotic solvents even when sensitive functional groups are presented.