• 제목/요약/키워드: Cyclopentane

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Studies on Asymmetric Synthesis of Carbaprostacyclin and Its Structural Analogs

  • 서영거;정재경;구본암;조윤상
    • 한국응용약물학회:학술대회논문집
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    • 한국응용약물학회 1994년도 춘계학술대회 and 제3회 신약개발 연구발표회
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    • pp.215-215
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    • 1994
  • PGI$_2$ 안정한 구조를 갖는 carbaprostacyclin 및 그 structural analog들을 입체 선택적으로 합성하고, 혈관 순환 개선제로 발전시키고자 중요한 합성 중간체이며 광학활성을 갖는 5-ethenyl-3-hydroxy cyclopentane carboxylate를 합성하였다. 반응의 핵심 단계는 butyrolactone moiety를 갖는 allylic carbonate를 Pd(0)촉매하에서 환화시킨 후, 정교한desulfonation에 이온 lactone의 개열 단계를포함한다.

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Stereoselective synthesis of carbocyclic analogue of Nucleocidin

  • Kim, Ji-Hee;Quan, Ying-Lin;Ko, Ok-Hyun;Hong, Joon-Hee
    • 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.238.3-239
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    • 2003
  • Among 4'-substituted nucleosides. Nucleocidin. 4'-azido thymidine (ADRT), 4'-fluorinated carbocyclic nucleoside. and 3'-fluoro oxetanosin analogue have demonstrated a variety of biological activities. Since the cyclopentane ring of carbocyclic nucleosides can emulate the furanose moiety. a number of these compounds exhibit interesting biological activity, particularly in the areas of antiviral and anticancer chemotherapy. (omitted)

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A New Synthesis of ($\pm$)-Myodesmone

  • Park, Oee-Sook;Hwang, Hyun-Joo;Lee, Woo-Young
    • Archives of Pharmacal Research
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    • 제16권3호
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    • pp.205-208
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    • 1993
  • ($\pm$)-Myodesmone was synthesized, starting from 2-cyclopentenone. The key reaction involved $\alpha$-dimethoxymethylation of 2-cyclopentenone and organocopper conjugate addition reaction.

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참조팝나무의 成分 Alkaloid 에 關한 硏究 (Studies on the Constituents of Spiraea Koreana Nakai)

  • 진갑덕
    • 대한화학회지
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    • 제11권3호
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    • pp.111-116
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    • 1967
  • 韓國 山野에 野生하는 참조팝나무 Spiraea Koreana Nakai(Spiraeceae)엽으로 부터 m.p. 182~$184^{\circ}C$의 苦味를 갖인 Alkaloid를 無色 柱狀의 結晶으로 얻었다.(收得率 0.13%). 이 物質은 光學的으로 活性이며(比旋光度$[{\alpha}]d^{19}+3.4^{\circ}$ in $CHCl_3$), Mass Spectrometry에 依해 決定한 分子式은 $C_{23}H_{33}NO_3$이다. 文獻未記載의 것임으로 Spirajine이라 命名하였다. Spiraea Koreane N. 葉 中에는 이 外에도 다른 2種의 알칼로이드가 微量으로 含有되어 있음을 Thin Layer Chromatography로 確認하였으나 結晶으로는 못 얻었다. Spirajine의 部分化學構造에 對해 化學反應, UV, IR, NMR, MS, ORD 等으로 分析檢討함과 아울러 Mass Spectrogram의 Cracking Pattern으로부터의 Fragmentation Analysis의 結果, 分子 中 Cyclohexane 및 Cyclopentane 고리들을 갖으며 그 中 하나는 ${\alpha},{\beta}$ 不飽和 Cyclohexenone고리이고 그 外에 methyl基, 카보닐基, 水酸基, N-Methyl基 等 여러 作用基의 存在를 決定하였다.

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Purification and Characterization of a Cyclohexanol Dehydrogenase from Rhodococcus sp. TK6

  • Kim, Tae-Kang;Choi, Jun-Ho;Rhee, In-Koo
    • Journal of Microbiology and Biotechnology
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    • 제12권1호
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    • pp.39-45
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    • 2002
  • Activity staining on the native polyacrylamide gel electrophoresis (PAGE) of a cell-free extract of Rhodococcus sp. TK6, grown in media containing alcohols as the carbon source, revealed at least seven isozyme bands, which were identified as alcohol dehydrogenases that oxidize cyclohexanol to cyclohexanone. Among the alcohol dehydrogenases, cyclohexanol dehydrogenase II (CDH II), which is the major enzyme involved in the oxidation of cyclohexanol, was purified to homogeneity. The molecular mass of the CDH II was determined to be 60 kDa by gel filtration, while the molecular mass of each subunit was estimated to be 28 kDa by sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE). The CDH II was unstable in acidic and basic pHs, and rapidly inactivated at temperatures above $40^{\circ}C$ . The CDH II activity was enhanced by the addition of divalent metal ions, like $Ba^2+\;and\;Mg^{2+}$. The purified enzyme catalyzed the oxidation of a broad range of alcohols, including cyclohexanol, trans-cyclohexane-1,2-diol, trans-cyclopentane-l,2-diol, cyclopentanol, and hexane-1,2-diol. The $K_m$ values of the CDH II for cyclohexanol, trans-cyclohexane-l,2-diol, cyclopentanol, trans-cyclopentane-l,2-diol, and hexane-l,2-diol were 1.7, 2.8, 14.2, 13.7, and 13.5 mM, respectively. The CDH II would appear to be a major alcohol dehydrogenase for the oxidation of cyclohexanol. The N-terminal sequence of the CDH II was determined to be TVAHVTGAARGIGRA. Furthermore, based on a comparison of the determined sequence with other short chain alcohol dehydrogenases, the purified CDH II was suggested to be a new enzyme.

Effects of Organoclay on the Thermal Insulating Properties of Rigid Polyurethane Foams Blown by Environmentally Friendly Blowing Agents

  • Kim, Youn-Hee;Choi, Seok-Jin;Kim, Ji-Mun;Han, Mi-Sun;Kim, Woo-Nyon;Bang, Kyu-Tae
    • Macromolecular Research
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    • 제15권7호
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    • pp.676-681
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    • 2007
  • A process designed to synthesize rigid polyurethane foam (PUF) with insulative properties via the modulation of PUF cell size via the addition of clay and the application of ultrasound was assessed. The blowing agents utilized in this study include water, cyclopentane, and HFC-365mfc, all of which are known to be environmentally-friendly blowing agents. The rigid PUFs were prepared from polymeric 4,4'-diphenylmethane diisocyanate (PMDI) and polyether polyol with a density of $50kg/m^3$. In addition, rigid PUFs/clay nanocomposites were synthesized with clay modified by PMDI with and without the application of ultrasound. The PUF generated using water as a blowing agent evidenced the highest tensile strength. The tensile strength of the PUF/nanocomposites was higher than that of the neat PUF and the strength was even higher with the application of ultrasound. The cell size of the PUF/clay nanocomposites was less than that of the neat PUF, regardless of the type of blowing agent utilized. It appears that the higher tensile strength and lower cell size of the PUF/clay nanocomposites may be attributable to the uniform dispersion of the clay via ultrasonic agitation. The thermal conductivity of the PUF/clay nanocomposites generated with HCFC-141b evidenced the lowest value when PUF/clay nanocomposites were compared with other blowing agents, including HFC-365mfc, cyclopentane, and water. Ultrasound has also proven effective with regard to the reduction of the thermal conductivity of the PUF/clay nanocomposites with any of the blowing agents employed in this study. It has also been suggested that the uniformly dispersed clay particles in the PUF matrix function as diffusion barriers, which prevent the amelioration of the thermal insulation property.

Effects of Silicone Surfactant on the Cell Size and Thermal Conductivity of Rigid Polyurethane Foams by Environmentally Friendly Blowing Agents

  • Han, Mi-Sun;Choi, Seok-Jin;Kim, Ji-Mun;Kim, Youn-Hee;Kim, Woo-Nyon;Lee, Heon-Sang;Sung, Joon-Yong
    • Macromolecular Research
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    • 제17권1호
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    • pp.44-50
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    • 2009
  • Rigid polyurethane foams (PUF)s were synthesized with environmentally friendly blowing agents such as a cyclopentane/distilled water (10.0/1.0, pphp) mixture and distilled water only for four different silicone surfactants having different silicone/polyether ratios. An attempt was made to reduce the thermal conductivities of the PUF samples by varying the concentration and the silicone/polyether ratio of the various silicone surfactants. The scanning electron microscopy (SEM) results indicated an optimum concentration of the silicone surfactant of about 1.5 to 2.5 phpp for various surfactants to reduce the cell size and lower the thermal conductivity. The silicone surfactant having a higher silicone/polymer ratio showed a smaller cell size and, therefore, demonstrated the lower thermal conductivity of the PUF samples. From the relation between the thermal conductivity and the cell size of the PUF samples, the smaller cell size improved the thermal insulation property of the rigid PUF for both the PUF samples blown by the cyclopentane/distilled water (10.0/1.0, pphp) mixture and distilled water only. If the blowing agent is fixed, then the cell size is an important factor to decrease the thermal conductivity of the PUF samples. These results indicated that rigid PUF samples having lower thermal conductivity can be obtained by choosing a silicone surfactant containing a higher silicone/polyether ratio, as well as an optimum content of the surfactant.

Efficient Synthesis of Novel 4'-Trifluoromethyl-5'-norcarbocyclic Purine Phosphonic Acid Analogs by Using the Ruppert-Prakash Reaction

  • Kim, Seyeon;Kim, Eunae;Yoo, Jin Cheol;Hong, Joon Hee
    • Bulletin of the Korean Chemical Society
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    • 제35권9호
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    • pp.2743-2748
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    • 2014
  • Novel 4'-trifluoromethyl-5'-norcarbocyclic purine phosphonic acid analogs were efficiently synthesized from commercially available 1,3-dihydroxy cyclopentane (5). Trifluoromethylation was successfully performed by using the Ruppert-Prakash reaction. The purine nucleosidic bases were efficiently coupled by using the Mitsunobu reaction. The synthesized adenosine phosphonic acids analogs 13 and 16 were screened for antiviral activity against human immunodeficiency virus-1 (HIV-1). Adenine derivative 13 exhibited significant anti-HIV-1 activity.

맨드라미 뿌리의 물 추출물질의 지방산과 아미노산의 조성 (Composition of Fatty Acid and Amino Acid in Water Extracted Material from Cockscomb Plant Root)

  • 남현근;노기환
    • 한국식품영양과학회지
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    • 제17권2호
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    • pp.172-175
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    • 1988
  • 맨드라미의 물추출 물질의 지방산과 아미노산의 조성을 조사한 결과 지방산은 모두 14종이 검출되었으며 특히 $C_{16:2}$가 되어 있었으며 필수지방산도 모두 포함되어 있었다. 미지의 물질을 확인한 결과 tricosanoic acid, lignoceric acid, cerotic acid, 1, 1'-[3-(2-cyclopentylethylidene)-1, 5-pentanediyl] biscyclopentane의 methyl ester 등을 함유하고 있었다. 아미노산은 모두 16종이 검출되었고 산성아미노산의

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In(III)-, Tl(III)-porphyrin을 촉매제로 한 시클로알칸의 히드록시화 반응 (Hydroxylation of Cycloalkanes Catalyzed by In(III)-, Tl(III)-Porphyrin)

  • 나훈길
    • 한국응용과학기술학회지
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    • 제17권1호
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    • pp.15-21
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    • 2000
  • The catalytic hydroxylation of several cycloalkanes in dichloromethane have been investigated using In(Ⅲ)-, Tl(Ⅲ)-porphyrin complexes as a catalyst and NaClO, $NaClO_{2}$, $H_{2}O_{2}$ as a terminal oxidant. Porphyrins were TPP and ($F_{20}$)TPP (TPP = tetraphenylporphyrin) and substrates were cyclopentane, cyclohexane, cycloheptane and cyclooctane. The substrate conversion yield was discussed according to the substituent effect and hinderance effect of metalloporphyrin and the radius effect of non-redox metal ion. The conversion yield of cycloalkane followed the order of $ C_{5} $ < $ C_{6}$ < $ C_{7}$ = $ C_{8}$. In this experimental condition $NaClO_2$ was rather efficient terminal oxidant than NaClO and $H_{2}O_{2}$.