• Title/Summary/Keyword: Pyran

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Synthesis of DCM Classes Having p-Substituted Aminostyryl Groups for Red-Emitting Materials (각종 p-치환아미노스티릴기를 갖는 적색발광재료용 DCM류의 합성)

  • Chung, Pyung Jin;Sung, Jin Hee
    • Applied Chemistry for Engineering
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    • v.17 no.6
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    • pp.609-613
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    • 2006
  • 4-(Dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran (DCM) derivatives were synthesized by Knoevenagel condensation. They are red-emitting materials for OLED (Organic Light-Emitting Diode) composed of electron donor of aminostyryl groups and electron acceptor of two cyano(nitrile)groups in a conjugated structure. The structural properties of reaction products were analyzed by FT-IR and $^1H-NMR$ spectroscopy. The thermal stabilities and reactivities were measured by melting points and yields. The UV-visible and PL properties can be determined by exitation and emission spectra, respectively.

Development of New Dihydropyran Linker for Solid-Phase Reaction

  • Ryu, Joon-Hyung;Jeong, Jin-Hyun
    • Archives of Pharmacal Research
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    • v.22 no.6
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    • pp.585-591
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    • 1999
  • The linker which plays a role in connecting a polymer with a scaffold has become an important part n solid-phase reaction. To develop a new linker for alcohols and carbohydrates, dihydropyran moiety was selected in this study. New linker, 1-($4^{l},5^{l}$-dihydro-5H-pyranyl)-7-hydroxyheptan-3-one (5) was synthesized via four steps from $\delta$-valerolactone. This can be called as DDHP-linked Wang resin due to double dihy-dropyran rings. To the one pyran ring of new linker 5 was added Wang resin and other alcohols and carbohydrates as scaffolds were then added successfully to the another pyran ring. Carbohydrate and hydroxyl resins were connected via new linker in a 70% loading yield. The detachment of glucose moiety in the presence of PPTS (2 equiv.) in 1:1 n-buteanol/1,2-dichloroethane at $60^{\circ}C$ for 12 h was carried out quantitatively. When certain combinatorial chemical works are carried out using this dihydropyran linker, Wang resin itself can be recovered. Its fact is particularly very important in industry, because recovered resins can be recycled.

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A Study on the Sulfonation of Persimmon Tannin (감타닌의 술폰화에 관한 연구)

  • Kwon, Seul Gi;Bae, Do Gyu
    • Textile Coloration and Finishing
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    • v.29 no.2
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    • pp.69-76
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    • 2017
  • To get the proper treatment conditions, sulfonation reactions of persimmon tannin with sodium sulfite and sulfuric acid were proceeded in various settings, respectively. Also, the property changes were investigated by carrying out the additional analysis: elementary analysis and instrumental analysis using FT-IR, DSC, and TGA. The degree of $-SO_3Na$ substitutions appeared 0.216 and 0.208 under the treatment time of 3 hours and 6 hours, respectively and the degree of $-SO_3H$ substitutions indicated 0.200 and 0.167 under 9 hours and 18 hours, respectively by elemental analysis. In terms of the FT-IR spectras, there was a peak based on the bonds of pyran ring and ether in relation to non-treated and sulphonated tannin at $1,102cm^{-1}$. No peak was shown in the sulfited tannin. An absorption peak which was due to the $C{\rightarrow}O$ of secondary -OH group became evident in nontreated and sulfited tannin at $1,092cm^{-1}$ and $1,090cm^{-1}$, respectively but the same result was not found in sulphonated tannin. The results of TGA analysis of the sulfonated persimmon tannin showed that the sulfonation of it improved thermal properties.

Crystal and Molecular Structure of 4,6-Dimethyl-9-phenyl-8,12-dioxa-4,6-diazatetracyclo [8.8.0.02,7.013,18]octadeca-2(7),13,15,17-tetraene-3,5,11-trione 2-ethoxyphenyl (2E)-but-2-enoate

  • Ganapathy, Jagadeesan;Damodharan, Kannan;Manickam, Bakthadoss;Sanmargam, Aravindhan
    • Journal of Integrative Natural Science
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    • v.6 no.4
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    • pp.197-204
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    • 2013
  • The crystal structure of the potential active 4,6-dimethyl-9-phenyl-8,12-dioxa-4,6-diazatetracyclo [8.8.0.02,7.013,18] octadeca-2(7),13,15,17-tetraene-3,5,11-trione 2-ethoxyphenyl (2E)-but-2-enoate ($C_{22}H_{18}N_2O_5$) has been determined from single crystal X-ray diffraction data. In the title compound crystallizes in the monoclinic space group $P_12_1/c_1$ with unit cell dimension a=15.2039(8), b=12.3888(6) and c= 9.8162(5) [alpha & $gamma=90^{\circ}$ beta=98.113(2)]. In the structure fused pyrone and pyran rings each adopt a sofa/envelop conformation. The crystal structure is stabilized by intramolecular C-H... O hydrogen bond interaction.

α-Glucosidase inhibitory caged xanthones from the resin of Garcinia hanburyi

  • Jin, Young Min;Kim, Jeong Yoon;Lee, Soo Min;Tan, Xue Fei;Park, Ki Hun
    • Journal of Applied Biological Chemistry
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    • v.62 no.1
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    • pp.81-86
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    • 2019
  • A yellow resin (gamboge) from Garcinia hanburyi has been widely used as folk medicine due to its antibacterial and antitumor activities. We isolated four ${\alpha}$-glucosidase inhibitory compounds from the methanol extract of gamboge. The compounds (1-4) were identified as gambogoic acid (1), moreollic acid (2), gambogic acid (3), and 10-methoxygambogenic acid (4), respectively through spectroscopic data including 2D-NMR and HREIMS. All compounds were examined in the enzyme inhibition assay against ${\alpha}$-glucosidase to identify their inhibitory potencies and kinetic behavior. All compounds (1-4) showed enzyme inhibition against ${\alpha}$-glucosidase, but the activity was significantly affected by the methoxy group on C-10 of ring A and pentenyl pyran moiety of ring D. For example, compound 1 ($IC_{50}=41.4{\mu}M$) bearing pyran ring eight times effective that 4 ($IC_{50}=350.6{\mu}M$) having geranyl group itself. Most active compound was found out to be gambogoic acid (1) which was analyzed most abundant metabolite in gamboge by LC-ESI-MS/MS. In kinetic study, compounds 1 and 2 were proved as noncompetitive inhibitors.

A Rubrofusarin Gentiobioside Isomer from Roasted Cassia tora

  • Lee, Hee-Jung;Jung, Jee-Hyung;Kang, Sam-Sick;Choi, Jae-Sue
    • Archives of Pharmacal Research
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    • v.20 no.5
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    • pp.513-515
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    • 1997
  • From the roasted seeds of Cassia tora L., a new naphthopyrone glycoside was isolated and characterized as 10-[${\beta}$-D-glucopyranosyl-$(1{\rightarrow}6)-O-{\beta}-D-$glucopyranosyl)oxy]-5-hydrox y-8-methoxy-2-methyl-4H-naphtho[1, 2-b]pyran-4-one(isorubrofusarin gentiobioside). Along with isorubrofusarin gentiobioside, alaternin and adenosine were isolated and identified.

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Synthesis and biological activity of 4,5-polymethylenepyrazole-derived HMG-CoA reductase inhibitors

  • Kim, Jin-Il;Choi, Young-Hee;Yurngdong Jahng
    • Archives of Pharmacal Research
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    • v.20 no.2
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    • pp.158-170
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    • 1997
  • New HMG-CoA reductase inhibitors, in which 3-substituted 4, 5-polymethylenepyrazoles are employed as a hydrophobic anchor connected to tetrahydro-4-hydroxy-2H-pyran-2-one by a two-carbon bridge, were designed and synthesized to exhibit significant inhibitory activity comparable to mevinolin. The most potent enzyme inhibitor $(11cc, IC_{50}=0.01{\mu}M)$ is 4-fold more potent than lovastatin.

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Crystal and Molecular Structure of 12-(2-Methoxyphenyl)-9-[(4-methylbenzene)sulfonyl]-22-oxo-13,21-dioxa-9-azapentacyclo [12.8.0.02,11.03,8.015,20]docosa-1(14),3,5,7,15(20),16,18-heptaene-11-carbonitrile

  • Ganapathy, Jagadeesan;Damodharan, Kannan;Manickam, Bakthadoss;Sanmargam, Aravindhan
    • Journal of Integrative Natural Science
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    • v.7 no.3
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    • pp.149-158
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    • 2014
  • The crystal structure of the title compounds with both coumarin and sulfonamide moieties were examined. These two groups have very special for their pharmaceutical and medicinal properties have been determined from single crystal X-ray diffraction data. In the title compound crystallizes in the monoclinic space group $P2_1/c$ with unit cell dimension a=$8.5775(4){{\AA}$, b=$24.9943(13){\AA}$ and c=$13.7319(7){\AA}$ [alpha & gamma=$90^{\circ}$ beta=$103.558(2)^{\circ}$]. In the structure The S1 atom shows a distorted tetrahedral geometry, with O1-S1-O2 [$121.08(1)^{\circ}$] and N1-S1-C5 [$105.85(1)^{\circ}$] angles deviating from ideal tetrahedral values are attributed to the Thrope-Ingold effect. The sum of bond angles around N1 ($354.9^{\circ}$) indicates that N1 is in $sp^2$ hybridization. The Pyridine ring adopts boat conformation and pyran rings adopt a sofa conformation. Crystal structure is stabilized by C-H...O intra molecular hydrogen bond interactions.