• Title/Summary/Keyword: Triple bonds

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Polyacetylenic compounds from Atractylodes rhizomes

  • Kim, Jung-Hoon
    • The Korea Journal of Herbology
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    • v.31 no.5
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    • pp.25-39
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    • 2016
  • Objectives : Atractylodes rhizomes, which have been widely used to treat gastrointestinal disorders, consist of numerous chemical compounds. Polyacetylenes are the parts of characteristic compounds of importance required to understand the therapeutic properties of Atractylodes rhizomes. It is necessary to understand the physicochemical and pharmacological properties of polyacetylenes in the Atractylodes rhizomes.Methods : The literatures from 1970 to January 2016 were searched using Korean and international electronic databases. The chemical structures of polyacetylenes were drawn by structure-drawing software.Results : The reported polyacetylenes were classified by their chemical skeletons and original resources, and their physicochemical and pharmacological features were discussed. Polyacetylenes with skeletal moieties were reported, such as diene-diyne types (two double and two triple carbon-bonds), triene-diyne types (three double carbon bonds and two triple carbon bonds), and monoene-diyne types (one double carbon bonds and two double carbon bonds), with various functional groups. Atractylodin was most frequently reported from many Atractylodes species. Atractylodin-related polyacetylenes showed chemical instability in both high and freezing temperatures. Processing of the Atractylodes rhizomes by stir-frying with bran could affect the contents of polyacetylenes and their bioavailability in vivo. Several polyacetylenes showed structure-related anti-inflammatory activities and gastrointestinal activities.Conclusion : Polyacetylene compounds in Atractylodes rhizomes were based on three chemical backbones and showed diverse physicochemical and pharmacological features. The present study provides structural, physicochemical, and pharmacological information of polyacetylene from Atractylodes rhizomes. This information provides fundamental data for further research.

Cometabolic Production of Poly(3-Hydroxyalkanoates) Containing Carbon-Carbon Double and Triple Bonds by Pseudomonas oleovorans

  • Kim, Do-Young;Kim, Young-Baek;Rhee, Young-Ha
    • Journal of Microbiology and Biotechnology
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    • v.12 no.3
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    • pp.518-521
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    • 2002
  • Poly(3-hydroxyalkanoate) copolyesters containing both carbon-carbon double and carbon-carbon triple bonds were produced by Pseudomonas oleovorans grown in mixtures of 10-undecynoic acid (10-UND($\equiv$)) and 10-undecenoic acid (10-UND(=)). The PHA content in the dry cells was usually 40 wt%. The bioconversion yield of ($10-UND({\equiv})$) to PHA by P. oleovorans was remarkably enhanced from 1% to over 24% as the fraction of 10-UND(=) in the carbon substrate mixtures increased from 0 to 50%. These values were higher than those obtained when P. oleovorans was grown in the same molar mixtures of ($10-UND({\equiv})$) and nonanoic acid (NA), indicating that 10-UND(=) was more efficient than NA as a cosubstrate in inducing cometabolic PHA production.

Theoretical Investigation of Triple Bonding between Transition Metal and Main Group Elements in (η5-C5H5)(CO)2M≡ER (M = Cr, Mo, W; E = Si, Ge, Sn, Pb; R = Terphenyl Groups)

  • Takagi, Nozomi;Yamazaki, Kentaro;Nagase, Shigeru
    • Bulletin of the Korean Chemical Society
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    • v.24 no.6
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    • pp.832-836
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    • 2003
  • To extend the knowledge of triple bonding between group 6 transition metal and heavier group 14 elements, the structural and bonding aspects of ($η^5-C_5H_5$)$(CO)_2$M≡ER (M = Cr, Mo, W; E = Si, Ge, Sn, Pb) are investigated by hybrid density functional calculations at the B3PW91 level. Substituent effects are also investigated with R = H, Me, $SiH_3$, Ph, $C_6H_3-2,6-Ph_2$, $C_6H_3-2,6-(C_6H_2-2,4,6-Me_3)_2$, and $C_6H_3-2,6-(C_6H_2-2,4,6- iPr_3)_2$.

Identification of the Polyacetylenes extracted from Acanthopanax Senticosus by Petroleum Ether (가시오가피(Acanthopanax senticosus)의 석유에테르 추출물 중 polyacetylene계 물질의 동정)

  • Yang, Hyo-Jin;Kim, Eun-Mi;Chang, Kyu-Seob
    • Korean Journal of Agricultural Science
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    • v.35 no.1
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    • pp.11-17
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    • 2008
  • This study was conducted to isolate polyacetylenes from the Acanthopanax senticosus and to identify the chemical structure of the polyacetylenes by UV, IR, $^1H$-NMR and $^{13}C$-NMR. One of the liposoluble materials was extracted with petroleum ether. Polyacetylene compounds were collected through solvent fractionation at silica gel column chromatograph. The HPLC was used for the semi-preparative separation IR spectra of fraction 5 showed triple bonds at $2256cm^{-1}$ and double bond at $1654cm^{-1}$, respectively, $^1H$-NMR spectra of Fraction 5 showed the double bond at 5.35-5.48 ppm. Triple bond at 64.0. 71.2, 74.2, 80.2 ppm and double bond at 121.89, 133.0 ppm were observed in the $^{13}C$-NMR spectra.

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Reaction of Bacterial-Polyesters Containing Unsaturated Groups (불포화 기를 함유하는 미생물 폴리에스터의 반응)

  • Jung, Taek-Kyu;Kim, Young-Baek;Yim, Going;Cho, Sung-Joon;Youn, In-Kwon
    • The Journal of Engineering Research
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    • v.3 no.1
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    • pp.235-242
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    • 1998
  • Hydrosilylation and vromination of vacterial poly($\beta$-Hydroxyalkanoates) containing carbon-carbon double bond or triple bond were carried out. The produced polymers were characterized by IR-spectroscopy and differential scnning calorimetry. Hydrosilylated polymers were characterized crystallinity while brominated polymers had lower degree of crystallinity with increased glass transition temperatures. Mixing polymers containing carbon-carbon triple bonds with Co(II) AND Pt(II) resulted crosslinked polymers.

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Chronicles of EGFR Tyrosine Kinase Inhibitors: Targeting EGFR C797S Containing Triple Mutations

  • Duggirala, Krishna Babu;Lee, Yujin;Lee, Kwangho
    • Biomolecules & Therapeutics
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    • v.30 no.1
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    • pp.19-27
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    • 2022
  • Epidermal growth factor receptor (EGFR) is a receptor tyrosine kinase widely expressed in many cancers such as non-small cell lung cancer (NSCLC), pancreatic cancer, breast cancer, and head and neck cancer. Mutations such as L858R in exon 21, exon 19 truncation (Del19), exon 20 insertions, and others are responsible for aberrant activation of EGFR in NSCLC. First-generation EGFR tyrosine kinase inhibitors (TKIs) such as gefitinib and erlotinib have clinical benefits for EGFR-sensitive (L858R and Del19) NSCLC patients. However, after 10-12 months of treatment with these inhibitors, a secondary T790M mutation at the gatekeeper position in the kinase domain of EGFR was identified, which limited the clinical benefits. Second-generation EGFR irreversible inhibitors (afatinib and dacomitinib) were developed to overcome this T790M mutation. However, their lack of selectivity toward wild-type EGFR compromised their clinical benefits due to serious adverse events. Recently developed third-generation irreversible EGFR TKIs (osimertinib and lazertinib) are selective toward driving mutations and the T790M mutation, while sparing wild-type EGFR activity. The latest studies have concluded that their efficacy was also compromised by additional acquired mutations, including C797S, the key residue cysteine that forms covalent bonds with irreversible inhibitors. Because second- and third-generation EGFR TKIs are irreversible inhibitors, they are not effective against C797S containing EGFR triple mutations (Del19/T790M/C797S and L858R/T790M/C797S). Therefore, there is an urgent unmet medical need to develop next-generation EGFR TKIs that selectively inhibit EGFR triple mutations via a non-irreversible mechanism.

A Study on New Curing System Available for Solid Propellant (고체 추진제의 새로운 경화시스템에 관한 연구)

  • Min, Byoung-Sun;Park, Young-Chul;Yoo, Ji-Chang;Kim, Chang-Kee;Ryu, Baek-Neung
    • Proceedings of the Korean Society of Propulsion Engineers Conference
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    • 2011.11a
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    • pp.420-421
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    • 2011
  • In this study, Instead of using urethane curative systems, which have long been used as solid propellants, a triazole curative system has been introduced into a new binder recipe in which azide groups in the polymer react with triple bonds of a dipolarophile curative.

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Finite element modeling of the vibrational behavior of multi-walled nested silicon-carbide and carbon nanotubes

  • Nikkar, Abed;Rouhi, Saeed;Ansari, Reza
    • Structural Engineering and Mechanics
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    • v.64 no.3
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    • pp.329-337
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    • 2017
  • This study concerns the vibrational behavior of multi-walled nested silicon-carbide and carbon nanotubes using the finite element method. The beam elements are used to model the carbon-carbon and silicon-carbon bonds. Besides, spring elements are employed to simulate the van der Waals interactions between walls. The effects of nanotube arrangement, number of walls, geometrical parameters and boundary conditions on the frequencies of nested silicon-carbide and carbon nanotubes are investigated. It is shown that the double-walled nanotubes have larger frequencies than triple-walled nanotubes. Besides, replacing silicon carbide layers with carbon layers leads to increasing the frequencies of nested silicon-carbide and carbon nanotubes. Comparing the first ten mode shapes of nested nanotubes, it is observed that the mode shapes of armchair and zigzag nanotubes are almost the same.

The Solvent Effects on the Formation of Polyynes by Laser Ablation

  • Park, Young-Eun;Shin, Seung-Keun;Park, Seung-Min
    • Bulletin of the Korean Chemical Society
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    • v.33 no.7
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    • pp.2439-2442
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    • 2012
  • In order to explore the effects of the solvent on the formation rate of polyynes, we investigated the absorption spectra of polyynes obtained by laser ablation of a graphite target in different solvents at 1064 nm. Polyynes so produced were confirmed by the Raman band around $2200cm^{-1}$ which corresponds to the carbon triple bonds. The production of polyynes by laser ablation turned out to be significantly affected by the ratio of the hydrogen and carbon atoms in the solvent molecule. No clear correlations were observed in the formation of polyynes for other properties of the solvent such bond dissociation energy, thermal conductivity, and total mass of hydrogen atoms per volume of solvent.

The Importance of Thermodynamic Quantities for the Determination of the Unknown Conformation: Ab initio Studies of$ K^+(H_2O)_3$

  • 이한명;Son, Hyeon S.;민병진
    • Bulletin of the Korean Chemical Society
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    • v.20 no.3
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    • pp.345-351
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    • 1999
  • The structures, the energetics, and the spectra of K+(H2O)3 have been studied at HF and MP2 levels with the basis set of triple-zeta plus two sets of polarization functions (TZ2P) for water molecules. Two structures considered are 3+0 (D3), and 2+1 (C2v). The 2+1 (C2v) has two hydrogen bonds between the primary hydration and the secondary hydration shell water molecules. They have similar binding energy and enthalpy. The most stable conformation of K+(H2O)3 is entropy driven as shown in Na+(H2O)5 and in Na+(H2O)6 cases. The 3+0 (D3) conformation is the most stable at 298 K and at 1 atm, based on Gibbs free energy changes (ΔGr). The thermal contributions to the enthalpy and the Gibbs free energy are corrected for the low frequency modes. The corrected ΔGr is in good agreement with the experimental value. Vibrational frequencies of two conformations are revealed as their characteristics.