• Title/Summary/Keyword: Carboxylate-based

Search Result 38, Processing Time 0.361 seconds

Synthesis and Anticonvulsant Activities of N-Cbz-${\alpha}$-aminoglutarimidooxy Carboxylate Derivatives

  • Byun, Ae-Sun;Choi, Jong-Won;Moon, Kyung-Ho;Lee, Chung-Gyu;Park, Min-Soo
    • Archives of Pharmacal Research
    • /
    • v.29 no.6
    • /
    • pp.459-463
    • /
    • 2006
  • Previous studies on the anticonvulsant activity of $N-Cbz-{\alpha}-aminoglutarmides$ have shown that the derivatives of $N-Cbz-{\alpha}-amino-N-alkoxy$ glutarimide have significant anticonvulsant activity. In addition, their anticonvulsant activities are dependent on the presence of N-alkoxy groups. Based on these results, a series of $N-Cbz-{\alpha}-amino-glutarimidooxy$ carboxylates derivatives (3a-e) were synthesized in moderate yield using a known synthetic procedure. Their anticonvulsant activities were evaluated using the maximal electroshock seizure (MES) test, the pentylene tetrazole induced seizure (PTZ) test, and the strychinine (Str) threshold test with the ultimate aim of developing more active anticonvulsants. None of the compounds (3a-e) tested showed anticonvulsant activity in the MES and PTZ test. However, all the compounds tested exhibited significant anticonvulsant activity in the Str. test. The most active compound in the Str. test was the methyl ester of $N-Cbz-{\alpha}-amino-glutarimidooxy$ acetic acid 3a $(ED_{50}\;=\;42.9\;mg/kg)$.

Anti-inflammatory and Neurotrophic 2H-1-Benzopyran Derivatives of Chaenomeles sinensis

  • Ha, Young Jun;Lee, Tae Hyun;Subedi, Lalita;Kim, Hye Ryeong;Moon, Gyuri;Kim, Sun Yeou;Kim, Chung Sub
    • Natural Product Sciences
    • /
    • v.28 no.1
    • /
    • pp.1-5
    • /
    • 2022
  • Two 2H-1-benzopyran derivatives, methyl 8-hydroxy-2,2-dimethyl-2H-1-benzopyran-5-carboxylate (1) and methyl 8-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carboxylate (2), including a new compound (1) were isolated from the twigs of Chaenomeles sinensis. Their chemical structures were characterized based on analysis of NMR data including 1H and 13C, COSY, HSQC, and HMBC and HRMS data. The isolated compounds (1 and 2) were assessed for their anti-neuroinflammatory activity by measuring inhibition levels of nitric oxide (NO) production in lipopolysaccharide (LPS)-activated BV-2 cells and for their neurotrophic activity by the secretion of nerve growth factor (NGF) in C6 cells. Compounds 1 and 2 exhibited powerful anti-neuroinflammatory effects with IC50 values of 17.14 and 19.30 μM, respectively, without cell toxicity, and also showed moderate effects on the stimulation of NGF secretion levels with 113.15 ± 3.54 and 130.20 ± 8.03%, respectively. The biosynthetic pathway of 1 and 2 was proposed that they would be derived from a protocatechuic acid and an isoprenyl unit.

Two Ethylene Signaling Pathways in Senescing Carnation Petals: Exogenous Ethylene-induced Expression of Genes for 1-Aminocyclopropane-1-Carboxylate (ACC) Synthase and ACC Oxidase is Different from That of the Gene for Cysteine Proteinase

  • Satoh, Shigeru;Kosugi, Yusuke;Iwazaki, Yujiro;Shibuya, Kenichi;Waki, Keisuke
    • Journal of Plant Biotechnology
    • /
    • v.2 no.2
    • /
    • pp.83-87
    • /
    • 2000
  • Carnation petals exhibit autocatalytic ethylene production and wilting during senescence. The autocatalytic ethylene production is induced by the expression of 1-aminocyclopropane-1-carboxylate (ACC) synthase and ACC oxidase genes, whereas the wilting of petals is related to expression of the cysteine proteinase (CP) gene. Until recently, it has been believed that these two phenomena, autocatalytic ethylene production and wilting, are regulated in concert in senescing carnation petals, since the two phenomena occurred closely in parallel. Our studies with petals of a transgenic carnation harboring a sense ACC oxidase transgene and petals of carnation flowers treated with 1,1-dimethyl-4-(phenylsulfonyl) semicarbazide showed that the expression of ACC synthase and ACC oxidase genes and that of CP are regulated differently in carnation psanetals. Interestingly, in the petals of transgenic carnation, the transcript for CP was accumulated but the transcripts for ACC synthase and ACC oxidase were not accumulated in response to exogenous ethylene. Based on these results, we hypothesized that two ethylene signaling pathways, one leading to the expression of ACC synthase and ACC oxidase genes and the other leading to the expression of CP gene, are functioning in senescing carnation petals.

  • PDF

Proline Accumulation and P5CS ($\Delta^1$-pyrroline-5-carboxylate synthetase) Gene Expression in Response to Salt Stress in Zoysiagrasses

  • Lee, Dong-Joon;Hwang, Cheol-Ho
    • KOREAN JOURNAL OF CROP SCIENCE
    • /
    • v.48 no.1
    • /
    • pp.20-24
    • /
    • 2003
  • Proline is known as an osmotrotectant to enhance tolerance against both salt and dehydration stresses. A P5CS ($\Delta^1$-pyrroline-5-carboxylate synthetase) plays a major role in regulation of synthesis of proline. An overexpression of the mothbean P5CS gene in transgenic tobacco plant increased the levels of proline and osmotolerance. In an attempt to look for the possibility to use content of proline as well as a level of P5CS gene expression as molecular markers for salt tolerance, the amounts of proline and transcript levels of P5CS were measured as functions of either concentration of NaCl or length of treatment period among different species of zoysiagrass. Hybridzoysia showed the highest level of proline ($329\mu\textrm{g}$/g.f.w.) among five different species of zoysiagrass at 250 mM NaCl in 24 hours. The level of P5CS transcript was also the highest in the hybridzoysia at 250 mM NaCl in 24 hours. The transcriptions of P5CS gene were induced at the rates of 1.2, 1.2, 1.8, and 1.8, upon treatment of 250 mM NaCl in Z. japonica, Z. matrella, Z. sinica and hybridzoysia respectively. Based on a correlation between the level of P5CS transcript and the proline content among different species of zoysiagrass, a comparative structural analysis of the gene for P5CS from either Z. sinica or hybridzoysia may lead to an understanding of mechanism for salt tolerance shown differently among zoysiagrasses.

Nonlinear Rheological Properties of Endothelial Cell Laden-cellulose Nanofibrils Hydrogels (내피세포가 배양된 나노셀룰로오스 하이드로겔의 비선형 유변물성 분석)

  • Song, Yeeun;Kim, Min-Gyun;Yi, Hee-Gyeong;Lee, Doojin
    • Composites Research
    • /
    • v.35 no.3
    • /
    • pp.153-160
    • /
    • 2022
  • Cellulose nanofibrils (CNF) based on wood pulp fibers are gained much attention as part of biocompatible hydrogels for biomedical applications such as tissue engineering scaffolds, biomedicine, and drug carrier. However, CNF hydrogels have relatively poor mechanical properties, impeding their applications requiring high mechanical integrity. In this work, we prepare 2,2,6,6-tetramethylipiperidin-oxyl (TEMPO) oxidated cellulose nanofibrils hydrogels mediated with metal cations, which form the metal-carboxylate coordination bonds for enhanced mechanical strength and toughness. We conduct the large amplitude oscillatory shear (LAOS) test and Live/dead cell assay for obtaining nonlinear viscoelastic parameters and cell viability, respectively. In particular, the cell proliferation and viability change depending on the type of metal salt, which also affected the rheological properties of the hydrogels.

Green synthesis of aluminum-based metal organic framework for the removal of azo dye Acid Black 1 from aqueous media

  • Jung, Kyung-Won;Choi, Brian Hyun;Lee, Seon Yong;Ahn, Kyu-Hong;Lee, Young Jae
    • Journal of Industrial and Engineering Chemistry
    • /
    • v.67
    • /
    • pp.316-325
    • /
    • 2018
  • Aluminum based metal-organic framework using a di-carboxylate linker succinic acid (Al-SA MOF), are synthesized in water with minimal generation of secondary pollutants. The physicochemical properties of Al-SA MOF were examined, followed by its utility for the adsorption of Acid Black 1 (AB1) in aqueous media. Influences of key parameters such as pH, contact time, initial AB1 concentration,temperature, and selectivity on the adsorption process were assessed. A series of adsorption mechanisms are proposed, which involve electrostatic, hydrogen bonding, and hydrophobic interactions. These findings suggest that Al-SA MOF is a potent candidate in removing complex azo dyes molecules from aqueous media.

Control of Surface Chemistry and Electrochemical Performance of Carbon-coated Silicon Anode Using Silane-based Self-Assembly for Rechargeable Lithium Batteries

  • Choi, Hyun;Nguyen, Cao Cuong;Song, Seung-Wan
    • Bulletin of the Korean Chemical Society
    • /
    • v.31 no.9
    • /
    • pp.2519-2526
    • /
    • 2010
  • Silane-based self-assembly was employed for the surface modification of carbon-coated Si electrodes and their surface chemistry and electrochemical performance in battery electrolyte depending on the molecular structure of silanes was studied. IR spectroscopic analyses revealed that siloxane formed from silane-based self-assembly possessed Si-O-Si network on the electrode surface and high surface coverage siloxane induced the formation of a stable solid-electrolyte interphase (SEI) layer that was mainly composed of organic compounds with alkyl and carboxylate metal salt functionalities, and PF-containing inorganic species. Scanning electron microscopy imaging showed that particle cracking were effectively reduced on the carbon-coated Si when having high coverage siloxane and thickened SEI layer, delivering > 1480 mAh/g over 200 cycles with enhanced capacity retention 74% of the maximum discharge capacity, in contrast to a rapid capacity fade with low coverage siloxane.

Biosynthesis of Silver Nanoparticles by Phytopathogen Xanthomonas oryzae pv. oryzae Strain BXO8

  • Narayanan, Kannan Badri;Sakthivel, Natarajan
    • Journal of Microbiology and Biotechnology
    • /
    • v.23 no.9
    • /
    • pp.1287-1292
    • /
    • 2013
  • Extracellular biogenic synthesis of silver nanoparticles with various shapes using the rice bacterial blight bacterium Xanthomonas oryzae pv. oryzae BXO8 is reported. The synthesized silver nanoparticles were characterized by UV-Vis spectroscopy, powder X-ray diffractometry (XRD), scanning electron microscopy, energy dispersive X-ray spectrometry, and high-resolution transmission electron microscopy (HR-TEM). Based on the evidence of HR-TEM, the synthesized particles were found to be spherical, with anisotropic structures such as triangles and rods, with an average size of 14.86 nm. The crystalline nature of silver nanoparticles was evident from the bright circular spots in the SAED pattern, clear lattice fringes in the high-resolution TEM images, and peaks in the XRD pattern. The FTIR spectrum showed that biomolecules containing amide and carboxylate groups are involved in the reduction and stabilization of the silver nanoparticles. Using such a biological method for the synthesis of silver nanoparticles is a simple, viable, cost-effective, and environmentally friendly process, which can be used in antimicrobial therapy.

Fabrication of nanoaggregates of triple hydrophilic block copolymers by binding of ionic surfactants

  • Khanal, Anil;Yusa, Shin-Ichi;Nakashima, Kenichi
    • Proceedings of the Polymer Society of Korea Conference
    • /
    • 2006.10a
    • /
    • pp.302-302
    • /
    • 2006
  • Nanoaggregates of triple hydrophilic block copolymers comprised of poly(ethylene oxide), poly(sodium 2-acrylamido)-2-methylpropanesulfonate), and poly(methacrylic acid) (PEO-PAMPS-PMAA) and the cationic surfactant, dodecyltrimethylammonium chloride (DTAC) have been fabricated. The formation of $^{\circ}^{\circ}$the nanoaggregates is based on electrostatic interaction of sulfonate and carboxylate groups of PAMPS and PMAA blocks with the cationic surfactant, which results in insolubilization of these blocks. The formation of micelle is observed by dynamic light scattering measurements. Binding of DTAC to the anionic blocks of PEO-PAMPS-PMAA is confirmed by electrophoresis measurements.

  • PDF

Mechanism of Organogel Formation from Mixed-Ligand Silver (I) Carboxylates

  • Kim, Ji-Yeon;Park, Cheol-Hee;Kim, Sang-Ho;Yoon, Sung-Ho;Piao, Longhai
    • Bulletin of the Korean Chemical Society
    • /
    • v.32 no.9
    • /
    • pp.3267-3273
    • /
    • 2011
  • Ag(I) carboxylate gelators with mixed-ligands were systemically investigated to understand the mechanism of the organic gel formation. The gelators constructed 3-D networks of nanometer-sized thin fibers which facilitated gel formation in various aromatic organic solvents, even at very low concentrations. The loss of reflection peaks in the X-ray diffraction data indicated the reduction of strong interactions between the long alkyl chains as the Ag(I) carboxylates formed gels by maximizing their interactions with the organic solvents. The gelation temperature ($T_{gel}$) was measured to explore the interaction between the gelator molecules and solvents depending on their composition and concentration. Based on the gelation phenomena, a dissociation/re-association mechanism was proposed.