• Title/Summary/Keyword: carboxamide

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Phenazine-1-carboxamide, an Extrolite Produced by Pseudomonas aeruginosa Strain (CGK-KS-1) Isolated from Ladakh and India, and its Evaluation Against Various Xanthomonas spp.

  • Sirisha, K.;Kumar, C. Ganesh;Ramakrishna, Kallaganti Venkata Siva;Gunda, Shravan Kumar
    • Microbiology and Biotechnology Letters
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    • v.45 no.3
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    • pp.209-217
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    • 2017
  • In the enduring investigation of the bioactive microbes, Pseudomonas aeruginosa strain (referred to as CGK-KS-1 (ICTB-315)), isolated from Chumathang hot spring, Ladakh, and India, was identified to possess a major bioactive fraction with antimicrobial and anti-biofilm properties. This bioactive metabolite was purified through bioactivity-guided fractionation. The chemical structure of this major compound was elucidated as phenazine-1-carboxamide (PCN) based on $^1H$ and $^{13}C$ NMR, FT-IR, EI-HR-MS and 2D NMR spectroscopic techniques. In the current study, PCN exhibited antimicrobial activity with MIC values ranging between $1.9-3.9{\mu}g/ml$ against various test human pathogens and Xanthomonas spp. PCN showed the anti-biofilm property with the $IC_{50}$ values ranging from 17.04 to $60.7{\mu}M$ against different test pathogens. The in silico docking studies showed PCN strongly interacted with various proteins of different Xanthomonas spp. with high binding energies. We report herein for the first time the anti-biofilm property and the docking studies of PCN. The extrolite from P. aeruginosa strain CGK-KS-1 showed promising bioactivities and may be considered as a potential candidate for application in various biocontrol strategies.

Isolation of Antifungal Compound and Biocontrol Potential of Lysobacter antibioticus HS124 against Fusarium Crown Rot of Wheat

  • Monkhung, Sararat;Kim, Yun-Tae;Lee, Yong-Seong;Cho, Jeong-Yong;Moon, Jae-Hak;Kim, Kil-Yong
    • Korean Journal of Soil Science and Fertilizer
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    • v.49 no.4
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    • pp.393-400
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    • 2016
  • Fusarium graminearum is the main cause of substantial economic loss in wheat production. The aim of this study is to investigate biocontrol potential of Lysobacter antibioticus HS124 against F. graminearum and to purify an antifungal compound. In preliminary study, n-butanol crude extract revealed destructive alterations in the hyphal morphology of F. graminearum and almost degraded with $1,000{\mu}g\;mL^{-1}$ concentration. For further study, the antifungal compound extracted from the n-butanol crude extract of L. antibioticus HS124 was identified as N-Butyl-tetrahydro-5-oxofuran-2-carboxamide ($C_9H_{16}NO_3$) using NMR ($^1H-NMR$, $^{13}C-NMR$, $^1H-^1H\;COSY$, HMBC, and HMQC), and HR-ESI-MS analysis. To our knowledge, N-Butyl-tetrahydro-5-oxofuran-2-carboxamide may be a novel compound with molecular weight of 186.1130. The minimum inhibitory concentration value of antifungal compound was $62.5{\mu}g\;mL^{-1}$ against F. graminearum. In an in vivo pot experiment, crown rot disease from F. graminearum was inhibited when wheat seeds were treated with both HS124 culture and F. graminearum. Growth of wheat seedling was enhanced by treatment of HS124 compared to control. Our results suggest that L. antibioticus HS124 characterized in this study could be successfully used to control F. graminearum and could be used as an alternative to chemical fungicides in modern agriculture.

Effect of Deer Antler Extract on Muscle Differentiation and 5-Aminoimidazole-4-Carboxamide Ribonucleoside (AICAR)-Induced Muscle Atrophy in C2C12 Cells

  • Jo, Kyungae;Jang, Woo Young;Yun, Beom Sik;Kim, Jin Soo;Lee, Hyun-Sun;Chang, Yeok Boo;Suh, Hyung Joo
    • Food Science of Animal Resources
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    • v.41 no.4
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    • pp.623-635
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    • 2021
  • The effect of deer antler extract on muscle differentiation and muscle atrophy were evaluated to minimize muscle loss following aging. Various deer antler extracts (HWE, hot water extract of deer antler; FE, HWE of fermented deer antler; ET, enzyme-assisted extract of deer antler; UE, extract prepared by ultrasonication of deer antler) were evaluated for their effect on muscle differentiation and inhibition of 5-aminoimidazole-4-carboxamide ribonucleoside (AICAR)-induced muscle atrophy in C2C12 cells. Morphological changes according to the effect of antler extracts on muscle differentiation were confirmed by Jenner-Giemsa staining. In addition, the expression levels of genes related to muscle differentiation and atrophy were confirmed through qRT-PCR. In the presence of antler extracts, the length and thickness of myotubes and myogenin differentiation 1 (MyoD1) and myogenic factor 5 (Myf5) gene expression were increased compared to those in the control group (CON). Gene expression of AMP-activated protein kinase (AMPK), MyoD1, and myogenin, along with the muscle atrophy factors muscle RING finger-1 (MuRF-1) and forkhead box O3a (FoxO3a) upon addition of deer antler extracts to muscle-atrophied C2C12 cells was determined by qRT-PCR after treatment with AICAR. The expression of MuRF-1 and FoxO3a decreased in the groups treated with antler extracts compared to that in the group treated with AICAR alone. In addition, gene expression of MyoD1 and myogenin in the muscle atrophy cell model was significantly increased compared that into the CON. Therefore, our findings indicate that antler extract can increase the expression of MyoD1, Myf5 and myogenin, inhibit muscle atrophy, and promote muscle differentiation.

Synthesis and In Vitro Cytotoxicity of 1-Azanthraquinone-3-Carboxamides

  • Lee, Hee-Soon;Lee, Chang-Wook;Yang, Sung-Il
    • Archives of Pharmacal Research
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    • v.22 no.4
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    • pp.380-383
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    • 1999
  • Five 1-azzanthraquinone-3-carboxamides were synthesized and evaluated in vitro cytotoxicity against four human cancer cell lines. The most active compound, 7b, exhibited cytotoxic activity comparable to doxorubicin.

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Chemicals with Menthol Cooling and Fresh Effect (멘솔처럼 시원하고 신선한 효과를 주는 화합물)

  • 제병권;김도연;이정일;백신;곽대근
    • Journal of the Korean Society of Tobacco Science
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    • v.25 no.2
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    • pp.160-166
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    • 2003
  • The majority of ι-menthol is still obtained by freezing the oil of Mentha arvensis to crystallize the menthol present. This 'natural' menthol is then physically seperated by centrifuging the supernatant liquid away from the menthol crystal. But the price of natural ι-menthol has fluctuated widely so effort has been devoted to the production of ι-menthol by synthetic more readily available raw materials. In the 1970's, many researcher synthesised a new compounds with the menthol cooling effect. During this period many molecular structure designed and synthesised on concepts of correlation between structure and biological activity and the various types of molecule which give rise to cooling effect more than ι-menthol. Specially, N-alkyl-carboxamide group is substituted for the hydroxyl group in ι-menthol. Recently, the most active compounds synthesised is 4-methyl-3-(1-pyrrolidinyl)-2-[5H]-furanone. This compound is 35 times more powerful in the mouth and 512 times more powerful on the skin than ι-menthol. The cooling effect also lasts twice as long. While not yet commercially available, it is expected that these types of materials will be subjected to toxicological studies and will soon be sell on the market.

Synthesis and Herbicidal Activity of N-{2,4-dichloro-5-(3-pyrazolyl)Phenyl} imides (N-{2,4-Dichloro-5-(3-pyrazolyl)phenyl}imides 유도체의 합성 및 제초활성)

  • Kim, Kyoung-Mahn;Lee, Byung-Hoe;Ryu, Eung-Kul
    • The Korean Journal of Pesticide Science
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    • v.4 no.3
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    • pp.15-18
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    • 2000
  • A series of N-{2,4-dichloro-5-(3-pyrazolyl)Phenyl}imides 7 and 8 was prepared and evaluated their herbicidal activities. Those compounds in which either carboxylate or carboxamide moiety is on pyrazole moiety 7c-71 showed no herbicidal activity whereas, the compounds in which trifluoromethyl group is substituted in pyrazolyl moiety showed moderate herbicidal activities against barnyardgrass, monochria and flat-sedge under paddy conditions with good rice tolerance at rate 63-250 g/ha.

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Neuroprotective and Antioxidant Effects of Novel Benzofuran-2-Carboxamide Derivatives

  • Cho, Jungsook;Park, Chowee;Lee, Youngmun;Kim, Sunyoung;Bose, Shambhunath;Choi, Minho;Kumar, Arepalli Sateesh;Jung, Jae-Kyung;Lee, Heesoon
    • Biomolecules & Therapeutics
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    • v.23 no.3
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    • pp.275-282
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    • 2015
  • In the present study, we synthesized a series of novel 7-methoxy-N-(substituted phenyl)benzofuran-2-carboxamide derivatives in moderate to good yields and evaluated their neuroprotective and antioxidant activities using primary cultured rat cortical neuronal cells and in vitro cell-free bioassays. Based on our primary screening data with eighteen synthesized derivatives, nine compounds (1a, 1c, 1f, 1i, 1j, 1l, 1p, 1q and 1r) exhibiting considerable protection against the NMDA-induced excitotoxic neuronal cell damage at the concentration of $100{\mu}M$ were selected for further evaluation. Among the selected derivatives, compound 1f (with $-CH_3$ substitution at R2 position) exhibited the most potent and efficacious neuroprotective action against the NMDA-induced excitotoxicity. Its neuroprotective effect was almost comparable to that of memantine, a well-known NMDA antagonist, at $30{\mu}M$ concentration. In addition to 1f, compound 1j (with -OH substitution at R3 position) also showed marked anti-excitotoxic effects at both 100 and $300{\mu}M$ concentrations. These findings suggest that $-CH_3$ substitution at R2 position and, to a lesser degree, -OH substitution at R3 position may be important for exhibiting neuroprotective action against excitotoxic damage. Compound 1j was also found to scavenge 1,1-diphenyl-2-picrylhydrazyl radicals and inhibit in vitro lipid peroxidation in rat brain homogenate in moderate and appreciable degrees. Taken together, our structure-activity relationship studies suggest that the compound with $-CH_3$ substitution at R2 and -OH substitution at R3 positions of the benzofuran moiety might serve as the lead exhibiting potent anti-excitotoxic, ROS scavenging, and antioxidant activities. Further synthesis and evaluation will be necessary to confirm this possibility.

Response of hydrolyzed polyacrylonitrile fibers to pH (가수분해 폴리아크릴로니트릴 섬유의 pH 응답성)

  • 우종형;서영삼;윤기종;조재환;정재윤
    • Proceedings of the Korean Fiber Society Conference
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    • 2003.04a
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    • pp.345-346
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    • 2003
  • 폴리아크릴로니트릴을 NaOH로 가수분해시키면 carboxylate anion과 carboxamide기가 생성되며, 물을 흡수할 경우 sodium carboxylate기의 해리로 팽윤이 크게 일어나므로 고흡수성을 지니게 된다[l]. 일반적으로 섬유가 팽윤을 하면 수축하며, 가수분해된 폴리아크릴로니트릴 섬유는 흡수되는 물 속의 염의 농도 또는 pH에 따라 팽윤도가 다르기 때문에 가수분해된 시간과 pH조건 변화에 따라서 수축하는 정도가 다르다. 과거의 연구결과에 의하면 아크릴 섬유는 2M HCI에서 최소의 길이로 수축하며, 2M NaOH에서 최대의 길이가 나타난다고 하였다[2]. (중략)

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Calix[6]arene Bearing Carboxylic Acid and Amide Groups in Polymeric CTA Membrane

  • Kim, Jong-Seung;Lee, Soo-Heon;Yu, Sang-Hyeok;Cho, Moon-Hwan;Kim, Dong-Won;Kwon, Seon-Gil;Lee, Eil-Hee
    • Bulletin of the Korean Chemical Society
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    • v.23 no.8
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    • pp.1085-1088
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    • 2002
  • Calix[6]arene having both carboxylic acid (1,3,5-) and carboxamide (2,4,6-) in an alternative way was synthesized. Transport rates of alkali and alkaline-earth metal ions were tested in bulk liquid membrane and polymer inclusion membrane. Ba2+ ion was found to give the highest transport rate among tested metal ions in both BLM and PIM systems. In PIM system, high durability (longer than 30 days) of the membrane was observed.