• Title/Summary/Keyword: Biological Synthesis

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Synthesis and Antifungal Activity of 1,3-substituted-5-chloropyrazole-4-carboxylic acid Oxime Esters (1,3-치환-5-chloropyrazole-4-carboxylic acid oxime ester의 합성과 살균력)

  • Kim, Yong-Whan;Park, Chi-Hyun;Choi, Weon-Seok;Kwon, Young-Chil;Park, Chang-Kyu
    • Applied Biological Chemistry
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    • v.32 no.4
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    • pp.401-407
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    • 1989
  • A series of novel 1,3-substituted-5-chloropyrazole-4-carboxylic acid oxime esters was synthesized. Their chemical strictures were elucidated on $^1H,\;^{13}C-NMR$ and IR spectra, Fifteen such compounds were screened for their antifungal activity against R. solani, P. oryzae, B. cinerea, P. graminearum, P. capsici and G. cingulata. The results showed that pyrazole-oxime esters with electron withdrawing groups(III, XIII, XIV) had better biological activities than these with electron releasing groups.

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Changes in Differentially Expressed Genes in the Liver of Oryzias latipes by Binary Exposure to Carcinogenic Polycyclic Aromatic Hydrocarbons

  • Oh, Jeong-Hwan;Moon, Hyo-Bang;Choe, Eun-Sang
    • Korean Journal of Environmental Biology
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    • v.27 no.4
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    • pp.391-396
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    • 2009
  • The biological effects of carcinogenic polycyclic aromatic hydrocarbons (cPAHs) including benzo[a]pyrene (BaP), dibenzo[a,h]anthracene (DBA), benzo[a]anthracene (BaA), benzo[b] fluoranthene (BbF), benzo[k]fluoranthene (BkF), and indeno[1,2,3-c, d]pyrene (InP) on transcriptomic changes were determined in the liver of Oryzias latipes. Differentially expressed genes (DEGs) by binary exposure to cPAHs (BaP+BaA, BaP+BbF, BaP+BkF, BaP+DbA, BaP+InP) were screened by annealing control primers-based polymerase chain reaction followed by sequence analysis and BLAST searching. The results showed that four DEGs were commonly expressed by cPAHs and they were identified as ribosomal protein S4, coagulation factor II, elongation factor 1 beta, and a predicted protein similar to human immunodeficiency virus type I enhancer binding protein 3. This finding suggests that binary exposure to cPAHs interferes protein synthesis required for fundamental liver functions in fish.

Plant cell culture strategies for the production of natural products

  • Ochoa-Villarreal, Marisol;Howat, Susan;Hong, SunMi;Jang, Mi Ok;Jin, Young-Woo;Lee, Eun-Kyong;Loake, Gary J.
    • BMB Reports
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    • v.49 no.3
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    • pp.149-158
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    • 2016
  • Plants have evolved a vast chemical cornucopia to support their sessile lifestyles. Man has exploited this natural resource since Neolithic times and currently plant-derived chemicals are exploited for a myriad of applications. However, plant sources of most high-value natural products (NPs) are not domesticated and therefore their production cannot be undertaken on an agricultural scale. Further, these plant species are often slow growing, their populations limiting, the concentration of the target molecule highly variable and routinely present at extremely low concentrations. Plant cell and organ culture constitutes a sustainable, controllable and environmentally friendly tool for the industrial production of plant NPs. Further, advances in cell line selection, biotransformation, product secretion, cell permeabilisation, extraction and scale-up, among others, are driving increases in plant NP yields. However, there remain significant obstacles to the commercial synthesis of high-value chemicals from these sources. The relatively recent isolation, culturing and characterisation of cambial meristematic cells (CMCs), provides an emerging platform to circumvent many of these potential difficulties.

Synthesis of a Novel Compound from Gallic Acid and Linoleic Acid and its Biological Functions

  • Jo, Cheo-Run;Jeong, Ill-Yun;Lee, Na-Young;Kim, Kwan-Soo;Byun, Myung-Woo
    • Food Science and Biotechnology
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    • v.15 no.2
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    • pp.317-320
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    • 2006
  • Octadeca-9,12-dienyl-3,4,5-hydroxybenzoate (GA-LA) was chemically synthesized from gallic acid and linoleic acid ester, and its biological functions were tested. Radical-scavenging activity of GA-LA was comparable to those of gallic and ascorbic acids at 0.24 mM, and tyrosinase inhibition effect was higher than that of ascorbic acid. Gallic and linoleic acids did not show any tyrosinase activity. Results of cyclooxygenase (COX) inhibition effect indicate GA-LA has higher selectivity in COX-1 inhibition. GA-LA from gallic and linoleic acids could be used as functional reagent for antioxidative, skin-whitening, and anti-inflammatory effects in food, pharmaceutrical, and cosmetic industries.

Efficient Microwave-assisted Deoxydehydration (DODH) Reactions: Synthesis of Adipic Acid from Galactose (마이크로웨이브를 이용한 효율적인 탈산소탈수(DODH) 반응: 갈락토스 유래 아디픽산의 합성)

  • Shin, Nara;Kwon, Sohyun;Kim, Young Gyu
    • Applied Chemistry for Engineering
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    • v.28 no.2
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    • pp.165-170
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    • 2017
  • An efficient synthetic process for bio-based adipic acid, a monomer for nylon 66, was developed from galactose. Galactaric acid, prepared from a mild oxidation of galactose using a Pt catalyst, was successfully converted to muconate, a key intermediate for adipic acid, by an efficient microwave-assisted DODH (deoxydehydration) reaction. The high efficiency of the microwave-assisted reaction greatly reduced the overall reaction time to 30 min. and resulted in an excellent yield of 97% of muconate. The catalytic hydrogenation of muconate followed by the acidic hydrolysis successfully produced the desired adipic acid in high purity after recrystallization.

Optical Resolution of Hexanol Derivatives, Synthesis of Optically Active Systhane from Them and Its Biological Activity (Hexanol 유도체의 순수이성질체로의 분할, 이를 이용한 광학활성 시스탄의 합성 및 생물학적 활성)

  • Im, Dai-Sig;Lee, So-Ha;Cheong, Chan-Seong
    • Applied Biological Chemistry
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    • v.46 no.3
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    • pp.240-245
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    • 2003
  • $({\pm})-2-(4-Chlorophenyl)-2-cyano-2-phenyl-1-hexanol$ (2) and acetate ester (3) were resolved by various lipases. (R) and (S)-systhane were synthesized by the resolved compound 2. The antifungal screening of (R), (S)-systhane and $({\pm})-systhane$ against wheat leaf rust and barley powdery mildew gave activity over 92% in concentration of 2 ppm, but (R)- and (S)-systhane were not more active than $({\pm})-systhane$.

Regulation of γ-Aminobutyric Acid Production in Tobacco Plants by Expressing a Mutant Calmodulin Gene

  • Oh, Suk-Heung;Cha, Youn-Soo
    • Journal of Applied Biological Chemistry
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    • v.43 no.2
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    • pp.69-73
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    • 2000
  • In order to understand the biological role of calmodulin in plants, transgenic plants expressing a mutant calmodulin (VU-4, Iys to ile-115) have been analyzed. We found that tobacco plants expressing VU-4 calmodulin have approximately twofold higher $\gamma$-aminobutyric acid (GABA) levels than the control plants. Cell suspension cultures established from the stem explants of the transgenic tobacco seedlings also have higher levels of GABA than the control cell cultures. Specific activity of glutamate decarboxylase (GAD), which catalyzes the decarboxylation of glutamate to $CO_2$ and GABA, of the transgenic tobacco cell extracts was about twofold higher than the activity of the control cell extracts. Western-blot analysis showed that the GAD is highly expressed in the transgenic tobacco plants. GAD partially purified from tobacco cell extracts showed approximately threefold $Ca^{2+}$/calmodulin-dependent activation. These data suggest that GABA synthesis in the transgenic tobacco plants is elevated, possibly due to higher levels of the calmodulin-dependent GAD enzyme and/or as a result of enhanced activation due to increased levels of the foreign calmodulin.

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Synthesis and Fragmentation Behavior Study of n-alkyl/benzyl Isatin Derivatives Present in Small/Complex Molecules: Precursor for the Preparation of Biological Active Heterocycles

  • Kadi, Adnan A.;Al-Shakliah, Nasser S.;Motiur Rahman, A. F. M.
    • Mass Spectrometry Letters
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    • v.6 no.3
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    • pp.65-70
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    • 2015
  • N-Alkyl/benzyl substituted isatin derivatives are intermediates and synthetic precursors for the preparation of biological active heterocycles. N-alkyl/benzyl isatins have showed various biological activities, such as cytotoxicity, antiviral, caspase inhibition, cannabinoid receptor 2 agonists for the treatment of neuropathic pain, etc. In this study, N-alkyl/benzyl isatin derivatives were synthesized from isatin and alkyl/benzyl halides in presence of K2CO3 in DMF and excellent to quantitative yields (~95%) were obtained. Isatins and benzyl-isatins were condensed with fluorescein hydrazide to form fluorescein hydrazone. All the compounds were subjected to their fragmentation behavior study using LC/MSn. N-Alkyl substituted isatin derivatives fragmented at nitrogen-carbon (N-C) bond, hence gave daughter ion as [RN+H]+. Whereas, N-benzyl substituted isatin derivatives fragmented at carbon-carbon (C-C) bond of alkyl chain which linked with nitrogen molecules, therefore gave N-methyl fragments [RNCH2]+. This study demonstrated that, isatin moiety present in a small/large molecule or in a matrix of reaction mixture with/without N-alkyl/benzyl substituents can be identified by mass spectroscopic fragmentation behavior study.

Synthesis and Characterization of Poly(N-isopropylacrylamide) Containing Polydimethylsiloxane (Polydimethylsiloxane을 함유한 poly(N-isopropylacrylamide)? 합성 및 성질)

  • Kim, Young-Sung;Bae, Min-Ae;Yoon, Koo-Sik
    • Journal of the Korean Chemical Society
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    • v.45 no.3
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    • pp.230-235
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    • 2001
  • Poly(N-isopropylacrylamide) (PNIPAAm) containing polydimethylsiloxane (PDMS) was synthesized using PDMS as crosslinking agent, and characterized by IR and DSC. It seems that the copolymer has separated phases, PNIPAAm and PDMS. The $T_g$ of PNIPAAm was decreased in accordance with the increase of PDMS-contents. The swelling behavior of polymer in water was examined with the function of temperature and PDMS-contents as well. The equilibrium swelling ratio of polymer in water was decreased with increasing PDMS-contents, but lower critical solution temperature (LCST) was not significantly affected by the incorporated PDMS-contents.

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Production of Biobutanol by Clostridium beijerinckii from Water Hyacinth (부레옥잠을 이용한 Clostridium beijerinckii의 Biobutanol 생산)

  • Park, Bong-Je;Park, Hye Min;Yun, Hyun Shik
    • KSBB Journal
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    • v.31 no.1
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    • pp.79-84
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    • 2016
  • Biofuel has been considered as promising renewable energy to solve various problems that result from increasing usage of fossil fuels since the early 20th century. In terms of chemical and physical properties as fuel, biobutanol has more merits than bioethanol. It could replace gasoline for transportation and industrial demand is increasing significantly. Production of butanol can be achieved by chemical synthesis or by microbial fermentation. The water hyacinth, an aquatic macrophyte, originated from tropical South America but is currently distributed all over the world. Water hyacinth has excellent water purification capacity and it can be utilized as animal feed, organic fertilizer, and biomass feedstock. However, it can cause problems in the rivers and lakes due to its rapid growth and dense mats formation. In this study, the potential of water hyacinth was evaluated as a lignocellulosic biomass feedstock in biobutanol fermentation by using Clostridium beijerinckii. Water hyacinth was converted to water hyacinth hydrolysate medium through pretreatment and saccharification. It was found that productivity of water hyacinth hydrolysate medium on biobutanol production was comparable to general medium.