• Title/Summary/Keyword: quinoline

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Interaction of 2-Hydroxyquinoxaline (2-HQ) on Soil Enzymes and Its Degradation: A Review

  • Gangireddygari, Venkata Subba Reddy;Bontha, Rajasekhar Reddy;Yoon, Ju-Yeon
    • Journal of People, Plants, and Environment
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    • v.23 no.4
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    • pp.399-410
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    • 2020
  • The United Nations project the world population to reach 10 billion by the year 2057. To increase the food of the ever-increasing world population, agrochemicals are indispensable tools to the boon in agriculture production. These agrochemicals are a serious threat to the health of humans, plants, and animals. Agrochemicals are ultimately reached to the main reservoir/sink such as soil and contaminating the groundwater, disturb the soil health and in turn a serious threat to biogeochemical cycling and the entire biosphere. Among agrochemicals, quinalphosis one of the most repeatedly and widely used insecticides in the control of a wide range of pests that attack various crops. Quinalphos is shown to be primarily toxic in organisms by acetylcholinesterase enzyme action. Hydrolysis of quinalphos produces amajor metabolite 2-hydroxyquinoxaline (2-HQ), which has shown secondary toxicity in organisms. 2-HQ is reported to be mutagenic, carcinogenic, growth inhibition and induce oxidative stress in organisms. Quinoline is a heterocyclic compound and structural resemblance of 2-HQ with minor changes, but its degradation studies are enormous compared to the 2-HQ compound. Biotic factors in fate and behavior of 2-HQ in the environment are least studied. 2-HQ interactions with soil enzymes are vary from soil to soil. Based on the toxicity of 2-HQ in our stockpile we need to isolate a handful of microorganisms to treat this persistent metabolite and also other metabolites/compounds.This brief review will be significant from the point of biological and environmental safety.

Indole Crystallization in Coal Tar Absorption Oil using Methanol Solvent Extraction (메탄올 용매추출을 이용한 콜타르 흡수유 중의 인돌 결정화)

  • Ryu, Heeyong;Lee, Sangheon;Shin, Sungsoon
    • Applied Chemistry for Engineering
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    • v.33 no.2
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    • pp.166-172
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    • 2022
  • A method of efficiently purifying high value-added indole among components of coal tar absorption oil was studied using a step-by-step process of extraction-distillation-crystallization. The coal tar absorption oil used in this study contains 1.2% naphthalene, 0.1% quinoline, 0.4% isoquinoline, 6.4% indole, 21.0% 1-methylnaphthalene, 48.8% 2-methylnaphthalene, and 11.7% biphenyl as main components. For the separation and purification of indole, methanol was first used as a solvent to separate indole species in the coal tar absorption oil into an extract phase. And then methanol was recovered by distillation. Subsequently, an extraction solution where methanol was removed was mixed with normal hexane, and then crystallized to recover indole having a purity of 99.3%. Based on the experiments of this study, a purification process scheme for indole in coal tar absorption oil was proposed.

Characterization of Catechol l,2-Dioxygenase Purified from the Benzoate Degrading Bacterium, Pseudomonas sp. NFQ-l Isolated from Dead Coal Pit Areas (폐광지역에서 분리한 Benzoate 분해세균 Pseudomonas sp. NEQ-1에서 정제된 Catechol 1,2-Dioxygenase의 특성)

  • Joo Jung-Soo;Yoon Kyung-Ha
    • Korean Journal of Microbiology
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    • v.40 no.4
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    • pp.275-281
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    • 2004
  • Our previous research has demonstrated that the bacterium, Pseudomonas sp. NFQ-l capable of utilizing quin­oline (2,3-benzopyridine) as the sole source of carbon, nitrogen, and energy was isolated and characterized [Yoon et ai. (2003) Kor. J. Biotechnol. Bioeng. 18(3):174-179]. In this study, we have found that Pseudomonas sp. NFQ-l could degrade quinoline as well as benzoate, and extended this work to characterize the catechol 1,2­dioxygenase (C1,2O) purified from the bacterium cultured in benzoate media. Initially, C1,2O has been purified by ammonium sulfate precipitation, gel permeation chromatography, and Source 15Q. After Source 15Q, puri­fication fold was increased to approximately 14.21 unit/mg. Molecular weight of C1,2O was about 33 kDa. Physicochemical characteristics (e.g., substrate specificity, Km, Vmax, pH, temperature and effect of inhibitors) of purified C1,2O were examined. C1,2O demonstrated the activity for catechol, 4-methylcatechol and 3-meth­ylcatechol as a substrate, respectively. The Km and Vmax value of C1,2O for catechol was 38.54 ${\mu}M$ and $25.10\;{\mu}mol{\cdot}min^{-1}{\cdot}mg^{-1}.$ The optimal temperature of C1,2O was $30^{\circ}C$ and the optimal pH was approximately 8.5. Metal ions such as $Ag^+,\;Hg^+,\;Ca^{2+},\;and\;Cu^{2+}$ show the inhibitory effect on the activity of C1,2O. N-terminal amino sequence of C1,2O was analyzed as ^1TVKISQSASIQKFFEEA^{17}.$ In this work, we found that the amino acid sequence of NFQ-l showed the sequence homology of 82, 71, 59 and $53\%$ compared with C1,2O from Pseudomonas aeruginosa PA0l, Pseudomonas arvilla C-1., P. putida KT2440 and Pseudomonas sp. CA10, respectively.

The Solvent Extraction of Univalent Cation Picrates by New Podands (새로운 포단드에 의한 피크린산 일가 양이온 염의 용매추출)

  • Jung, Jong Hwa;Cho, Sung Bae;Kim, Jineun;Kim, Jae Sang;Lee, Shim Sung
    • Analytical Science and Technology
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    • v.6 no.1
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    • pp.29-37
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    • 1993
  • Some new podands containing phenyl(B), benzyl(Bz), pyridine(Py), quinoline(Q) and naphthalene(Np) as end-groups, and oxygen(O) and sulfur(S) in ether chains as donor atoms have been synthesized. The univalent cation binding characteristics of these podands have been studied by NMR titration and solvent extraction. By NMR titration we have found that the most of podands form 1:1 complexes with $Ag^+$ ion. Especially, the substituted sulfur atoms in ether chains show the effects to enhance the stabilities. We also carried out the extractions of univalent cation picrates including alkaline metal, $Ag^+$, $Tl^+$ and $NH_4{^-}$ ions from aqueous to chloroform layer by using these podands. We found that the extractabilities of $Ag^+$ ion with the quinoline-containing podands such as, $Q_2O_4$, $Q_2O_5$ and $BQO_5$ were 86.8, 86.6 and 48.0% respectively, but the naphthalene-containing podands such as, $Np_2O_4$ and $Np_2O_5$ extracted quite small amount. Otherwise, in cases of $Bz_2O_3S_2$(89.4%), $B_2O_2S_2$(96.8%), $B_2O_3S_2$(58.9%), $Py_2O_2S_2$(58.8%), $Py_2O_3S_2$(42.1%), and $B_2O_4S$(15.0%), interestingly, $Bz_2O_3S_2$ which have sulfur atoms and benzyl groups showed the highest extraction selectivity for $Ag^+$ ion. This result seems due to not only the strong interaction of $Ag^+$ ion with sulfur donors according to the HSAB theory, but also the effective ${\pi}-{\pi}$ stacking interaction between two aromatic end-groups which is enhanced by the flexible methylene spacing group in benzyl groups instead of phenyl groups. The extraction coefficients gave the similar tendency as the extractabilities and the stabilities. From these results, it could be concluded that the predominant factor affected to extraction coefficients is the stabilities, which are strongly influenced by the structures of podands.

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Application Rate Modification of Paddy Herbicide Quinclorac Depending on Different Cultural Patterns (벼 작부양식(作付樣式)의 차이(差異)에 따른 제초제(除草劑) QUINCLORAC 의 선택활성(選擇活性) 변동(變動))

  • Guh, J.O.;Im, W.H.;Han, S.U.;Kuk, Y.I.
    • Korean Journal of Weed Science
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    • v.12 no.2
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    • pp.124-131
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    • 1992
  • Not only reducing the carry-over effects of quinclorac [3, 7-dichloro-8-quinoline carboxylic acid] used in paddy field to some following vegetable crops but also rationalizing agro-ecology conservation and farm economy, the reducing feasibility of application rates by various cropping patterns and application timing after rice seeding and transplanting. Four cropping patterns namely dry direct seeding(DDS), flooded direct seed(FDS), transplanting of 8 days old early seedlings(EST) and 25 days old machinery seedling(MST) were experimented with 7 application timings as 0, 5, 10, 15, 20, 25, 30 days after seeding/transplanting and 9 levels of application rates as 0, 75, 150, 225, 300, 375, 450, 525, and 600g ai/ha of the chemical, respectively. Within the maximum permitted limit of rice phytotoxicity, the minimum application rate of quinclorac to complete control of Echinochloa crus-galli as influenced by various cropping patterns with application timing could be evaluated as follows : A. Dry direct seeding : The minimized application rate at application timing upto 10 days after seeding (DAS) was counted 150g ai/ha, and delaying upto 15-30 DAS, the rates were increased upto 225-525g ai/ha. B. Flooded direct seeding and transplanting : The application rates were minimized 75g ai/ha at application timing upto 10 days after seeding/transplanting(DAS/T), 150g ai/haupto 15 DAS/T, and 225g ai/ha at later than 20 DAS/T, respectively.

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Reformation of Naphtha Cracking Bottom Oil for the Preparation of Carbon Fiber Precursor Pitch (탄소섬유용 프리커서 피치를 제조하기 위한 나프타 분해 잔사유의 개질)

  • Kim, Myoung Cheol;Eom, Sang Yong;Ryu, Seung Kon;Edie, Dan D.
    • Korean Chemical Engineering Research
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    • v.43 no.6
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    • pp.745-750
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    • 2005
  • Naphtha cracking bottoms(NCB) oil was reformed by varying the heat treatment temperature, treatment time, and nitrogen flow rate in preparation of precursor pitch for isotropic pitch-based carbon fibers and activated carbon fibers. The reformed pitches were investigated in the yield, softening point, elementary analysis, and molecular weight distribution, and then the precursors reformed were melt spun to certify the optimum reforming conditions. The optimum precursor pitch was prepared when the NCB oil was reformed at $380^{\circ}C$, 3 h and 1.25 vvm $N_2$, and it's the softening point was around $240^{\circ}C$. The reforming resulted in product yield of 21 wt%. The C/H mole ratio of the precursor pitch increased from 1.07 to 1.34, the aromaticity increased from 0.85 to 0.88. The insolubles in benzene and quinoline were 30.0 wt% and 1.5 wt%, respectively. The spinning temperature was about $50^{\circ}C$ higher than the softening point. The molecular weights of the precursor components were distributed from 250 to 1250, and 80% of them were in the range of 250 to 700.

Effect of Mineral Nutrients and Mixed Herbicides on the Absorption and Translocation of Bensulfuron-methyl in Rice (벼에 있어서 bensulfuron-methyl의 흡수(吸收) 이행(移行)에 미치는 무기영양분(無機營養分)과 혼합제초제(混合除草劑)의 영향(影響))

  • Chun, Jae-Chul;Han, Kang-Wan
    • Korean Journal of Environmental Agriculture
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    • v.13 no.1
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    • pp.60-65
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    • 1994
  • Absorption and translocation of bensulfuron-methyl {methyl 2[[[[[(4,6-dimethoxy-2-pyrimidinyl) amino]carbonyl]amino]sulfonyl]methyl]benzoate} in rice (Oryza sativa L.) as affected by mineral nutrients and mixed herbicides were determined using the $^{14}C-labeled$ herbicide in culture solution. Absorption of $^{14}C-bensulfuron-methyl$ by the root decreased with increasing concentration of bensulfuron-methyl. However, increase in the application concentration did not affect movement of the $^{14}C$ to the shoot. There was no difference in total amount of $^{14}C-bensulfuron-methyl$ taken up between absorption periods of 12 and 48 hours, whereas $^{14}C-bensulfuron-methyl$ translocated to the shoot increased with increasing the absorption period. When bensulfuron-methyl mixtures were applied, butachlor [N-(butoxymethyl)-2-chloro-N-(2',6'-diethylphenyl)acetamide] did not affect absorption and translocation of $^{14}C-bensulfuron-methyl$. However, quinclorac (3,7-dichloro-8-quinoline carboxylic acid) mixed at a high concentration resulted in decrease in absorption and translocation of $^{14}C-bensulfuron-methyl$. Nutritional disorder such as deficient or excess supply of mineral nutrients caused to inhibit absorption of $^{14}C-bensulfuron-methyl$. The greatest decrease and delay of $^{14}C-bensulfuron-methyl$ absorption and/or translocation occurred in N-deficient and S-excess supply conditions.

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Enhanced Antitumorigenicity and Antimutagenicity of Doenjang Prepared from Mushroom Mycelia-cultured Traditional Mejus (재래식 버섯균사체 된장의 항종양성과 항돌연변이성)

  • 김석종;박철우;박숙자;김영숙;조현종;임동길;김정옥;이주희;하영래
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.32 no.1
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    • pp.143-148
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    • 2003
  • Antitumorigenic and antimutagenic activities of the doenjangs prepared from mushroom mycelia-cultured traditional mejus (designated to MTDJ) were investigated using the model of Sarcoma-180-induced mouse ascites cancer, and 2-amino-3-methylimidazo [4,5-f] quinoline (IQ) and aflatoxin B$_1$ (AFB$_1$) -mediated S. typhimurium mutagenicity, respectively. Antioxidative activity of MTDJ was also investigated using the mouse liver microsome system. Mushroom stains used for the preparation of the mushroom mycelia-cultured traditional mejus were Synryeong (Agaricus blazei), Yeonggi (Canoderma Iucidum), Sanghwang (Phellinus linteus), and Neutari (Pleurotus ostreatus). All MTDJS showed the enhanced antitumorigenicities (12% by Synryeong, 13% by Sanghwang, 16% by Yeonggi, and 19% by Neutari), antimutagenicity (6.1~20.8% for IQ and 3.1~10.2% for AFB$_1$), and antioxidative activity (6.6~46.5%), relative to the control doenjang. The $\beta$-D-glucan content (0.75~1.71 mg/g) of MTDJs was 3~8 times higher than that (0.22 mg/g) of the control doenjang. Genistein content (769~932 Ug/g) of MTDJS was also higher than that (728 Ug/g) of control doenjang The content of $\beta$-D-glucan and genistein was not exactly correlated to the antitumorigenicity and antimutagenicity of MTDJs. These results indicate that anti-tumorigenicity and antimutagenicity of MTDJS were elevated in comparison with the control doenjang, and the observed functions were, in part, derived from $\beta$-glucan and/or genistein in the MTDJS.

Physiological and Anatomical Studies of Quinclorac Action (Quinclorac의 작용성(作用性)에 대한 연구(硏究))

  • Hong, S.Y.;Lee, I.J.;Kim, K.U.;Shin, D.H.;Lee, C.N.
    • Korean Journal of Weed Science
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    • v.13 no.1
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    • pp.62-70
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    • 1993
  • There was intraspecific variation in Echinochloa crus-galli var, crus-galli in response to quinclorac, showing that plan height and dry weight of a locally collected barnyardgrass(Chinjupi) from Chinju were 90.5 and 37.8% of the untreated control, while those of a locally collected one(Iripi) from Iri showed 19.1 and 14.4%, respectively. The normal distribution curve was obtained from frequency distribution of 89 rice cultivars as affected by the application rates of quinclorac at 30, 300, and 3,000g ai/ha. Protein patterns(SDS-PAGE) of two barnyardgrasses belonging to E, crus-galli var. crus-galli such as Iripi and Chinjupi were not affected by the quinclorac application, indicating that inhibition of enzyme and/or protein biosynthesis seems to be not the primary action target of quinclorac. Electronmicroscopic observation on the injured leaf of Iripi which is considered as a susceptible one showed prominent membrane disruption. Chuchungbyeo(rice variety) resulted in a greater inhibition of tomato growth than those from Chinjupi or Iripi, indicating a great amount of quinclorac discharged from rice root, Chinjupi which is relatively tolerant to quinclorac than Iripi, discharged more quinclorac causing a greater inhibition of tomato growth.

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Carotenoids Components of Tunicata, Shellfishes and Its Inhibitory Effects on Mutagenicity and Growth of Tumor Cell (미색동물 및 패류의 Carotenoids 색소성분과 돌연변이 및 종양세포 증식의 억제효과)

  • 하봉석;백승한;김수영
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.29 no.5
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    • pp.922-934
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    • 2000
  • To investigate the composition of carotenoids present in marine organisms and the biological activity of the carotenoids, carotenoids of the muscles and tunic of tunicates and shellfishes were isolated and identified. Anitmutagenic activities of the carotenoids for S. typhimurium TA 98 and cytotoxic activity for cancer cell lines were determined. Total carotenoid contents in the muscle of tunicata ranged from 18.65 mg% to 2.39 mg%. The highest amount of the total carotenoid was found in the muscle of Halocynthia aurantium, followed by Styela clava (HERDMAN), H. roretzi, H. hilgendorfi f. igaboya, H. hilgendorfi f. retteri, S. plicata (LESUEUR) in order. Interestingly, total carotenoid content in the muscle of S. clava (HERDAMAN) was higher than that of H. roretzi. Total carotenoid content of all tunicata, other than H. aurantium and H. roretzi, were higher in muscle than tunic. The major carotenoids in H. roretzi, H. aurantium, S. plicata (LESUEUR), and S. clava (HERDAMAN) were cynthiaxanthin (25.1∼42.2%), halocynthiaxanthin (9.7∼26.3%), diatoxanthin (8.0∼18.7%) and β-carotene (7.7%∼21.7%). Similarly, cantaxanthin (19.6%), cynthiaxanthin (15.4%), halocynthiaxanthin (14.8%), and (3R, 3'R), (3S, 3'S)-astaxanthin (22.6%) in H. hilgendorfi f. retteri and fucoxanthin (26.6%), cynthiaxanthin (21.8%), halocynthiaxanthin (15.2%), and β-carotene (9.3%) in H. hilgendorfi f. igaboya were major carotenoids in both tunicate. However, the composition of carotenoids in muscle and tunic of tunicata was similar each other. Among the shellfishes examined, total carotenoid content of the muscle of Peronidia venulosa (Schrenck) and Corbicula fluminea, and of the gonad of Atrina pinnata and Chlamys farreri, was ranged from 2.51 to 6.83 mg% which were relatively higher than that of other shellfishes. The composition of the carotenoids of shellfishes, which might depend upon their living environments, was varied. But cynthiaxanthin (15.9∼39.0%) and zeaxanthin (9.6∼21.9%) in gonad of C. farreri, and muscles of Buccinum Volutharpa perryi (JAY) and Crassostrea gigas, cynthiaxanthin (21.5∼48.6%) and mytiloxanthin (14.6%) in muscle of C.fluminea and gonad of A. pinnata, and canthaxanthin (60.6%) and isozeaxanthin (20.5%) in muscles of P. venulosa (Schrenck), and β-carotene (23.7%∼37.8%) and zeaxanthin (18.2∼20.4) in muscles of Semisulcospira libertina and Meretrix lusoria were major carotenoids. Interestingly, diester type-carotenoids were present along with free type-carotenoids in muscles of C. gigas. antimutagenic effect of the carotenoids isolated from tunicata and shellfishes against 2-amino-3-methylimidazol [4,5-f]quinoline (IQ) for S. typhimurium TA 98 was proportional to the amount (20, 50 and 100㎍/plate) treated. Mutagenicity of IQ was significantly reduced by astaxanthin, isozeaxanthin, mytiloxanthin and halocynthiaxanthin, whereas the mutagenicity of aflatoxin B₁(AFB₁) was significantly reduced by β-carotene, isozeaxanthin, and mytiloxnthin. Growth inhibition effect of carotenoids isolated from tunicata and shellfishes for cancer cell was proportional to the amount (5, 10, and 20㎍/plate) treated. The growth of HeLa cell by β-carotene, cynthiaxanthin, astaxanthin and halocynthiaxanthin, NCI-H87 cell by β-carotene, astaxanthin, cynthiaxanthin, and halocynthiaxanthin, HT-29 cell by β-carotene, cynthiaxanthin, mytiloxanthin and halocynthiaxanthin, and MG-63 cells by β-carotene, cynthiaxanthin, astaxanthin, canthaxanthin and halocynthiaxanthin were statistically reduced.

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