• Title/Summary/Keyword: Heterocyclic compounds

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Quality characteristics of fermented soybean products produced by lactic acid bacteria isolated from traditional soybean paste (전통 장류 유래 유산균을 이용한 콩 발효물의 품질특성)

  • Lee, Sun Young;Seo, Bo Young;Eom, Jeong Seon;Choi, Hye Sun
    • Food Science and Preservation
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    • v.24 no.2
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    • pp.187-195
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    • 2017
  • This study evaluated quality characteristics of soybean fermented by selected lactic acid bacteria, which were the enzyme strains with high antimicrobial activities isolated from traditionally prepared soybean paste. We determined total aerobic and lactic acid bacteria counts, protease and amylase activities, reducing sugar and amino-type nitrogen contents, and the amounts of amino acids, organic acids, and aroma-compounds. The total aerobic bacteria counts in soybean fermented with strain I13 ($7.75{\times}10^9CFU/mL$) were the highest among all the strains analyzed. Lactic acid bacteria numbers were $2.85{\times}10^9$ to $4.35{\times}10^9CFU/mL$ in soybean fermented with isolates. Amylase and protease activities of the JSB22 sample were the highest among all sample. Reducing sugar and amino-type nitrogen contents of soybean fermented with JSB22 (1.23%, 94.52 mg%) were highest. Total amino acid content of the samples was 15.88-17.62%, and glutamic acid, aspartic acid, leucine, lysine, and arginine were the major amino acids. Lactic acid (0.82-3.65 g/100 g), oxalic acid (22.74-63.57 mg/100 g), and fumaric acid (2.88-6.33 mg/100 g) were predominant organic acids. A total of 39 volatile aroma-compounds were identified, including 2 esters, 5 ketones, 7 alcohols, 14 hydrocarbons, 2 heterocyclic compounds, 4 acids, and 5 miscellaneous compounds. These results represent useful information for the development of a starter (single or complex) and will be used for production of functional fermented soybean foods.

Studies on the Effect of Picolines on the Stereochemistry of Lanthanide(III) Nitrate Coordination Compounds of 4[N-Furfural)amino]antipyrine Semicarbazone and Antibacterial Activities (4[N-Furfural)amino]antipyrine Semicarbazone의 질산 란탄(III) 배위화합물의 입체화학에 미치는 Picolines의 영향과 항박테리아 활성)

  • Agarwal, Ram K.;Agarwal, Himanshu;Prasad, Surendra;Kumar, Anil
    • Journal of the Korean Chemical Society
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    • v.55 no.4
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    • pp.594-602
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    • 2011
  • The effect of ${\alpha}$-, ${\beta}$- and ${\gamma}$-picolines on the stereochemistry of the coordination compounds of lanthanide(III) nitrates derived from 4[N-(furfural)amino]antipyrine semicarbazone (FFAAPS) has been studied. The general composition of the present coordination compounds is [Ln(FFAAPS)$(NO_3)_3$Pic] (Ln=La, Pr, Nd, Sm, Gd, Tb, Dy or Ho and Pic=${\alpha}$-, ${\beta}$- or ${\gamma}$-picolines). All these coordination compounds have been characterized by elemental analyses, molecular weight, molar conductance, magnetic susceptibility, infrared and electronic spectra. The infrared studies suggest that the FFAAPS behaves as a neutral tridentate ligand with N, N, O donor while ${\alpha}$-, ${\beta}$- or ${\gamma}$-picoline is coordinated to the lanthanide(III) ions via heterocyclic N-atom. Nitrates are bicovalently bonded in these compounds. From the electronic spectral data, nephelauxetic effect (${\beta}$), covalence factor ($b^{1/2}$), Sinha parameter (${\delta}%$) and the covalence angular overlap parameter (${\eta}$) have been calculated. Thermal stabilities of these complexes have been studied by thermogravimetric analysis. The coordination number of lanthanide(III) ions in the present compound is found to be ten. The antibacterial studies screening of the primary ligand FFAAPS and the complexes showed that the present complexes have moderate antibacterial activities.

Aroma Profiling of Sun-dried Salt by GC/MS Analysis (GS/MS 분석에 의한 천일염의 향기성분)

  • Na, Jong Min;Jin, Yong Xie;Kim, Se Na;Kim, Jung Bong;Kim, Haeng Ran;Cho, Young Suk;Yoon, Hyang Sik;Kim, So-Youn
    • The Korean Journal of Food And Nutrition
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    • v.25 no.4
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    • pp.1092-1098
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    • 2012
  • Aroma compounds in sun-dried salt according to saltern material and packaging box were extracted by the headspace and were isolated by using GC-MS. These compounds were identified including ketones, heterocyclic compounds and six other compounds. Major aroma compounds in salts were identified as 4-methyl-2-pentanone, 5-methyl-3-hexanone, 4-methyl-3-penten-2-one, 2-hexanol, benzothiazole, 2,4-bis(1,1-dimethylethyl)-phenol, and 1,3,5-tri-tert-butyl benzene. However, we found no significant differences according to the saltern materials in three salts. Salts stored in Chamaceyparis obtusa (Sieb. et Zucc.) had more diverse aroma profiling than those in Pinus densiflora and Paulownia coreana. We consider that it need to research the development of high value added products for new aromatic salt.

Photocyclization Reactions of ($\omega$-Phthalimidoalkoxy)acetic Acids via Sequential Single Electron Transfer-Decarboxylation Pathways

  • Yoon, Ung-Chan;Lee, Chan-Woo;Oh, Sun-Wha;Oh, Sun-Wha;Hyun Jin kim;Lee, Sang-Jin
    • Journal of Photoscience
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    • v.7 no.4
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    • pp.143-148
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    • 2000
  • Studies have been conducted to explore single electron transfer(SET) promoted photocyclization of ($\omega$-phthalimidoalkoxy)acetic acids(alkoxy=ethoxy, n-propoxy and n-butyloxy). Photocyclizations occur in methanol or acetone in high yields to produce cyclized products in which phthalimide carbonyl carbon is bonded to the carbon of side chain in place of the carboxylic group. These photocyclizations are thought to proceed through pathways involving intramolecular SET from oxygen in the $\alpha$-carboxymethoxy groups to the singlet excited state phthalimide moieties followed by decarboxylation of the intermediate $\alpha$-carboxymethoxy cation fadicals and cyclizations by radical coupling. The photocyclizations occur ca. three times faster in both methanol or acetone with one equivalent of sodium hydroxide added to the reactions and occur slower in acetone than in methanol. The efficient and regiselective cyclization reactions observed for photolyses in methanol represent synthetically useful processes for construction of heterocyclic compounds.

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Antioxidant Activity of Flavonoids in Plant Origin Food (식물성 식품에 존재하는 Flavonoids의 항산화 활성)

  • 김건희;최미희
    • Food Science and Preservation
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    • v.6 no.1
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    • pp.121-135
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    • 1999
  • Effective synthetic antioxidants such as butylated hydroxyanisole(BHA) and butylated hydroxytoluene(BHT) have been widely used in the food industry, but they are suspected to be toxic and carcinogenic effects. Therefore, the development of safely available natural antioxidants such as ascorbic acid, ${\alpha}$-tocopherol, ${\beta}$-carotene, flavonoids and selenium is essential. In particular, flavonoids, 2-phenyl-benzo-${\alpha}$-pyrones, are polyphenolic compounds that occur ubiquitously in food of plant origin. flavonoids occur in foods generally as O-glycosides with sugars bound usually at the C\ulcorner position. And variations in their heterocyclic ring gibes rise to flavones, flavonols, flavanones, flavanols, catechins, anthocyanidins, chalcone and isoflavones. Vegetables, fruits, and beverages are the main dietary sources of the flavonols, primarily as quercetin, kaempferol, and myricetin and the corresponding flavones, apigenin and luteolin. These flavonoids have biological activity such as antioxidant, anti-inflammatory, antithrombotic, antimutagenic, anticarcimogenic antiallergic and antimicrobial activity effects in vitro and in vivo. Flavonoids posses strong antioxidant activities acting as oxygen radicals scavenger, metal chelators and enzyme inhibitor. The antioxidant activity of flavonoids is determined by their molecular structure and more specially, by the position and degree of hydroxylation of the ring structure. All flavonoids with the 3`, 4`-dihydroxy(ortho-dihydroxy) posses marked antioxidant activity. And antioxidant activity increases with the number of hydroxyl groups substituted on the A-and B-rings. There is as yet no certainty about the effect of the presence of a double bond between C\ulcorner and C\ulcorner on the antioxidant activity of flavonoids.

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Application of surface modified sericite to remove anionic dye from an aqueous solution

  • Choi, Hee-Jeong
    • Environmental Engineering Research
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    • v.22 no.3
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    • pp.312-319
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    • 2017
  • The treatment of dyeing wastewater is not easy because dyes are mainly aromatic, heterocyclic compounds. The most effective technologies and methods to treat dyeing wastewater are costly and involve materials that are difficult to regenerate after use. Therefore, it is necessary to develop cost-effective, eco-friendly technologies to treat dyeing wastewater. The aim of this study was to investigate the removal of sulfur blue 11 (CI 53235) anionic dye using methyl esterified sericite (ME-sericite) adsorbents in an aqueous solution. The results are discussed in terms of the ME-sericite particle size, temperature, pH value and initial sorption rate according to the initial sulfur blue concentration. In addition, we analyzed the adsorption kinetics using a Pseudo-second-order model with the desorption and reusability. The methyl esterification caused a considerable increase in the specific surface area from 4.45 to $17.62m^2/g$. The ME-sericite adsorbents successfully removed > 98% of the sulfur dye in the aqueous solution. For the adsorption of 1 mg of sulfur dye, approximately 4.6 to 6.6 g/L ME-sericite were required. The desorption process was carried out by mixing a NaOH eluent to desorb 90.56% of the sulfur dye with 2 h of contact time. Thus, the ME-sericite is a promising adsorbent to treat dyeing wastewater due to its low dose requirement, high removal efficiency and inexpensive material.

Synthesis of Substituted Pyridine-2, 4-dione Nucleosides

  • Joon, Joon-Kwang;Won, Jeong-Hee;Park, Jung-Sup;Hwang, Chang-Ho;Chung, K.H.;Ryu, Eung K.
    • Archives of Pharmacal Research
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    • v.15 no.1
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    • pp.87-90
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    • 1992
  • The syntheses of novel heterocyclic base modified pyrimidine nucleosides are described. 5, 6-dimethyl-4-hydroxy-3-methoxy-1-$(\beta$-D-ribofuranosyl)2(1H)-pyridinone 7 was synthesized by condensation of silylated 5, 6-dimethyl4-hydroxy-3-methoxy-2(1H)-pyridione 7 was synthesized by condensation of silylated 5, 6-dimethyl-4-hydroxy-3-methoxy-2(1H)-pyridinone with $\beta$-D-ribofuranose-1-acetate-2, 3, 5-tribenzoate in dichloroethane in the presence of Lewis acid followed by debenzoylation. The 2, 2'-anhydro-5, 6-dimethyl-2-hydroxy-3-methoxy-1-$\beta$-D-arabinofuranosyl-4-pyridinone 8 was obtained from the reaction of the free ribonucleoside 7 and diphenyl carbonate in DMF. None of these compounds showed any significant antiviral ad antitumor activities in vitro tests.

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Halogen Containing Heterocyclic Compounds (Part Ⅱ) Halogenation of Furfuryl Derivatives-Maleic Anhydride Adduct (含할로겐 異元素環化合物에 關한 硏究 (第2報) 풀퍼릴誘導體-마레인酸無水物 附加物의 할로겐化反應)

  • Kim, You-Sun;Kim, Chung-Hee
    • Journal of the Korean Chemical Society
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    • v.9 no.2
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    • pp.88-95
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    • 1965
  • The exo adduct between furfuryl derivatives (furan, furfuryl acetate and furfuryl alcohol) and maleic anhydride were prepared in the presence of ethyl ether. The bromination of the exo adduct of each derivatives gave a monobromolactone and dibromoacid when the reaction was done in the presence of water. The formation of the bromolactone was proved to be dependent to the carboxylic participation to the incipient rearranged carbonium ion of a classical type, and the participation was sterically hindered by the steric structure of the substituents. The bromination of the furan-maleic anhydride adduct in the presence of organic solvent $(CCl_4,\;CH_2Cl_2)$ gave the dibromide, whereas the photochlorination of the same adduct in the presence of carbon tetrachloride gave the tetrachloride. The procedure of the preparation and the reaction path of the halogenation were described.

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One-pot Four Component Reaction of Unsymmetrical 1-Methylbarbituric Acid with BrCN and Various Aldehydes in the Presence of Et3N and/or Pyridine

  • Jalilzadeh, Mohammad;Pesyan, Nader Noroozi
    • Journal of the Korean Chemical Society
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    • v.55 no.6
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    • pp.940-951
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    • 2011
  • Reaction of 1-methylpyrimidine-(1H,3H,5H)-2,4,6-trione (1-MBA 1) as an unsymmetrical barbituric acid with cyanogen bromide and various aldehydes in the presence of triethylamine and/or pyridine afforded diastereomeric mixtures of new class of heterocyclic stable 5-aryl-1,1'-dimethyl- and 5-aryl-3,1'-dimethyl-1H,1'H-spiro[furo[2,3-d]pyrimidine-6,5'-pyrimidine]2,2',4,4',6'(3H,3'H,5H)-pentaones which are dimeric forms of 1-methyl barbiturate at the range of $0^{\circ}C$ to room temperature. In the reaction of some aldehydes with 1-MBA and BrCN were afforded a mixture of diastereomers. Another two aldehydes such as 4-cyano- and 2-hydroxybenzaldehydes gave exclusively two diastereomers in which binded to the salt of triethylammonium hydrobromide by intermolecular H-bond in ratio of 1:1. 4-Hydroxybenzaldehyde and 2-pyridinecarbaldehyde gave exclusively one diastereomer under the same condition. Aldehydes possessing strong electron-donor were produced exclusively two geometric isomers of Knoevenagel adduct (E- and Z-isomers). The structures of compounds were deduced by $^1H$ NMR, $^{13}C$ NMR and FT-IR spectroscopy. Mechanism of the formation is discussed.

Synthesis and Dyeing Properties of Red Disperse Dyes Derived from Diaminopyridines (디아미노피리딘아조계 Red 분산염료들의 합성과 염색성)

  • Park Jong Ho;Koh Joonseok;Bae Jin Seok;Kim Sung Dong
    • Textile Coloration and Finishing
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    • v.17 no.6 s.85
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    • pp.1-10
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    • 2005
  • Disperse dyes derived from heterocyclic compounds such as phenylindole, pyridone, diaminopyridine, and carbazole have been known to exhibit high light fastness and bathochromic shift compared to the coursponding aminoazobenzene. The synthetic method to obtain diaminopyridine derivatives, which can be used as coupling components, was chlorination of pyridone with phosphorous oxychloride, followed by substitution with various primary amines. Four azo disperse dyes were synthesized by coupling four diaminopyridines with 2-cyano-4-nitroaniline as a diazo component. Structures of these dyes were confirmed by $^1H$ NMR spectroscopy. The wavelengths of maximum absorption of the synthesized disperse dyes were in the range of $517\~528nm$, and molar extinction coefficients were $45,700\~50,100$. The dyeability of four disperse dyes toward PET fiber was generally good. Wash and rubbing fastnesses were excellent, while light and dry heat fastness were good.