• Title/Summary/Keyword: 4-Amino-2

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Modulation of the Bacterial Mutagenicity for food-borne Mutagens by Hexane Fraction from Saururus chinesis (Lour.) Bail (삼백초 Hexane 분획물의 Heterocyclic Amine 돌연변이성 조정효과)

  • Lee, Sang-Ho;Park, Cheol-U;Park, Gyeong-A;Lee, Yeong-Chun;Kim, Mu-Nam;Ha, Yeong-Rae
    • Environmental Mutagens and Carcinogens
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    • v.18 no.1
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    • pp.26-31
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    • 1998
  • Antimutagenic activity of Saururus chinesis (Lour.) Bail was investigated for food-borne mutagens using S. typhimurium TA98. Methanol extract from Saururus Chinesis (Lour.) Bail was fractionated into hexane, chloroform, ethylacetate and butanol fractions, followed by determination of antimutagenic activity for food-borne mutagenic heterogenic amines (HCA). The hexane fraction exhibited a strong antimutagenic activity for 2-amino-3-methylimidazo[4,5-f]quinoline (IQ), 2-amino-3,8-dimethylimidazo[4,5-f] quinoxaline (MeIQ), 2-amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline (MeIQx), 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), 3-amino-1-methyl-5H-pyroid[4,3-b]indole acetate (Trp-2-A); however its fraction rather enhanced the bacterial mutagenicity of 2-amino-3,4,8-trimethyl-3H-imidazo[4,5-f]quinozaline (4,8-diMeIQx) and 2-amino-3,7,8-trimethyl-3H-imidazo[4,5-f]quinoxline (7,8-diMeIQx). Active principle in the fraction was found to be two major compounds (${\gamma}$-crene B and epi-bicyclosesquiphellandrane) and 6 minor compounds (${\delta}$-caryophyllene, ${\gamma}$-elemene, ${\beta}$-cabebene, ${\delta}$-cadinene, ${\delta}$-selinene, and patchoulene). Modulation effect for the mutagenic activity of the food-borne mutagenic HCA by the fraction might be derived from a cumulative effect of each individual compounds. Hence, this hexane fraction might be use to reduce the production of mutagenic HCA during cooking process of protein-rich foods.

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The Antifungal Activities of some 6-[N-(halophenyl)amino]-7-Chloro-5,8-Quinolinediones against Candida Species

  • Ryu, Chung-Kyu;Kim, Dong-Hyun
    • Archives of Pharmacal Research
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    • v.17 no.6
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    • pp.483-486
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    • 1994
  • A series of 6-[N-(halophenyl)amino]-7-chloro-5, 8-quinolinedione derivatives 1-10 were tested for antifungal susceptibilities, in vitro, aginst pathogenic Candida species such as C. ablbicans, C glabrata, C. krusei, C. parapsilosis and C. tropicalis. The MICs were determined by the standard macrodilution techniques, according to the NCCLS 1992 guidelines. The 6-[N-(halo-standard macrodilution techniques, according to the NCCLS 1992 gidelines. The 6-[N-(halo-phenyl)amino]-7-chloro-5, 8-quinolinedione derivatives showed generally potent antifungal activities against pathogenic Candida species. Among them, derivative 1, 2, 5, and 7 showed more potent antifungal activities than kietoconazole. All derivatives 1-10 had specially potent activities against C. torpicalis. Derivative 1 and 2 containing 9N-3, 4-dihalo-phenyl)amino moiety exhibited the potent antifugal activities. Derivative 2 with (3, 4-dichlorophenyl)amino substitutent was the most effetive in preventing the growth of Candida species at MICs 4.mu.g/ml respectively.

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Study of Synthesis and Biological Function on Aminophosphonic Acids (Aminophosphonic Acids 화합물의 생물학적 기능연구)

  • Kim, Sook-He
    • Journal of Nutrition and Health
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    • v.4 no.4
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    • pp.39-46
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    • 1971
  • Since ${\beta}-aminoethylphosphonic$ acid was discovered in the living organism, the biosynthesis and biological function of aminophosphonic acids have been extensively studied. The purpose of this project consists in the two parts: 1)the preparation of DL-1-amino-2-phenylethylphosphonic acid (Phenylalanine aminophosphonic acid) and DL-1-amino-3-methylbutyl-phosphonic acid (Isoleucine aminophosphonic acid) by the method of Chamber and Isbell. 2) the study of metabolism and biological functions of those synthetic materials by the animal experiment (white rats) The importance of this project proved to be the first experience fed by animals for the elucidation of biochemical and metabolic functions in the animal body. The following organic synthesis of DL-1-amino-3-methylbutylphosphonic acid and DL-1-amino-2-phenylethylphosphonic acid are studied. 1)Synthesis of DL-1-amino-3-methylbutylphosphonic acid a) Synthesis of Iso-butylbromide b) Synthesis of Ethyl iso-butylmalonate c) Synthesis of Iso-caproic acid d) Synthesis of $Ethyl-{\alpha}-bromo$ iso-caproate e) Synthesis of $Triethyl-{\alpha}-phosphono$ iso-caproate f) Synthesis of DL-1-amino-3-methylbutylphosphonic acid 2)Synthesis of DL-1-amino-2-phenylethylphosphonic acid a) Synthesis of Diethyl phosphite b) Synthesis of Ethylchloro acetate c) Synthesis of Triethyl phospho acetate d) Synthesis of Triethyl benzyl phospho acetate e) Synthesis of DL-1-amino-2-phenylethylphosphonic acid The synthetic compounds; DL-1-amino-3-methylbutylphosphonic acid and DL-1-amino-2-phenyl ethylphosphonic acid which are essential amino acid (isoleucine, phenylalanine)analogue are supplemented to the animal diet at the level of 0.2% and 0.4% for isoleucine analogue and 0.35% and 0.7% for phenylalanine analogue. The plain isoleucine and phenylalanine at the same level in the diet are fercilitated as comparable groups in this study. Two sets of experience including 100 male rats were carried out for seven weeks each total 14 weeks. During this period, urine samples, and each big organs were collected for the analysis of total nitrogen, phosphorus, and glycogen contents in the individual samples by Micro Kjeldahl Fisk & Subbarow and Nelson Somogye, method. 1) The result of the project a) The yield of DL-1-amino-3-methylbutylphosphonic acid and DL-1-amino-2-phenylethylphosphonic acid showed low tendency at the level of 12.5% and 20% Melting point of those two compounds were very high and the ${\alpha}-amino$ group in the synthetic compounds showed positive reaction with ninhydrin in the violet color. b) Ail the experimental groups included in this study revealed statistically no significant difference in the organ weight, total body nitrogen retention and urinary phosphorus excretion This means isoleucine aminophosphonic acid and Phenylalanine aminophosphonic acid were utilized in the body as much as the plain amino acids, isoleucine and phenylalanine did. c) The glycogen contents in the liver of the phenylalaine aminophosphonic acid gruop showed higher statistically significant(p<0.05) in the comparision with the group of the Phenylalanine and the Standard-2. It was noteworthy that the higher glycogen content in the liver might indicate the significance in the incorporation of phenylalanine aminophosphonic acid into the intermediate of tricarboxylic acid cycle as activated state.

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Synthesis of 3-Amino-1,4-dihydropyridine Derivative via an Intramolecular Rearrangement of 1,4-Dihydropyridine-3-hydroxamate

  • Suh, Jung-Jin;Hong, You-Hwa;Bae, Myn
    • Archives of Pharmacal Research
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    • v.14 no.4
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    • pp.319-324
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    • 1991
  • 2,6-Dimethyl-4-(3'-nitrophenyl)-3-methoxylaminocarbonyl-1,4-dihydropyridine-5-carboxylic acid methylester, 3b reacted with 2-cyanoethanol or benzylalcohol to give the corresponding cyanoethylurethane compound 6c in 40.6% yield and benzylurethane compound 6d in 32% yield. The cyanoethylurethane 6c was hydrolized in ethanolic NaOH to give 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3-amino-5-carboxylic acid 5-methyl ester. HCl 8 in 64.8% yield. Another acid hydrolysis of benzylurethane 6d gave 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3-amino-5-carboxylic acid 5-methylester. HBr 11 in 54.7% yield.

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Amino Acid Analysis and Antioxidation Activity in Allium wakegi Araki (쪽파(Allium wakegi Araki)의 아미노산 분석과 항산화 활성)

  • 류상현;송원섭
    • Korean Journal of Plant Resources
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    • v.17 no.1
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    • pp.35-40
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    • 2004
  • The antioxidative activation of Allium wakegi Araki appeared differently according to parts, and the callus cultured with the addition of 2,4-D 1.0mg/L showed the activation of 280 $\mu\textrm{g}$ (RC$\sub$50/), and the bulbs and shoots in the natural condition showed 296 $\mu\textrm{g}$ (RC$\sub$50/), and 301 $\mu\textrm{g}$ (RC$\sub$50/). The total amino acid content was 59.779 mg% in the natural leaves and the leaves of bulbs, and was 73.725 mg% in the cultured callus(2,4-D 0.5mg/L). The total amino acid content of cultured callus was higher, but the content proportion of essential amino acid to the total amino acid in the natural bulbs was higher, which was 39.462 mg%.

Synthesis of -4,9-Dione Derivatives (벤조-[f]-인돌-4, 9-디온 유도체의 합성)

  • Lee, Ji-Young;Suh, Myung-Eun
    • YAKHAK HOEJI
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    • v.34 no.1
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    • pp.15-21
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    • 1990
  • -4,9-dione derivatives were prepared from $2-chloro-3-({\alpha}-accetyl-{\alpha}-ethoxycarbonyl-methyl)-1,4-naphthoquinone$ and 2-chloro-3-N-phenylamino-1,4-naphthoquinone. $2-Chloro-3-({\alpha}-acetyl-{\alpha}-ethoxycarbonyl-methyl)-1,4-naphthoquinone$ was reacted with amines to give $2-amino-3-({\alpha}-acetyl-{\alpha}-ethoxycarbonyl-methyl)-1,4-naphthoquinone$ derivatives. Subsequent treatment of $2-amino-3-({\alpha}-acetyl-{\alpha}-ethoxycarbonyl-methyl)-1,4-naphthoquinone$ with sodium ethoxide gave -4,9-dione derivatives. When 2-chloro-3-N-phenylamino-1,4-naphthoquinone reacted with sodium ${\alpha}-cyano$ ethyl acetate, 2-amino-3-ethoxycarbonyl-N-phenyl--4,9-dione was obtained. However, with sodium diethyl malonate, not -4,9-dione but 2-chloro-3-bis-(methoxycarbonyl)-methyl-2H-3-N-phenylamino-1,4-naphthoquinone was obtained.

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Influence of Microwave Pretreatment on the Formation of Heterocyclic Amines in Fried Beef Patties (Microwave를 이용한 예열 처리가 조리한 쇠고기 패티에서의 Heterocyclic Amines 형성에 미치는 영향)

  • Jung, Kyung-Hee;Shin, Han-Seung
    • Food Science of Animal Resources
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    • v.29 no.6
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    • pp.719-725
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    • 2009
  • Heterocyclic aromatic amines (HCAs) are potent mutagens and possible human carcinogens that are formed during the heating of protein-rich foods. The effects of preheating treatment of beef patties using a microwave prior to frying at $220^{\circ}C$ for 10 min on each side on the reduction of HCAs (amino-carbolines and amino-imidazo-azaarenes) were evaluated. The amount of HCAs was then evaluated by solid-phase extraction and high pressure liquid chromatography (HPLC) analysis. The beef patties were treated by microwaving for various times (0, 1, 1.5, 2, or 3 min) before pan-frying. The results revealed the presence of 3-amino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2), 3-amino-1,4-dimethyl-5H-pyrido-[4,3-b] indole (Trp-P-1), 2-amino-6-methyldipyrido[1,2-a:3',2'-d]imidazole (Glu-P-1), 2-aminodipyrido[1,2-a:3',2'-d]imidazole (Glu-P-2), 9H-pyrido[3,4-b]indole (Norharman), 1-methyl-9H-pyrido[3,4-b]indole (Harman), 2-amino-9H-pyrido[2,3-b] indole ($A{\alpha}C$), 2-amino-3,8 dimethylimidazo[4,5-f]-quinoxaline (MeIQx) and 2-amino-1-methyl-6-phenylimidazo[4,5-b]-pyridine (PhIP) in all samples. However, microwave pretreatment for 1 min inhibited the formation of these HCAs by up to 90% when compared to the control.

Studied on the Synthesis of the 2-Desamino and 2-Desamino-2-Methyl Analogues of Aminopterin intermediate at Pteridine-$C_7$ Side Chain (Pteridine-$C_7$ Side Chain에서 2-탈아미노화와 2-Methyl기 치환에 따른 Aminopterin 중간체 합성에 관한 연구)

  • Yu Euy Kyung;Ryu Seoung Ryuall
    • Journal of the Korean Chemical Society
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    • v.37 no.1
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    • pp.131-135
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    • 1993
  • A new series of 2-desamino, 2-desamino-2-methyl, and 2-amino analogues of aminopterin intermediates (7a), (7b), and (7c) were synthesized from 2-amino-3-cyano-6-chloromethylpyrazine. These derivatives were synthesized via two step sequence. Thus, cyclization of 2-amino-3-cyano-6-[(S-p-carbenzyloxyphenyl)thiomethyl]-pyrazine(14) with formamidine HCl, acetamidine HCl or guanidine HCl provided condensed compounds (15a), (15b) which upon base hydrolysis yielded the desired products (7a), (7b) and (7c).

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A Studies on the Chemical Composition of Apricot Seed (살구씨의 화학적 조성에 관한 연구)

  • 이성민;임효진
    • The Korean Journal of Food And Nutrition
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    • v.5 no.1
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    • pp.1-6
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    • 1992
  • For the effective utilization of apricot seed resources of food protein and lipid, the general composition, amino acid composition and chemical characteristics were analysed. The skinned and non-skinned apricot seed contained 53.9% and 48.0% of crude lipid, 24.7% and 26.8% of crude protein, respectively. There were no significant difference in the amino acid composition among skinned and non-skinned apricot seed, The major amino acids were glutamic acid, aspartic acid, alanine, tyrosine and threonine, holding 14.6 to 16.9%, 12.4 to 13.7%, 9.2 to 12.1%, 7.2 to 7.5% and 7.0 to 7.2% of total amino acid content, respectively. The sum of these ammo acids occupied about 50% to total amino acids. While the quantities of methionine, histidine, and Lysine were poor content. The essential amino acids occupied about 30% to total amino acids. The acid, iodine and saponification value of apricot seed oil were 0.7 to 7.1, 80.8 to 107.5 and 182.7 to 208.4, respectively. These values were significant difference in skinned and non-skinned apricot seed.

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Mutagenicity of 2-[(4- Cyanophenyl)amino] -3-chloro-1, 4- naphthalenedione (NQ-Y15) (2-[(4- Cyanophenyl)amino] -3-chloro-1, 4- naphthalenedione (NQ-Y15)의 돌연 변이원성)

  • 김봉희;정기화;유충규;창동신;이기선;전선덕;소동수;채상호;문창규
    • Environmental Analysis Health and Toxicology
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    • v.15 no.4
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    • pp.157-163
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    • 2000
  • 2- [(4- Cyanophenyl)amino] -3-chloro-1, 4- naphthalenedione (NQ-Y15) was asssayed for its genotoxic potential by using Salmonella typhimurium reversion assay and in vitro chromosome aberration test on Chinese hamster lung cells. In the Ames test, NQ-Y15 induced his + revertants of Salmonella typhimurium TA 98 and TA1537, reaching levels twice the negative control values. But, NQ-Y15 induced only his+ revertants of Salmonella typhimurium TA1537 more than twice the control values under the condition with metabolic activation system. In the cytogenetic test on chinese hamster lung cells. NQ -Y15 showed significant chromosomal aberrations, but the incidence was significantly reduced in the presence of metabolic activation.

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