• Title/Summary/Keyword: amino acid derivatives

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Synthesis of Dialklyaminoalkyl Phosphonic Acid and Bis(dialklyaminoalkyl) Phosphinic Acid Derivatives (디알킬아미노알킬 포스폰산과 비스-디알킬아미노알킬 포스핀산 유도체의 합성)

  • Chung, Yeong-Jin;Jin, Eui
    • Applied Chemistry for Engineering
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    • v.23 no.6
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    • pp.583-587
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    • 2012
  • Six kinds of new aminoalkyl phosphonic acid or aminoalkyl phosphinic acid derivatives with mono-dialkylamino, or di-dialkylamino functional groups in the molecule were synthesized and their smoke densities were tested. The aminoalkyl phposphonic acid or aminoalkyl phosphinic acid derivatives were synthesized with quantitative yields of 90~98.6% by one step reaction of the phosphorus acid or hypo phosphorous acid with amine and aldehyde. The smoke density was measured by the ASTM E 662 method. Values of the smoke density were obtained from 224.5 to 256.6. The smoke density of the compounds with two aminoalkyl structures decreased more than that of compounds with one aminoalkyl structure. In addition, there was no correlation between the smoke density and the number of carbon atoms in the alkyl group attached to the amino group.

Effect of acid or base additive in the mobile phase on enantiomer separation of amino alcohols using polysaccharide derived chiral columns (다당유도체를 기초로 한 키랄 컬럼에서 이동상에서의 산 또는 염기 첨가제가 아미노 알코올의 광학분리에 미치는 영향)

  • Huang, Hu;Jin, Jing Yu;Lee, Wonjae
    • Analytical Science and Technology
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    • v.22 no.4
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    • pp.313-318
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    • 2009
  • Liquid chromatographic enantiomer separation of amino alcohols was performed on several chiral columns based on polysaccharide derivatives under the mobile phase conditions containing acid or base additive. The chromatographic parameters were greatly influenced by the nature of the mobile phase containing acid or base additive as well as the used chiral columns. Compared to chromatographic results obtained in the mobile phase containing base additive (0.1% triethylamine), especially, Chiralcel OD showed dramatically enhanced separation factors and resolution factors with reduced capacity factors under the mobile phase condition containing acidic additive (0.1% trifluoroacetic acid). When the mobile phase containing 0.05% trifluoroacetic acid and 0.05% triethylamine was used on Chiralcel OD, the greatest separation factors and resolution factors among all other mobile phase conditions in this study were observed.

Synthesis and in vitro Antitumor Activity of lsoazamitosene and lsoiminoazamitosene Derivatives

  • Ahn, Chan-Mug;Kim, Soo-Kie
    • Archives of Pharmacal Research
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    • v.19 no.6
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    • pp.535-542
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    • 1996
  • Seven isoazamitosene derivatives, mitomycin analogues, were synthesized and tested for cytotoxicities against leukemia and gastric cancer cell lines. Preparation of a pyrrolo[1, 2-a]benzimidazole (3) (azamitosene ring system) was completed by utilizing the Lewis acid-catalized cyclization, with .omicron.-chloronitrotoluene as the starting material. Nitration of 3 produced a mixtue of two isomers (5-nitro isomer (4) and 7-nitro isomer (5)) in product ratio of 36 : 52. 4 was directly converted into quinone (7) by reduction and Fremy oxidaton. Finally, quinone derivatives (8, 9, 10, and 11) were synthesized by 1, 4-addition of 7 with cyclic secondary amines. From above-mentioned 5, 8-nitro compound (15) was prepared in 4 steps. At pH 3, Fremy oxidation of 15 produced quinone (16), whereas iminoquinone derivatives (17a and 17b) at pH 7. Isoazamitosene derivatives (8, 9, 10, and 11), containing cyclic amino groups at the 7-position, showed potent cytotoxicity on P388, SNU-1, and KHH tumor cell lines. Among them, 8 had stronger cytotoxicity against SNU-1 cell line than mitomycin and adriamycin. Considering these results, isoazamitosene derivatives may had unique cytotoxicity profiles. However, isoiminoazamitosene derivatives (17a and 17b) revealed very weak cytotoxicity.

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Synthesis of Alkylenediaminoalkyl-bis-Phosphonic Acid Derivatives (알킬렌디아미노알킬-비스-포스폰산 유도체의 합성)

  • Chung, Yeong-Jin;Jin, Eui
    • Journal of the Korean Applied Science and Technology
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    • v.30 no.1
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    • pp.1-8
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    • 2013
  • Four kinds of new alkylenediaminoalkyl-bis-phosphonic acid derivatives with alkylenediaminoalkyl functional groups in the molecule were synthesized and their smoke density(Ds) were tested. These alkylenediaminoalkyl-bis-phosphonic acid derivatives were prepared in yields(76-97.3%) by one step reaction of the phosphorus acid with amine and aldehyde. Smoke density was measured by the method of ASTM E 662. The values of smoke density were obtained from 234.7 to 437.9. The smoke density of compounds with two phosphonic acid structures were increased more than that of compounds with one phosphonic acid structure. In addition, there was correlation between the smoke density and the number of nitrogen atoms in amino group attached to mono- or di-phosphonic acids group.

Studies on the Nutritonal Components of Mushroom(Sarcodon aspratus) (능이버섯의 영양성분에 관한 연구)

  • 이숙희;김남우;신승렬
    • Food Science and Preservation
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    • v.10 no.1
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    • pp.65-69
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    • 2003
  • This paper was performed to analyze the nutritional components for the basic of studies to estimate the nutritional and functional valuation of mushroom(Sarcodon aspratus) The contents of moisture, ash, crude protein, crude fat and carbohydrate in mushroom were 89.93, 1.18, 3.67. 0.96 and 4.26%, respectively. The major free sugar were glucose, sucrose, trehalose, xylose, and cantained more trehalose than other sugars. The total content of amino acids was 796.85mg/100g-fr.wt. And the contents of essential and non-essential amino acid of hydrolyzed amino acid was 300.77 and 486.08mg/100g-fr.wt, respectively. Mushroom contained mush valine, leucine, threonine, Iysine, alanine, glycine, aspartic acid, and glutamic acid. The contents of essential and non-essential amino acid of free amino acid was 124.95, 138.52mg/100g-fr.wt., respectively. and were cantained mush methionine, Iysine, valine arginine, Aspartic arid, and tyrosine. The content of Amino acid derivatives 46.81 mg/100g-fr.wt., and were contained mush mornithine, sarcosine, ${\beta}$-alanine, and phosphoserine. The content of vitamin C was 5.43 mg/100g-fr.wt. The contents of sodium and potassium were 375.73, 61.82mg/100g, respectively.

An Effective Acylation of Cephalosporins Using 1-Methanesulfonyloxy-6-trifluoromethylbenzotriazole$^\dag$

  • Lee, Cheol-Hae;Moon, Chi-Jang;Kim, Kyeong-Sook;Kim, Jae-Hak;Kim, Dae-Whang
    • Bulletin of the Korean Chemical Society
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    • v.8 no.4
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    • pp.336-338
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    • 1987
  • A new coupling agent, 1-methanesulfonyloxy-6-trifluoromethyl-benzotriazole (3), was prepared by the reaction of 1-hydroxy-6-trifluoromethylbenzotriazole (1) and methanesulfonyl chloride. 3 was reacted with 2-(2-amino-4-thiazolyl)-2-synalkoxyi minoacetic acid (4) to give a mixture of active intermediates (5 and 6), which was treated with 7-aminocephalosporanic acid derivatives (10) to afford cephalosporin derivatives (11) in short reaction time with high yields.

Free Amino Acid and Polysaccharide Content of Submerged Mycelial Culture of Fomitopsis pinicola (귤피 및 녹차추출물에서 배양한 소나무잔나비버섯(Fomitopsis pinicola) 균사체의 유리아미노산 및 다당류 함량)

  • Jang Kyung-Ho;Shin Kyung-Ok;Kim Soon-Dong
    • Food Science and Preservation
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    • v.12 no.4
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    • pp.379-386
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    • 2005
  • Free amino acids and polysaccharide content of submerged mycelial culture of Fomitopsis pinicola using $2\%$ citrus peel water extracts(CP), $2\%$ green tea water extracts(GT) and yeast-malt broth(YM) were investigated. Cultivations were conducted at $30^{\circ}C$ and 150 rpm for 10 days. Yields of the mycelium as fresh weight basis in GT-, CP- and YM-broth were $42.3\%,\;34.2\%\;and\;9.89\%$, and their turbidity(OD at 660 nm) of the broth without mycelium were 0.14, 0.16 and 0.22, respectively. Total free amino acid content in the mycelium were 928.19 $mg\%$ in YM, 1060.53 $mg\%$ in CP, 764.83 $mg\%$ in GT, and the major free amino acid was lysine in YM, glutamic acid in CP and GT. Total free exo-amino acid contents were 659.75 $mg\%$ in YM, 954.55 $mg\%$ in CP, 838.69 $mg\%$ in GT, and the major in the all broths was glutamic acid Total amino acid derivatives content of the mycelium were in order of CP>GT>YM, and the major was cystathionine in YM, hydroxy proline in CP and GT. The major among exo-amino derivatives was hydroxy proline in the all broth. Exo-AIS content was in order of CP>GT>YM. Acid soluble polysaccharide content of the mycelium was GT($0.69\%$)>YM($0.39\%$)>CP($0.18\%$). The exo-polysaccharide content was in order of GT($0.87\%$)>CP($0.69\%$)>YM($0.09\%$). Alkali soluble polysaccharide content of the mycelium was in order of CP($5.21\%$)>GT($5.18\%$)>YM($4.56\%$), and exo-polysaccharide was in order of GT($6.79\%$)>YM($3.57\%$)>CP($3.01\%$). The alkali soluble polysaccharide eluted from mycelium cultivated in CP broth was supposed to polysaccharide(about 500,000 daltons) composed of hexose and uronic acid bounded with protein(below 10,000 daltons).

Synthesis of Indoline tri-isopropyl benzene sulfonamide as a potential new asymmetric catalyst (새로운 술폰아미드계의 촉매의 합성)

  • Yun, In-Gwon;Kim, Hwan-Cheol
    • The Journal of Natural Sciences
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    • v.7
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    • pp.47-51
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    • 1995
  • In order to develope new asymmetric catalyst, we synthesized the following new sulfonamide derivatives start from S-Indoline-2-Carboxylic Acid via the following 5 steps. Hydroxy methyl derivative(1) was thus treated with methane sulfonyl chloride in the presence of triethylamine as base to give mesylated derivative(2) in 85% of isolated yield. The mesylate compound (2) was treated with excess sodium azide to give Azido derivative (4) in 95% isolated yield. Azido compound (3) was then reduced to the corresponding amino derivative in near quntitative yield by the hydrogenation under hydrogen atmospere in the presence of catalytic amount of Pd-C. The amino derivative (4) was converted to its sulfonamide derivatives by the treatment of compound(4) with triisopropyl benzene sulfonyl chloride in the presence of triethyl amine as base. Finally t-BOC group of the compound(5) was removed by the treatement of excess Trifluoro-acetic acid in near quantitative yield to give the target sulfonamide derivative (7) .in this paper we prepared compound(6) in 49% overall yield via the 5 steps of synthesis starting from t-Boc- 2-hydroxy methyl indoline(1) which cab be easily prepared from commercial available S-indoline-2-carboxylic acid by known methods. we plan to apply this new catalyst for the asymmetric reduction , diels-alder reaction, aldolcondensation reaction in due courses.

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Natural Amino Acid Based Phenolic Derivatives for Synthesizing Silver Nanoparticles with Tunable Morphology and Antibacterial Studies

  • Kumar, V. Vinod;Nithya, S.;Shyam, Aswin;Subramanian, N. Sai;Anthuvan, J. Tennis;Anthony, Savarimuthu Philip
    • Bulletin of the Korean Chemical Society
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    • v.34 no.9
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    • pp.2702-2706
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    • 2013
  • Silver nanoparticles (AgNPs) with spherical and prism morphologies were formed at room temperature depend on the amino acid attached with phenolic unit. Absorption studies showed 410-420 nm surface plasmon resonance absorption for spherical nanoparticles whereas prism morphology showed three absorption peaks (382, 452 and 523 nm). The formation of spherical and prism morphology was confirmed by scanning and high resolution transmission electron microscopy. Antibacterial studies of both the morphologies did not show any significant differences in the inhibition of bacterial growth.