• Title/Summary/Keyword: uridine

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Synthesis of a series of cis-diamminaedichloro-platinum (II) Complexes Linked to Uracil and Uridine as Candidate An-titumor Agents.

  • Kim, Jack-C.;Kim, Mi-Hyang;Kim, Seon-Hee;Choi, Soon-Kyu
    • Archives of Pharmacal Research
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    • v.18 no.6
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    • pp.449-453
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    • 1995
  • The search for patinum (II)-based compounds with improved therapeutic properties was prompted to design and synthesize a new family of water-soluble, third generation cis-diamminedichlorplatinum (II) complexes linked to uracil and uridine. Six heretofore undescribed uracil and uridine-platinum (II) complexes are ; [N-(2-aminoethyl)uracil-5-carboxamide]dichloroplatinum (II)(3a), [N-2(2-aminoethyl)uracil-6-carboxmide]dichloroplatinum (II) (3b),[5-(2-aminorthyl)carbamoyl-2',3',5',-tri-O-acetyluridine] dichloroplatinum (II) (6b), [5-(2-aminoethyl)-carbamoyl]-2',3',5',-tri-O-acetyluridine] dichloroplatinum (II) (6b), [5-(2-aminoethyl)carbamoylu-ridine]dihloroplatinum (II) (7a), [6-(2-aminoethyl)carbamoyluridine]dichloroplatinum (II) (7b). These analogues were prepared from the key starting materials, 5-carboxyuracil (1a) and 6-carboxyuracil (1b) which were reacted with ethylenediamine to afford the respective N-(2-aminoethyl)uracil-5-carboxmide (2a) land N-(2-aminoethyl)uracil-6-carboxamide (2b). The cisplatin complexes 3a and 3b were obtained through the reaction of the respective 2a and 2b ficiently introduced on the .betha.-D-ribose ring via a Vorbruggen-type nucleoside coupling procedure with hexamethyldisilazane, trimethylchlorosilane and stannicchloride under anhydrous acetonitfile to yield the sterospecific .betha.-anomeric 5-carboxy-2',3',5'-tri-O-acetyluridine (4a) and 6-carboxy-2',3',5'-tri-O-acetyluridine (4b), respective 5-(2-aminoethyl)carbamoyl-2',3',5'-tri-O-acetyluridine (5a) and 6-(2-aminoethyl)carbamoyl-2',3',5'-tri-O-acetyluridine (5b). The diamino-uridines 5a and 5b were reacted with potassium tetrachloroplatinate (II) to give the novel nucleoside complexes, 6a and 6b respectively which were deacetylated into the free nucleosides, 7a and 7b by the treatment with CH/sub 3/ONa. The antitumor activities were evaluated against three cell lines (K-562, FM-3A and P-388).

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RADIOAUTOGRAPHIC AND HISTOLOGIC INVESTIGATION OF SKIN IN YOUNG AND OLD FROGS

  • KOO KOOK BON;You Dong Soo
    • Journal of Korean Academy of Oral and Maxillofacial Radiology
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    • v.13 no.1
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    • pp.75-85
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    • 1983
  • Age differences in the skin structure have been studied in young (one year-old) and aged (five and a half year-old) frogs, Xenopus laevis. The epidermis in young frogs is made up of an average of 6.3 and 4.7 layers of epithelial cells at abdominal and dorsal surfaces, respectively. In aged frogs, the number of respective cell layers at abdominal and dorsal surfaces increases to 8.8 and 5.6. The thickness of the dermis (spongiosum) in aged frogs is decreased 25% on the abdominal side (from 267㎛ to 207㎛) but is increased by 11 % on the dorsal side (from 275㎛ to 305㎛). The nucleolar index and ³H-uridine incorporation, as judged by radioautography, by epithelial cells are drastically reduced in aged frogs.

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Characterization of Uridine-Diphosphate Dependent Flavonoid Glucosyltransferase from Oryza sativa

  • Hong, Byoung-Seok;Kim, Jeong-Ho;Kim, Na-Yeon;Kim, Bong-Gyu;Chong, You-Hoon;Ahn, Joong-Hoon
    • BMB Reports
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    • v.40 no.6
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    • pp.870-874
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    • 2007
  • We cloned a uridine-diphosphate dependent glycosyl-transferase RUGT-10 from Oryza sativa. The recombinant enzyme was expressed by glutathione-S transferase gene fusion system in Escherichia coli. RUGT10 showed different regioselectivity depending on the structures of substrates (e.g. flavanone, flavonol, and flavone). Apparently, flavanone such as naringenin and eriodictyol gave one 7-O-glucoside while flavone and flavonol gave more than two products with preferential glucosylation position of hydroxyl group at C-3 position.

Phytochemical Constituents of Suaeda japonica Makino

  • Kim Jung Sook;Lee Sanghyun;Son Eun Mi;Pan Xu;Kim You-Ah;Lee Gwan Sun;Seo Youngwan;Lee Burm-Jong
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.50 no.spc1
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    • pp.208-210
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    • 2005
  • Four compounds were isolated from Suaeda japonica by repeated column chromatography. Their structures were identified as 2'-hydroxy-6,7-methylenedioxy-isoflavone (1), loliolide (2), dehydrovomifoliol (3), and uridine (4) by spectral analysis and comparison with the published data. All compounds were isolated for the first time from this plant.

Compounds of the Stem of Clematis trichotoma (할미질빵 줄기의 성분)

  • Ham, Seock-Bin;Kim, Yang-Il;Kwon, Yong-Soo;Kim, Chang-Min
    • Korean Journal of Pharmacognosy
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    • v.30 no.3
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    • pp.301-305
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    • 1999
  • Eight compounds were isolated from the BuOH extract of the stem of Clematis trichotoma (Ranunculaceae). On the basis of spectroscopic evidences, the structures of these compounds were established as rutin, kaempferol 3-O-neohesperidoside, adenosine, adenin, hirustrin, caffeic acid $4-{\beta}-glucoside$, 3-methoxyarbutin and uridine.

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Antioxidant Activity and Phytochemical Study on the Aerial Parts of Oenanthe javanica (미나리 지상부에서 라디칼 소거 활성을 가지는 페놀성 화합물의 분리)

  • Jo, Hyun-Woo;Lee, Seung-Ho;Nam, Doo-Hyun;Kim, Jong-Yeon;Lim, Sang-Kyu;Lee, Jeong-Soo;Park, Jong-Cheol
    • Korean Journal of Pharmacognosy
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    • v.39 no.2
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    • pp.142-145
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    • 2008
  • Five compounds were isolated from the methanol extract of the aerial parts of Oenanthe javanica(Umbelliferae). Their chemical structures were identified as isorhamnetin(1), uracil(2), adenosine(3), persicarin(4) and uridine(5) by comparison of their spectral data with those of authentic samples and compounds 2, 3 and 5 were isolated from Oenanthe javanica for the first time. Compound 1 showed the strong radical scavenging activity among the compounds isolated from Oenanthe javanica.

Synthesis of Japanese Encephalitis Virus in Porcine Kidney Stable Cells Observed by Fluorescent Antibody Technique and Autoradiography

  • Lee, Chong-Hoon;Fukai, Konosuke
    • The Journal of the Korean Society for Microbiology
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    • v.3 no.1
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    • pp.51-65
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    • 1968
  • The site of the synthesis of Japanese encephalitis virus(JEV) in the actinomycin-treated and infecter PS Y15 cells(a porcine kidney stable cell line) was observed by the immunofluorescent antibody technique, acridine orange staining, and the autoradiographic analysis. In the parallel studies by immunofluorescent technique and acridine orange staining it the infected cells, Viral protein(as an antigen) and viral RNA were detected at the same site of cytoplasm. In the autoradiographic analysis, the cytoplasmic labeling of $^3H$-uridine was due to the synthesis of JEV-RNA, while the nucleolus and nucleus were not involved. In the autoradiographic studies on the secton of infected cells, the $^3H$-uridine was frequently incorporated around the cytoplasmic vacuoles. This localization of labeling agreed with the site of acridine orange positive granules. The results suggest that the syntheses of the viral RNA and viral protein occurred in the similar site of cytoplasm of the infected cells, and also the virus particles seem to be assembled in the sites of the viral RNA and protein syntheses.

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One-pot Enzymatic Synthesis of UDP-D-glucose from UMP and Glucose-1-phosphate Using an ATP Regeneration System

  • Lee, Hei-Chan;Lee, Seung-Don;Sohng, Jae-Kyung;Liou, Kwang-Kyoung
    • BMB Reports
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    • v.37 no.4
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    • pp.503-506
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    • 2004
  • Glucose-1-phosphate uridylyltransferase from E. coli K12 was used to convert uridine-5'-triphosphate and glucose-1-phosphate to UDP-D-glucose. The conversion was efficient and completed within 5 minutes under the employed conditions. In addition, thymidine-5'-monophosphate kinase and acetate kinase were proven to be non-specific, converting udridine-5'-monophosphate to uridine-5'-triphosphate with 55% conversion after 6 h, which was much slower than the production of TTP under the same conditions (complete conversion within one hour). Since these two reactions could proceed under the same conditions, a one-pot synthesis of UDP-D-glucose with ATP regeneration was designed from easily available starting materials, and conversion up to 40% by HPLC peak integration was achieved given a reaction time of 4 h.

항 바이러스 작용이 기대되는 Uridine의 2′,3′-Seco 유도체의 합성

  • 천문우;양재욱;이정원;송선용
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1994.04a
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    • pp.222-222
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    • 1994
  • 목적하는 화합물인 2',5'-dihydroxy-3'-무치환 유도체(1)는 uridine을 sodium metaperiodate로 산화하여 dialdehyde를 얻은다음 1,2-dianilinoethane으로 3'-aldehyde만을 선택적으로 보호, 2'-aldehyde를 NaBH$_4$로 환원, alcohol로 하여 deprotection 하므로서 hemiacetal율 얻는다. 이 hemiacetal을 TsSNHHNH$_2$로 처리하여 목적하는(1) 화합물을 얻었으며 2-azido-5-Hydroxy-3'-무치환 유도체(2)는 (1)화합물 합성시 얻은 hemiactal을 출발 물질로 하여 먼저 TBDPSCl로 silyaltion하여 5'-hydroxyl group을 보호하고 TsNHNH$_2$로 3'-위치를 hydrazone으로 한다음 NaB(CNH$_3$로 처리하여 얻은 hydrazide를 NaOAc를 반응시켜 2'-hydroxy-3'-무치환-5'-silyl 유도체를 얻고 또한 2',3'-dihydroxy group을 tosyl화, azido화, 5'-silyl group을 deprotection 하므로서 (2)를 얻었다. 또한 2',3'-dihydroxy-5'-무치환 유도체(4)는 uridine의 2',3'-위치를 먼저 protection, 5'-위치를 benzoyl화 2',3'-deprotection, periodate oxidation하여 얻은 diol을 silyl화 한 다음 5'-위치를 benzoyl화, 2',3'-deprotection, 산화하여 얻은 hemiacetal의 silyl group을 제거한후 primary hydroxyl group만을 선택적으로 silyl화, TsNHNH$_2$, NaB(CN)H$_3$ 및 NaOAc로 처리하므로서 얻은 2'-hydroxy-3'-0-silyl group-5'-무치환 화합물을 tosyl, azido화 한다음 desilylation하여 얻었다. 목적하는(1) 화합물의 diasteromer 인 2',3'-dihydroxy-5'-무치환 유도체(3)는 (4)화합물 합성시 얻은 hemiactal을 key intermediate로 하여 TsNHNH$_2$, NaB(CN)H$_3$ 및 NaOAc로 처리하므로서 얻을수 있었다. 이들 화합물들의 각종 DNA 및 RNA virus에 대한 항 바이러스작용을 검토한 결과 현저한 항 바이러스 작용을 나타내지 않았다.

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