• Title/Summary/Keyword: Analogs

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Facile Synthesis of 2',5'-Dideoxy-, 2',3'-Dideoxy- and 3'-Deoxy-1, N6-ethenoadenosine Nucleosides

  • Chae, Whi-Gun
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.4 no.1
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    • pp.17-20
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    • 1999
  • Facile synthetic methods of 2',5'-dideoxy-, 2',3'-dideoxy- and 3'-deoxy-1, N6-ethenoadenosine nucleosides by either an enzymatic dideoxyribosyl transfer reaction or a simple chemical reaction were proposed. The synthesis products were isolated and purified by preparative HPLC and their structures were confirmed by 1H NMR (500 MHz) and FAB-MS including high resolution mass measurement. These modified nucleoside analogs have not been reported yet. Therefore, these modified nucleoside analogs are of potential value to be studied further for biological activity such as anticancer or antiviral.

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Design and Synthesis of Resin-Conjugated Tamiflu Analogs for Affinity Chromatography

  • Kimura, Yasuaki;Yamatsugu, Kenzo;Kanai, Motomu;Echigo, Noriko;Kuzuhara, Takashi;Shibasaki, Masakatsu
    • Bulletin of the Korean Chemical Society
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    • v.31 no.3
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    • pp.588-594
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    • 2010
  • Two types of resin-conjugated Tamiflu analogs were synthesized by modifying our original synthetic route of oseltamivir phosphate (Tamiflu). The prepared resins bound to influenza virus neuraminidase, the main target of Tamiflu. The resins will be useful for isolating and identifying presumed endogenous vertebrate proteins that interact with Tamiflu, which might relate to the rarely observed abnormal behavior exhibited by some influenza patients treated with Tamiflu.

Synthesis of its Tautomeric Forms and New 6-Substituted Pyridazin-3(2H)-one Analogs (새로운 6-Substituted Pyridazin-3(2H)-one 유도체 및 토토머형의 합성)

  • Kim, Chaewon;Park, Myung-Sook
    • YAKHAK HOEJI
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    • v.57 no.5
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    • pp.316-322
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    • 2013
  • The new pyridazinone analogs were synthesized for development of candidates to retain anticancer activity. Various 6-substituted pyridazin-3(2H)-ones were prepared from the pyridazinyl chloride 3a~d via endothermic nucleophilic substitution with hydroxide ion as nucleophile for 2~48 h. Pyridazinyl chloride 3a~d could be converted to hydroxypyridazines (or pyridazin-3(2H)ones) using 1~5 equivalents of water (or 1 equivalent of sodium hydroxide) at reflux in DMF. The tautomerism of lactim form to lactam form was also accomplished in pyridazine derivatives. Formation of pyridazinones 10 was undertaken with stirring using sodium hydroxide at reflux in DMF for 2 h. Synthetic compounds were identified using NMR spectrum.

Alkoxybenzylcyanoguanidine Analogs as a Novel Class of Inhibitors for Restenosis

  • Lee, Sun-Kyung;Yi, Kyu-Yang;Hwang, Sun-Kyung;Suh, Jee-Hee;Lee, Byung-Ho;Yoo, Sung-Eun
    • Bulletin of the Korean Chemical Society
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    • v.25 no.7
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    • pp.1003-1008
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    • 2004
  • A novel class of alkoxybenzylcyanoguanidine analogs as the inhibitors of restenosis was discovered, which showed the inhibitory effects on angiotensin II-induced cell proliferation, determined by $[^3H]$thymidine incorporation method. The compound, N'-(4-nitrophenyl)guanidine analog 19, showed 62% inhibition of $[^3H]$thymidine incorporation at 1 ${\mu}M$ concentration. In addition, the compound 19 inhibited intimal thickening dose-dependently after balloon injury, which suggests the therapeutic potential for restenosis.

Inhibition of Epstein-Barr Virus by the Triterpenoid Betulin Diphosphate and Uvaol

  • Muhammad, Amjad;Carlson, Robert M.;Krasutsky, Pavel;Karim, M.Reza-Ul
    • Journal of Microbiology and Biotechnology
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    • v.14 no.5
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    • pp.1086-1088
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    • 2004
  • Betulin, a pentacyclic triterpenoid isolated from the bark of Betula papyrifera. Laboratory synthesized structural analogs were tested for antiviral activities against Epstein-Barr Virus (EBV) by immunofluorescent antiviral assay. Among the several analogs tested, betulin 3,28-diphosphate and uvaol exhibited significant antiviral activities against EBV. The $EC_{50}$ of betulin 3,28-diphosphate and uvaol was found to be $0.6\mu{M}$ and $0.7\mu{M}$ respectively.

Isolation of Sorangium cellulosum Carrying Epothilone Gene Clusters

  • Hyun, Hye-Sook;Chung, Jin-Woo;Kim, Ji-Hoon;Lee, Jong-Suk;Kwon, Byoung-Mog;Son, Kwang-Hee;Cho, Kyung-Yun
    • Journal of Microbiology and Biotechnology
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    • v.18 no.8
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    • pp.1416-1422
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    • 2008
  • Epothilone and its analogs are a potent new class of anticancer compounds produced by myxobacteria. Thus, in an effort to identify new myxobacterial strains producing epothilone and its analogs, cellulose-degrading myxobacteria were isolated from Korean soils, and 13 strains carrying epothilone biosynthetic gene homologs were screened using a polymerase chain reaction. A migration assay revealed that Sorangium cellulosum KYC3013, 3016, 3017, and 3018 all produced microtubule-stabilizing compounds, and an LC-MS/MS analysis showed that S. cellulosum KYC3013 synthesized epothilone A.

Bioconversion of Tetracycline Antibiotics to Novel Glucoside Derivatives by Single-Vessel Multienzymatic Glycosylation

  • Pandey, Ramesh Prasad;Chu, Luan Luong;Kim, Tae-Su;Sohng, Jae Kyung
    • Journal of Microbiology and Biotechnology
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    • v.28 no.2
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    • pp.298-304
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    • 2018
  • The single-vessel multienzyme UDP-${\alpha}$-$\text\tiny{D}$-glucose recycling system was coupled with a forward glucosylation reaction to produce novel glucose moiety-conjugated derivatives of different tetracycline antibiotic analogs. Among five tetracycline analogs used for the reaction, four molecules (chlorotetracycline, doxytetracycline, meclotetracycline, and minotetracycline) were accepted by a glycosyltransferase enzyme, YjiC, from Bacillus licheniformis to produce glucoside derivatives. However, the enzyme was unable to conjugate sugar units to rolitetracycline. All glucosides of tetracycline derivatives were characterized by ultraviolet absorbance maxima, ultra-pressure liquid chromatography coupled with photodiode array, and high-resolution quadruple time-of-flight electrospray mass spectrometry analyses. These synthesized glucosides are novel tetracycline derivatives.

A LINK BETWEEN ORDERED TREES AND GREEN-RED TREES

  • CHEON, GI-SANG;KIM, HANA;SHAPIR, LOUIS W.
    • Journal of the Korean Mathematical Society
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    • v.53 no.1
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    • pp.187-199
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    • 2016
  • The r-ary number sequences given by $$(b^{(r)}_n)_{n{\geq}0}=\Large{\frac{1}{(r-1)n+1}}(^{rn}_n)$$ are analogs of the sequence of the Catalan numbers ${\frac{1}{n+1}}(^{2n}_n)$. Their history goes back at least to Lambert [8] in 1758 and they are of considerable interest in sequential testing. Usually, the sequences are considered separately and the generalizations can go in several directions. Here we link the various r first by introducing a new combinatorial structure related to GR trees and then algebraically as well. This GR transition generalizes to give r-ary analogs of many sequences of combinatorial interest. It also lets us find infinite numbers of combinatorially defined sequences that lie between the Catalan numbers and the Ternary numbers, or more generally, between $b^{(r)}_n$ and $b^{(r+1)}_n$.

Synthesis of Heterocyclic Substituted Pyridine Analogs as Potential Therapeutics for Neurodegenerative Diseases

  • Park, Haeil;Peter A. Crooks
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1999.04a
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    • pp.1-4
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    • 1999
  • The potential therapeutic benefit of nicotinic ligands in a variety of neurodegenerative pathologies involving the CNS has energized research efforts to develop nicotinic acetylcholine receptor (nAChR) subtype-selective ligands. In particular, there has been a concerted effort to develop nicotinic compounds with selectivity for CNS nAChRs as potential pharmacological tools in the management of these disorders. The characterization of other novel nicotinic ligands such as epibatidine. showing a marked increase in potency at nAChRs, has provided additional support for the development of potent, selective ligands at individual nAChR subtypes. We have developed and studied a number of nicotinic compounds to identify potential candidates exhibiting such selectivity. In the present study, we report the synthesis and biological evaluations of some azabicyclic and azatricyclic nicotine analogs to decipher the relationship among steric requirements of the nicotine's pyrrolidine ring system, binding affinity and subtype-selectivity.

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Inhibitory Effect of 4-Aryl 2-Substituted Aniline-thiazole Analogs on Growth of Human Prostate Cancer LNCap Cells

  • Baek, Seung-Hwa;Kim, Nak-Jeong;Kim, Seong-Hwan;Park, Kwang-Hwa;Jeong, Kyung-Chae;Park, Bae-Keun;Kang, Nam-Sook
    • Bulletin of the Korean Chemical Society
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    • v.33 no.1
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    • pp.111-114
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    • 2012
  • Androgen receptor (AR) is ligand-inducible nuclear hormone receptor which has been focused on key molecular target in growth and progression of prostate cancer. We synthesized a series of 4-aryl 2-substituted aniline-thiazole analogs and evaluated their anti-cancer activity in AR-dependent human prostate cancer LNCap cells. Among them, the compound 6 inhibited the tumor growth in LNCap-inoculated xenograft model.