Literature DB >> 19596579

C5-Modified nucleosides exhibiting anticancer activity.

Yoon-Suk Lee1, Sun Min Park, Hwan Mook Kim, Song-Kyu Park, Kiho Lee, Chang Woo Lee, Byeang Hyean Kim.   

Abstract

We describe (i) a simple method for the synthesis of C5-modified nucleosides from 5-iodo-2'-deoxyuridine and (ii) their activity against six types of human cancer cell lines (HCT15, MM231, NCI-H23, NUGC-3, PC-3, ACHN). We generated nitrile oxides in situ from oximes using a commercial bleaching agent; their cycloadditions with 5-ethynyl-2'-deoxyuridine yielded isoxazole derivatives possessing activity against the cancer cell lines. We synthesized several azides from benzylic bromides and their click reactions with 5-ethynyl-2'-deoxyuridine provided triazole derivatives.

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Year:  2009        PMID： 19596579     DOI： 10.1016/j.bmcl.2009.06.072

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  9 in total

1.  Synthesis of C-glycosyl-bis-1,2,3-triazole derivatives from 3,4,6-tri-O-acetyl-D-glucal.

Authors:  Anwar Shamim; Frederico B Souza; Gustavo H G Trossini; Fernando M Gatti; Hélio A Stefani
Journal:  Mol Divers       Date:  2015-01-14       Impact factor: 2.943

2.  Discovery of New Acid Ceramidase-Targeted Acyclic 5-Alkynyl and 5-Heteroaryl Uracil Nucleosides.

Authors:  Andrijana Meščić; Anja Harej; Marko Klobučar; Danijel Glavač; Mario Cetina; Sandra Kraljević Pavelić; Silvana Raić-Malić
Journal:  ACS Med Chem Lett       Date:  2015-10-05       Impact factor: 4.345

3.  Ethyl 3-{5-[(diethyl-amino)meth-yl]isoxazol-3-yl}-2-phenyl-pyrazolo[1,5-a]pyridine-5-carboxyl-ate.

Authors:  Qing-Yang Meng; Jiong Jia; Ling Yin; Fu-Xu Zhan; Jian-Wu Wang
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-03-03

4.  A new synthesis of S-aryl uracils from aryl thiols and 6-amino uracils in the presence of NCS.

Authors:  Gholamhossein Khalili
Journal:  Mol Divers       Date:  2016-07-05       Impact factor: 2.943

5.  Use of nucleic Acid analogs for the study of nucleic Acid interactions.

Authors:  Shu-Ichi Nakano; Masayuki Fujii; Naoki Sugimoto
Journal:  J Nucleic Acids       Date:  2011-07-24

6.  An easy microwave-assisted synthesis of C8-alkynyl adenine pyranonucleosides as novel cytotoxic antitumor agents.

Authors:  Athina Dimopoulou; Stella Manta; Vanessa Parmenopoulou; Nikolaos Kollatos; Ourania Christidou; Virginia V Triantakonstanti; Dominique Schols; Dimitri Komiotis
Journal:  Front Chem       Date:  2015-03-23       Impact factor: 5.221

7.  Design, synthesis, antiviral and cytostatic evaluation of novel isoxazolidine nucleotide analogues with a 1,2,3-triazole linker.

Authors:  Dorota G Piotrowska; Jan Balzarini; Iwona E Głowacka
Journal:  Eur J Med Chem       Date:  2011-11-20       Impact factor: 6.514

8.  The synthesis, antiviral, cytostatic and cytotoxic evaluation of a new series of acyclonucleotide analogues with a 1,2,3-triazole linker.

Authors:  Iwona E Głowacka; Jan Balzarini; Andrzej E Wróblewski
Journal:  Eur J Med Chem       Date:  2013-10-30       Impact factor: 6.514

9.  Design, synthesis, antiviral and cytostatic evaluation of novel isoxazolidine nucleotide analogues with a carbamoyl linker.

Authors:  Kamil Kokosza; Jan Balzarini; Dorota G Piotrowska
Journal:  Bioorg Med Chem       Date:  2013-01-16       Impact factor: 3.641
  9 in total

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