Literature DB >> 11794802

Synthesis of halogen-substituted 3-deazaadenosine and 3-deazaguanosine analogues as potential antitumor/antiviral agents.

M C Liu1, M Z Luo, D E Mozdziesz, T S Lin, G E Dutschman, E A Gullen, Y C Cheng, A C Sartorelli.   

Abstract

Various 2-halogen-substituted analogues (38, 39, 43 and 44), 3-halogen-substituted analogues (51 and 52), and 2',3'-dihalogen-substituted analogues (57-60) of 3-deazaadenosine and 3-halogen-substituted analogues (61 and 62) of 3-deazaguanosine have been synthesized as potential anticancer and/or antiviral agents. Among these compounds, 3-deaza-3-bromoguanosine (62) showed significant cytotoxicity against L1210, P388, CCRF-CEM and B16F10 cell lines in vitro, producing IC50 values of 3, 7, 9 and 7 microM, respectively. Several 3-deazaadenosine analogues (38, 51, 57 and 59) showed moderate to weak activity against hepatitis B virus.

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Year:  2001        PMID: 11794802     DOI: 10.1081/NCN-100108327

Source DB:  PubMed          Journal:  Nucleosides Nucleotides Nucleic Acids        ISSN: 1525-7770            Impact factor:   1.381


  3 in total

1.  Synthesis of 2'-O-methyl-RNAs incorporating a 3-deazaguanine, and UV melting and computational studies on its hybridization properties.

Authors:  Kohji Seio; Takeshi Sasami; Ryuya Tawarada; Mitsuo Sekine
Journal:  Nucleic Acids Res       Date:  2006-08-26       Impact factor: 16.971

Review 2.  The evolution of nucleoside analogue antivirals: A review for chemists and non-chemists. Part 1: Early structural modifications to the nucleoside scaffold.

Authors:  Katherine L Seley-Radtke; Mary K Yates
Journal:  Antiviral Res       Date:  2018-04-10       Impact factor: 10.103

3.  Novel halogenated 3-deazapurine, 7-deazapurine and alkylated 9-deazapurine derivatives of L-ascorbic or imino-L-ascorbic acid: Synthesis, antitumour and antiviral activity evaluations.

Authors:  Maja Stipković Babić; Damjan Makuc; Janez Plavec; Tamara Martinović; Sandra Kraljević Pavelić; Krešimir Pavelić; Robert Snoeck; Graciela Andrei; Dominique Schols; Karlo Wittine; Mladen Mintas
Journal:  Eur J Med Chem       Date:  2015-08-10       Impact factor: 6.514

  3 in total

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