Literature DB >> 19433343

Synthesis, antiviral activity, and stability of nucleoside analogs containing tricyclic bases.

Franck Amblard1, Emilie Fromentin, Mervi Detorio, Alexander Obikhod, Kimberly L Rapp, Tamara R McBrayer, Tony Whitaker, Steven J Coats, Raymond F Schinazi.   

Abstract

A series of 3,9-dihydro-9-oxo-5H-imidazo[1,2-A]purine nucleosides (tricylic nucleosides) were synthesized from 9-[4-alpha-(hydroxymethyl)cyclopent-2-ene-1-alpha-yl]guanine (CBV) 5, (-)-beta-D-(2R,4R)-1,3-dioxolane-guanosine (DXG) 6, 3'-azido-3'-deoxy-guanosine (AZG) 7, and 2'-C-methylguanosine 8. Their in vitro activity against HIV and HCV was evaluated and correlated to their ability to degrade to their purine counterpart.

Entities:  

Mesh：

Substances：

Year:  2009        PMID： 19433343      PMCID： PMC3423956          DOI： 10.1016/j.ejmech.2009.04.003

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN： 0223-5234            Impact factor:   6.514


  27 in total

1.  Ribonucleoside analogue that blocks replication of bovine viral diarrhea and hepatitis C viruses in culture.

Authors:  Lieven J Stuyver; Tony Whitaker; Tamara R McBrayer; Brenda I Hernandez-Santiago; Stefania Lostia; Phillip M Tharnish; Mangala Ramesh; Chung K Chu; Robert Jordan; Junxing Shi; Suguna Rachakonda; Kyoichi A Watanabe; Michael J Otto; Raymond F Schinazi
Journal:  Antimicrob Agents Chemother       Date:  2003-01       Impact factor: 5.191

2.  Synthesis and biological activity of strongly fluorescent tricyclic analogues of acyclovir and ganciclovir.

Authors:  Tomasz Goslinski; Bozenna Golankiewicz; Erik De Clercq; Jan Balzarini
Journal:  J Med Chem       Date:  2002-11-07       Impact factor: 7.446

3.  Water molecules in the crystal structure of tricyclic acyclovir.

Authors:  K Suwińska; B Golankiewicz; W Zielenkiewicz
Journal:  Acta Crystallogr C       Date:  2001-06-12       Impact factor: 1.172

4.  Effect of combinations of acyclovir with vidarabine or its 5'-monophosphate on herpes simplex viruses in cell culture and in mice.

Authors:  R F Schinazi; J Peters; C C Williams; D Chance; A J Nahmias
Journal:  Antimicrob Agents Chemother       Date:  1982-09       Impact factor: 5.191

5.  Antiviral activities and cellular toxicities of modified 2',3'-dideoxy-2',3'-didehydrocytidine analogues.

Authors:  Lieven J Stuyver; Stefania Lostia; Marjorie Adams; Judy S Mathew; Balakrishna S Pai; Jason Grier; Phillip M Tharnish; Yongseok Choi; Youhoon Chong; Hyunah Choo; Chung K Chu; Michael J Otto; Raymond F Schinazi
Journal:  Antimicrob Agents Chemother       Date:  2002-12       Impact factor: 5.191

Review 6.  Current therapy for chronic hepatitis C.

Authors:  G L Davis
Journal:  Gastroenterology       Date:  2000-02       Impact factor: 22.682

7.  Pronounced cytostatic activity and bystander effect of a novel series of fluorescent tricyclic acyclovir and ganciclovir derivatives in herpes simplex virus thymidine kinase gene-transduced tumor cell lines.

Authors:  J Balzarini; T Ostrowski; T Goslinski; E De Clercq; B Golankiewicz
Journal:  Gene Ther       Date:  2002-09       Impact factor: 5.250

8.  Synthesis and fluorescent properties of 6-(4-biphenylyl)-3,9-dihydro-9-oxo-5H-imidazo[1,2-a]purine analogues of acyclovir and ganciclovir.

Authors:  Tomasz Goslinski; Grazyna Wenska; Bozenna Golankiewicz; Jan Balzarini; Erik De Clercq
Journal:  Nucleosides Nucleotides Nucleic Acids       Date:  2003 May-Aug       Impact factor: 1.381

9.  Synthesis and anti-HIV activity of different sugar-modified pyrimidine and purine nucleosides.

Authors:  P Herdewijn; J Balzarini; M Baba; R Pauwels; A Van Aerschot; G Janssen; E De Clercq
Journal:  J Med Chem       Date:  1988-10       Impact factor: 7.446

10.  Structure-activity relationship of purine ribonucleosides for inhibition of hepatitis C virus RNA-dependent RNA polymerase.

Authors:  Anne B Eldrup; Charles R Allerson; C Frank Bennett; Sanjib Bera; Balkrishen Bhat; Neelima Bhat; Michele R Bosserman; Jennifer Brooks; Christine Burlein; Steven S Carroll; P Dan Cook; Krista L Getty; Malcolm MacCoss; Daniel R McMasters; David B Olsen; Thazha P Prakash; Marija Prhavc; Quanlai Song; Joanne E Tomassini; Jie Xia
Journal:  J Med Chem       Date:  2004-04-22       Impact factor: 7.446
View more
  2 in total

1.  Diverse models for anti-HIV activity of purine nucleoside analogs.

Authors:  Naveen Khatri; Viney Lather; A K Madan
Journal:  Chem Cent J       Date:  2015-05-23       Impact factor: 4.215

Review 2.  Base-Modified Nucleosides: Etheno Derivatives.

Authors:  Zofia Jahnz-Wechmann; Grzegorz R Framski; Piotr A Januszczyk; Jerzy Boryski
Journal:  Front Chem       Date:  2016-04-28       Impact factor: 5.221
  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.