Synthetic purine nucleoside analogues

Holý, Antonı́n

doi:10.1007/978-1-349-06930-9_4

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Cited by 5 publications

(2 citation statements)

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“…We approached the synthesis of 12 by two different ways: the first was to react 2,6-diaminouracil ( 13) with (2-acetoxyethoxy)methyl bromide (14).11 This procedure did not yield any product, possibly due to the extremely poor solubility of 13 in both lipophilic and hydrophilic solvents (Scheme 1).…”

Section: Chemistrymentioning

confidence: 99%

Synthesis of New Acyclic Pyrimidine Nucleoside Analogs as Potential Antiviral Drugs

Eger

Em²,

Schmidt³

1994

J. Med. Chem.

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Section: Chemistrymentioning

confidence: 99%

Synthesis of New Acyclic Pyrimidine Nucleoside Analogs as Potential Antiviral Drugs

Eger

Em²,

Schmidt³

1994

J. Med. Chem.

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“…Also, its half-life in human serum is prolonged with respect to ara-A. 1 The compound is an inhibitor of hepatitis B virus (HBV) replication in vitro and in vivo in the duck model of infection, 2 as well as being active against DNA viruses of the herpes group.…”

Section: Introductionmentioning

confidence: 99%

Ab initio Hartree–Fock/6‐31G** calculation on 9‐β‐D‐arabinofuranosyladenine‐5′‐monophosphate molecule: Application to the analysis of its IR and Raman spectra

et al. 2002

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9-beta-D-arabinofuranosyaldenine-5'-monophosphate (5'-ara-AMP) is an arabinonucleotide that has antiviral and antitumor activity. The accurate knowledge of the nature of its vibrational modes is a valuable step for the forthcoming elucidation of drug-nucleotide and drug-enzyme interactions. The FTIR and FT Raman spectra (4000-30 cm(-1)) of 5'ara-AMP and two deuterated derivatives ara-AMP-d(C8) (deuteration in C8) and ara-AMP-d7 (deuteration in C8, amino and hydroxyl groups) are reported. Theoretical vibrational calculations were performed using the Hartree-Fock/6-31G** method. An assignment of the observed spectra is proposed considering the scaled potential energy distribution of the vibrational modes of the 5'ara-AMP molecule and the observed band shifts by deuteration. The scaled ab initio frequencies are in good agreement with the experimental data (<3 cm(-1) SD).

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Regioselective Preparation ofN7- andN9-Alkyl Derivatives ofN6-[(Dimethylamino)methylene]adenine Bearing an Active Methylene Group and Their Further Derivatization Leading to α-Branched Acyclic Nucleoside Analogues

Hocková¹,

Budêšínský²,

Marek³

et al. 1999

Eur. J. Org. Chem.

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Synthetic purine nucleoside analogues

Cited by 5 publications

References 206 publications

Synthesis of New Acyclic Pyrimidine Nucleoside Analogs as Potential Antiviral Drugs

Synthesis of New Acyclic Pyrimidine Nucleoside Analogs as Potential Antiviral Drugs

Ab initio Hartree–Fock/6‐31G** calculation on 9‐β‐D‐arabinofuranosyladenine‐5′‐monophosphate molecule: Application to the analysis of its IR and Raman spectra

Regioselective Preparation ofN7- andN9-Alkyl Derivatives ofN6-[(Dimethylamino)methylene]adenine Bearing an Active Methylene Group and Their Further Derivatization Leading to α-Branched Acyclic Nucleoside Analogues

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