6974-32-9Relevant articles and documents
2-Hydroxyimino-6-aza-pyrimidine nucleosides: Synthesis, DFT calculations, and antiviral evaluations
Abou-Elkhair, Reham A. I.,Wasfy, Abdalla A.,Mao, Song,Du, Jinxi,Eladl, Sobhy,Metwally, Kamel,Hassan, Abdalla E. A.,Sheng, Jia
, p. 19650 - 19662 (2020/12/05)
The global public health concerns and economic impact caused by emerging outbreaks of RNA viruses call for the search for new direct acting antiviral agents. Herein, we describe the synthesis, DFT calculations, and antiviral evaluation of a series of novel 2-hydroxyimino-6-aza-pyrimidine ribonucleosides. DFT//B3LYP/6-311+G?? calculations of the tautomeric distributions of the 2-hydroxyimino nucleosides 7, 8, and 9 in aqueous environments indicate a predominance of the canonical 2-(E)-hydroxyimino structure, where the hydroxyl group points away from the sugar moiety. The conformer distributions of the latter geometrical isomers of 7, 8, and 9 support the formation of five membered rings via hydrogen bonding between the (E)-C2N-O-H moiety and N3-H of 7 and 8 and between (E)-C2N-O-H and N3 of 9, creating purine shaped nucleosides with the glycosidic linkage at the pyrimidine ring. The newly synthesized nucleosides were screened against an RNA viral panel, of which moderate antiviral activity was observed against Zika virus (ZIKV) and human respiratory syncytial virus (HRSV). 6-Aza-2-hydroxyimino-5-methyluridine derivative 18 showed activity against ZIKV (EC50 3.2 μM), while its peracetylated derivative 19 showed activity against HRSV (EC50 5.2 μM). The corresponding 4-thiono-2-hydroxyimino derivative 8 showed activity against HRSV (EC50 6.1 μM) and against ZIKA (EC50 2.4 μM). This study shows that the 6-aza-2-hydroxyimino-5-methyluracil derived nucleosides can be further optimized to provide potent antiviral agents. This journal is
3-Trifluoromethylpyrazolones derived nucleosides: Synthesis and antiviral evaluation
Ahmed, Ayman M. S.,Abou-Elkhair, Reham A. I.,El-Torky, Alaa M.,Hassan, Abdalla E. A.
, p. 590 - 603 (2019/04/03)
Dengue (DENV) viral infection is a global public health problem that infrequently develops life threatening diseases such as dengue hemorrhagic fever (DFS) and dengue shock syndrome (DSS). Middle East respiratory syndrome coronavirus (MERS-CoV) is a highly pathogenic human corona virus with 38% fatality rate of infected patients. A series of 4-arylhydrazono-5-trifluoromethyl-pyrazolones, their ribofuranosyl, and 5′-deoxyribofuranosyl nucleosides were synthesized, geometry optimized using Density functional theory (DFT), and evaluated for their antiviral activity. 2-Nitrophenylhydrazonopyra-zolone derivative 5 showed significant activity against MERS-CoV (EC50 = 4.6 μM). The nucleoside analog 8 showed moderate activity against DENV-2 (EC50 = 10 μM), while the activity was abolished with the corresponding 5′-deoxyribonucleoside analogs. The identified hits in this study set this category of compounds for further future optimizations.
A process for preparing 1 - O - acetyl - 2, 3, 5 - three - O - benzoyl - β - D - ribofuranosyl method (by machine translation)
-
Paragraph 0012; 0013; 0016; 0018; 0020, (2018/10/11)
A process for preparing 1 - O - acetyl - 2, 3, 5 - three - O - benzoyl - β - D - ribofuranosyl method, including: S1, benzoylated reaction: the adenosine with organic solvent and mixed acid, dropping benzoyl chloride reaction, filtering, the filter cake washed with organic solvent, the filtrate, concentrating and recovering organic solvent to dry, adding methanol stirring beating, filtering, to obtain the [...]; S2, acylation reaction: [...] with the cosolvent and acetic anhydride mixing, stirring solution cleaning, dropping of a catalytic amount of paratoluenesulfonic acid, thermal insulation reaction, filtering, spend solvent washing the filter cake, the filtrate, washing filtrate, dried anhydrous magnesium sulfate, filtered, concentrated under reduced pressure for recovering the solvent, to obtain crude, recrystallization, get. The invention not only avoids the use of pyridine malodorous materials, but also has the step is short, the operation is simple, low cost, environment-friendly, "three wastes" less amount and the like, suitable for industrial production. (by machine translation)
