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Syntheses of isoxazoline-carbocyclic nucleosides and their antiviral evaluation: a standard protocol.

Quadrelli P, Vazquez Martinez N, Scrocchi R, Corsaro A, Pistarà V - ScientificWorldJournal (2014)

Bottom Line: Improved yields were obtained by the proper tuning of the single synthetic steps, opening the way for the preparation of a variety of novel compounds.No specific antiviral activity was observed in the cases at hand.Novel compounds were prepared for future biological tests.

View Article: PubMed Central - PubMed

Affiliation: Dipartimento di Chimica, Università degli Studi di Pavia, Viale Taramelli 12, 27100 Pavia, Italy.

ABSTRACT
The current synthesis of racemic purine and pyrimidine isoxazoline-carbocyclic nucleosides is reported, detailing the key-steps for standard and reliable preparations. Improved yields were obtained by the proper tuning of the single synthetic steps, opening the way for the preparation of a variety of novel compounds. Some of the obtained compounds were also evaluated against a wide variety of DNA and RNA viruses including HIV. No specific antiviral activity was observed in the cases at hand. Novel compounds were prepared for future biological tests.

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Mentions: However, this type of derivatization is not applicable to all the groups to be inserted as nucleophiles. Alcoholic solvents remain the base to dissolve properly the chlorine-nucleosides but the presence of a cosolvent has to be evaluated, accordingly [25]. This is the case of the insertion of a thio-group (SH) in place of the chlorine atom (Scheme 3).


Syntheses of isoxazoline-carbocyclic nucleosides and their antiviral evaluation: a standard protocol.

Quadrelli P, Vazquez Martinez N, Scrocchi R, Corsaro A, Pistarà V - ScientificWorldJournal (2014)

© Copyright Policy - open-access
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC4230217&req=5

Mentions: However, this type of derivatization is not applicable to all the groups to be inserted as nucleophiles. Alcoholic solvents remain the base to dissolve properly the chlorine-nucleosides but the presence of a cosolvent has to be evaluated, accordingly [25]. This is the case of the insertion of a thio-group (SH) in place of the chlorine atom (Scheme 3).

Bottom Line: Improved yields were obtained by the proper tuning of the single synthetic steps, opening the way for the preparation of a variety of novel compounds.No specific antiviral activity was observed in the cases at hand.Novel compounds were prepared for future biological tests.

View Article: PubMed Central - PubMed

Affiliation: Dipartimento di Chimica, Università degli Studi di Pavia, Viale Taramelli 12, 27100 Pavia, Italy.

ABSTRACT
The current synthesis of racemic purine and pyrimidine isoxazoline-carbocyclic nucleosides is reported, detailing the key-steps for standard and reliable preparations. Improved yields were obtained by the proper tuning of the single synthetic steps, opening the way for the preparation of a variety of novel compounds. Some of the obtained compounds were also evaluated against a wide variety of DNA and RNA viruses including HIV. No specific antiviral activity was observed in the cases at hand. Novel compounds were prepared for future biological tests.

Show MeSH
Related in: MedlinePlus