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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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Related in: MedlinePlus

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Mentions: The final chlorine replacement method with selected amines did not require any revision since the substitution occurs with high yields and was conducted as previously described [13] upon heating MeOH solutions of 13a,b at 50°C in the presence of an excess NH3 or some primary amines (methyl-, benzyl-, and cyclopropyl-amine) affording the adenine derivatives 14a,b in more than 92% yields (HPLC) which have been submitted to the biological tests (Figure 2).


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: The final chlorine replacement method with selected amines did not require any revision since the substitution occurs with high yields and was conducted as previously described [13] upon heating MeOH solutions of 13a,b at 50°C in the presence of an excess NH3 or some primary amines (methyl-, benzyl-, and cyclopropyl-amine) affording the adenine derivatives 14a,b in more than 92% yields (HPLC) which have been submitted to the biological tests (Figure 2).

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