Τίτλος:
Influence of an additional amino group on the potency of aminoadamantanes against influenza virus A. II - Synthesis of spiropiperazines and in vitro activity against influenza A H3N2 virus
Γλώσσες Τεκμηρίου:
Αγγλικά
Περίληψη:
Spiro[piperidine-2,2′-adamantane] 4 is one of the most potent synthetic anti-influenza A aminoadamantanes or other cage structure amines tested so far. Based on previous results Tataridis et al. (2007) [5h] which demonstrate the boost of in vitro potency by the presence of an additional amino group, we examined whether the incorporation of a second amino group into this heterocycle would increase the anti-influenza A virus activity. The new synthetic molecules 5-7 are capable of forming two hydrogen bonds within the receptor. We identified the diamino derivatives 5 and 6, which are active against influenza A H3N2 virus although less potent than amantadine and its equipotent spiropiperidine 4. © 2010 Elsevier Inc. All rights reserved.
Συγγραφείς:
Fytas, C.
Kolocouris, A.
Fytas, G.
Zoidis, G.
Valmas, C.
Basler, C.F.
Περιοδικό:
Bioorganic Chemistry
Λέξεις-κλειδιά:
1 methylspiro[piperazine 2,2 tricyclo[3.3.1.1]decane]; 1,4 dimethylspiro[piperazine 2,2 tricyclo[3.3.1.1]decane]; amantadine; amantadine derivative; amine; antivirus agent; heterocyclic compound; receptor; spiro[piperidine 2,2 tricyclo[3.3.1.1]decane]; unclassified drug, animal cell; antiviral activity; article; chemical modification; controlled study; drug potency; hydrogen bond; in vitro study; Influenza virus A H3N2; nonhuman; priority journal, Adamantane; Animals; Antiviral Agents; Cell Line; Humans; Influenza A Virus, H3N2 Subtype; Influenza, Human; Orthomyxoviridae Infections; Piperazines; Spiro Compounds, Influenza A virus; Orthomyxoviridae
DOI:
10.1016/j.bioorg.2010.09.001
