From β‐Amino‐γ‐sultone to Unusual Bicyclic Pyridine and Pyrazine Heterocyclic Systems: Synthesis and Cytostatic and Antiviral Activities | Zendy

de Castro Sonia | Zendy; Familiar Olga | Zendy; Andrei Graciela | Zendy; Snoeck Robert | Zendy; Balzarini Jan | Zendy; Camarasa MaríaJosé | Zendy; Velázquez Sonsoles | Zendy

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From β‐Amino‐γ‐sultone to Unusual Bicyclic Pyridine and Pyrazine Heterocyclic Systems: Synthesis and Cytostatic and Antiviral Activities

Author(s) -

de Castro Sonia,

Familiar Olga,

Andrei Graciela,

Snoeck Robert,

Balzarini Jan,

Camarasa MaríaJosé,

Velázquez Sonsoles

Publication year - 2011

Publication title -

chemmedchem

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.817

H-Index - 100

eISSN - 1860-7187

pISSN - 1860-7179

DOI - 10.1002/cmdc.201000546

Subject(s) - pyrazine , bicyclic molecule , pyridine , chemistry , stereochemistry , combinatorial chemistry , human immunodeficiency virus (hiv) , medicinal chemistry , biology , virology

Herein we describe the first successful application of the β‐amino‐γ‐sultone system as an intermediate for the synthesis of hitherto virtually unknown 3 H ‐[1,2]‐oxathiole [4,3‐ b ]pyridine and pyrazine 1,1‐dioxide bicyclic heterocyclic systems. All novel compounds were evaluated for their antiviral and cytostatic activities. Compounds 3 a , 15 a , and 21 a inhibited HIV‐1‐induced cytopathicity. Compound 7 showed remarkable cytostatic activity, and can be regarded as a potential antitumor candidate for further exploration.

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