Design, Synthesis, and Antiviral Evaluation of Purine-β-lactam and Purine-aminopropanol Hybrids | Zendy

Matthias D’hooghe | Zendy; Karen Mollet | Zendy; Rob De Vreese | Zendy; Tim H. M. Jonckers | Zendy; Géry Dams | Zendy; Norbert De Kimpe | Zendy

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Design, Synthesis, and Antiviral Evaluation of Purine-β-lactam and Purine-aminopropanol Hybrids

Author(s) -

Matthias D’hooghe,

Karen Mollet,

Rob De Vreese,

Tim H. M. Jonckers,

Géry Dams,

Norbert De Kimpe

Publication year - 2012

Publication title -

journal of medicinal chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 2.01

H-Index - 261

eISSN - 1520-4804

pISSN - 0022-2623

DOI - 10.1021/jm300383k

Subject(s) - chemistry , purine , lactam , hybrid , purine analogue , stereochemistry , purine metabolism , cytotoxicity , ring (chemistry) , combinatorial chemistry , biochemistry , in vitro , organic chemistry , biology , enzyme , botany

Purine-β-lactam chimera were prepared as a novel class of hybrid systems through N-alkylation of 6-benzylamino- or 6-benzyloxypurine with (ω-haloalkyl)-β-lactams, followed by reductive ring opening of the β-lactam ring by LiEt(3)BH to provide an entry into the class of purine-aminopropanol hybrids. Both new types of hybrid systems were assessed for their antiviral activity and cytotoxicity, resulting in the identification of eight purine-β-lactam hybrids and two purine-aminopropanol hybrids as promising lead structures.

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