Abstract
Alkylation of adenine in solution and on solid phase was accelerated by phosphazene base P1-tBu compared to mineral bases. The reactions in solution afforded regioselectively the appropriate N9-alkylated adenines with high preparative yields while the reaction with polystyrene resin-bound N-bromoacetylated peptides gave three regioisomers (alkylated at the N9, N7, and N3 position of adenine) in a 4:2:1 molar ratio. Ten novel nonphosphate nucleotide analogues were tested in an ADP-induced platelet aggregation assay.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Adenine / analogs & derivatives
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Adenine / chemistry*
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Adenine / pharmacology*
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Alkylation
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Aziridines / chemistry*
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Humans
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Phosphoranes / chemistry*
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Phosphoranes / pharmacology
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Platelet Aggregation Inhibitors / pharmacology
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Polystyrenes / chemistry*
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Purinergic Antagonists*
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Solutions / chemistry*
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Stereoisomerism
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Time Factors
Substances
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Aziridines
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P1-tBU phosphazene
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Phosphoranes
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Platelet Aggregation Inhibitors
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Polystyrenes
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Purinergic Antagonists
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Solutions
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phosphazine
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Adenine