Synthetic analogs of tetrahydrobiopterin with cofactor activity for aromatic amino acid hydroxylases

…, WR Mallory, CA Nichol, RW Morrison Jr

Index: Bigham, E. C.; Smith, G. K.; Reinhard, J. F.; Mallory, W. R.; Nichol, C. A.; Morrison, R. W. Journal of Medicinal Chemistry, 1987 , vol. 30, # 1 p. 40 - 45

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Citation Number: 17

Abstract

Tetrahydrobiopterin (THB) analogues with 6-alkoxymethyl substituents, 3a-j, where the substituents were straightand branched-chain alkyl ranging from methyl to octyl, have been synthesized by the Taylor method from pyrazine ortho amino nitriles by guanidine cyclization, hydrolysis in aqueous NaOH, and catalytic hydrogenation over Pt in trifluoroacetic acid (TFA). The best of these compounds, 3b, is an excellent cofactor for ...