Bioorganic & medicinal chemistry letters

Solid-phase synthesis of quinol fatty alcohols, design of N/O-substituted quinol fatty alcohols and comparative activities on axonal growth

M Hanbali, D Bagnard, B Luu

Index: Hanbali, Mazen; Bagnard, Dominique; Luu, Bang Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 15 p. 3917 - 3920

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Citation Number: 2

Abstract

Following the promising activity of Q2FA15 on axonal growth, two new series of N/O- substituted QFAs were synthesized, based on a SN2-type reaction. O-alkylated QFA bearing 14 carbon atoms on the side chain (n= 14) shows a very potent activity on axonal growth though lowered when compared to Q2FA15. While O-alkylation allows good retention of the biological activity, N-alkylation abolishes it nonetheless. A solid-phase-supported ...