Hanbali Mazen, Bagnard Dominique, Luu Bang
Laboratoire de Chimie Organique des Substances Naturelles, LC3-UMR7177 CNRS-ULP, Université Louis Pasteur, 67084 Strasbourg Cedex, France.
Bioorg Med Chem Lett. 2006 Aug 1;16(15):3917-20. doi: 10.1016/j.bmcl.2006.05.027. Epub 2006 May 30.
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 synthesis of Q2FA15 allowing the conception of new hybrid compounds is also described.
鉴于Q2FA15在轴突生长方面展现出有前景的活性，基于SN2型反应合成了两个新系列的N/O取代的QFA。侧链带有14个碳原子（n = 14）的O-烷基化QFA对轴突生长显示出非常强的活性，尽管与Q2FA15相比活性有所降低。虽然O-烷基化能较好地保留生物活性，但N-烷基化却会消除这种活性。本文还描述了一种用于合成Q2FA15的固相支持方法，该方法有助于设计新的杂化化合物。
