从L-5-羟基色氨酸组合固相合成6-羟基-1,2,3,4-四氢-β-咔啉。

Combinatorial solid-phase synthesis of 6-hydroxy-1,2,3,4-tetrahydro-beta-carbolines from l-5-hydroxytryptophan.

作者信息

Danieli Bruno, Giovanelli Paola, Lesma Giordano, Passarella Daniele, Sacchetti Alessandro, Silvani Alessandra

机构信息

Dipartimento di Chimica Organica e Industriale e Centro Interdisciplinare Studi Biomolecolari e Applicazioni Industriali (CISI), Università degli Studi di Milano, Via G. Venezian 21, 20133 Milano, Italy.

出版信息

J Comb Chem. 2005 May-Jun;7(3):458-62. doi: 10.1021/cc049881m.

DOI:10.1021/cc049881m

PMID:15877474

Abstract

A library of biologically relevant 6-hydroxy-tetrahydro-beta-carbolines (6-OH-THBCs) based on the L-5-OH-tryptophan scaffold was prepared. A solid-phase synthesis was developed, utilizing aminomethyl polystyrene resin and solid-phase-optimized reactions, such as Pictet-Spengler condensation. The library was designed such that three points of diversity would be readily introduced, making the strategy potentially suitable for generation of a large number of compounds.

摘要

基于L-5-羟基色氨酸支架制备了一系列具有生物学相关性的6-羟基-四氢-β-咔啉（6-OH-THBCs）库。开发了一种固相合成方法，利用氨甲基聚苯乙烯树脂和固相优化反应，如Pictet-Spengler缩合反应。该库的设计使得能够容易地引入三个多样性点，这使得该策略有可能适用于生成大量化合物。