A library of biologically relevant 6-hydroxy-tetrahydro-β-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.
Combinatorial Solid-Phase Synthesis of 6-Hydroxy-1,2,3,4-tetrahydro-β-carbolines from L-5-Hydroxytryptophan / B.Danieli, P. Giovanelli, G. Lesma, D. Passarella, A. Sacchetti, A. Silvani. - In: JOURNAL OF COMBINATORIAL CHEMISTRY. - ISSN 1520-4766. - 7:3(2005), pp. 458-462. [10.1021/cc049881m]
Combinatorial Solid-Phase Synthesis of 6-Hydroxy-1,2,3,4-tetrahydro-β-carbolines from L-5-Hydroxytryptophan
B. DanieliPrimo
;G. Lesma;D. Passarella;A. SacchettiPenultimo
;A. SilvaniUltimo
2005
Abstract
A library of biologically relevant 6-hydroxy-tetrahydro-β-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.
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