Synthesis of N-1 and ribose modified inosine analogues on solid support |
| |
Authors: | Giorgia Oliviero Nicola Borbone Gennaro Piccialli Luciano Mayol |
| |
Institution: | a Facoltà di Scienze Biotecnologiche, Dipartimento di Chimica delle Sostanze Naturali, Università di Napoli Federico II, via D. Montesano 49, Napoli 80131, Italy b Facoltà di Farmacia, Dipartimento di Chimica delle Sostanze Naturali, Università di Napoli Federico II, via D. Montesano 49, Napoli 80131, Italy |
| |
Abstract: | Herein, we report the synthesis and the use of new N-1-dinitrophenyl-inosine based solid supports, in which the C-2 of the purine base is strongly activated toward the attack of N-nucleophiles. The synthesized supports, binding the nucleoside by a 5′-O-monomethoxytrityl function, have been used to accomplish the synthesis of a small library of N-1 alkylated inosine and AICAR derivatives. In addition, cleavage of the 2′-3′ ribose bond of N-1 alkylated inosine derivatives anchored to the supports allowed to prepare a new set of N-1 alkylated-2′,3′-secoinosine derivatives in high yields. |
| |
Keywords: | Nucleoside analogues Solid phase synthesis Combinatorial chemistry |
本文献已被 ScienceDirect 等数据库收录! |
|