Design and synthesis of calix[4]arene-nucleoside hybrids

Abstract

Synthesis of calixnucleosides (hybrid molecules between calix[4]arenes and nucleosides) has been achieved by amide bond formation between amine functional groups of para-1,3-diaminocalix[4]arene and carboxylic acid groups of thymidine nucleosides. Three types of calixnucleosides were efficiently prepared and X-ray crystallography of a homocoupled calixnucleoside revealed an interesting hydrogen-bonding pattern between thymine bases and the amide linkages. (C) 2002 Elsevier Science Ltd. All rights reserved.