Collect. Czech. Chem. Commun. 2004, 69, 1149-1160
https://doi.org/10.1135/cccc20041149

Synthesis of Porphyrin Receptors Modified by Glycosylated Steroids

Karel Zelenkaa, Tomáš Trnkaa, Iva Tišlerováa, Vladimír Králb,c, Mykhaylo Dukhb,c and Pavel Drašarb,c,*

a Department of Organic Chemistry, Charles University, Albertov 8, 128 40 Prague 2, Czech Republic
b Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic
c Department of Chemistry of Natural Compounds, Institute of Chemical Technology, Prague, Technická 5, 166 28 Prague 6, Czech Republic

Abstract

5,10,15,20-Tetrakis-[3α-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-5β-cholan-24-yl]porphyrin and 5,10,15,20-tetrakis-[3α-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-5β-cholan-24-yl]porphyrin were synthesized by condenzation of the respective steroid aldehydes and pyrrole-1-yl magnesium bromide.

Keywords: Porphyrinoids; Porphyrins; Pyrrols; Steroids; meso-Substitution; Receptor modification; Steroid glycosides; Supramolecular chemistry.

References: 24 live references.