The synthesis of sugar-decorated hydrophilic porphyrins

Autor:	Zbigniew Pakulski, Sławomir Jarosz, Anna Osuch-Kwiatkowska, Przemyslaw Wyrebek, Stanislaw Ostrowski
Rok vydání:	2013
Předmět:	chemistry.chemical_classification Chemistry Glycoside General Chemistry Conjugated system Glucuronic acid Medicinal chemistry Porphyrin chemistry.chemical_compound Glucoside Nucleophilic aromatic substitution Organic chemistry Sugar Conjugate
Zdroj:	Journal of Porphyrins and Phthalocyanines. 17:384-391
ISSN:	1099-1409 1088-4246
DOI:	10.1142/s1088424613500703
Popis:	The synthesis of porphyrins conjugated with sugar moieties is described. meso-Aminophenyl-substituted and β-amino-substituted porphyrin derivatives reacted with benzyl protected glucuronic acid leading to gluco-conjugated hybrids, which after reductive deprotection of OH groups ( H2, 10% Pd/C ) gave the desired target products of increased hydrophilicity. Alternatively, this type of similar conjugates were obtained through SNAr reaction of meso-tetrakis(pentafluorophenyl)porphyrin with aminomethyl sacharides. The substitution took place selectively in para-position of meso-perfluorophenyl rings, thus giving rise to one, two, or three times substituted products carrying N-linked glucoside residues.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::c0750ae7585fd8ea000f9df90ab0c267 https://doi.org/10.1142/s1088424613500703 Zobrazit plný text záznamu