Selective halogenation of hyaluronan and partial halogen substitution by methotrexate led to 6-chloro-6-deoxy-6-O-methotrexylhyaluronan, a potential antitumor drug. The remaining halogen could be further substituted by a second organic carboxylate, leading to mixed esters. 6-O-Acetyl-6-O-methotrexylhyaluronan and 6-O-butyryl-6-O-methotrexylhyaluronan were thus synthesized and characterized by NMR spectroscopy.
Synthesis of 6-O-methotrexylhyaluronan as a drug delivery system / Sorbi, Claudia; Bergamin, Massimo; Bosi, Susanna; Dinon, Francesca; Aroulmoji, Vincent; Khan, Riaz; Murano, Erminio; Norbedo, Stefano. - In: CARBOHYDRATE RESEARCH. - ISSN 0008-6215. - STAMPA. - 344:1(2009), pp. 91-97. [10.1016/j.carres.2008.09.021]
Synthesis of 6-O-methotrexylhyaluronan as a drug delivery system
SORBI, Claudia;
2009
Abstract
Selective halogenation of hyaluronan and partial halogen substitution by methotrexate led to 6-chloro-6-deoxy-6-O-methotrexylhyaluronan, a potential antitumor drug. The remaining halogen could be further substituted by a second organic carboxylate, leading to mixed esters. 6-O-Acetyl-6-O-methotrexylhyaluronan and 6-O-butyryl-6-O-methotrexylhyaluronan were thus synthesized and characterized by NMR spectroscopy.
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