Synthesis and NMR characterization of hydroxyurea and mesylglycol glycoconjugates as drug candidates for targeted cancer chemotherapy.
Tumor targeting of glycoconjugated antineoplastic agents is a strategy currently under investigation for cancer chemotherapy. We have synthesized the glucosides and galactosides of the clinically established drug hydroxyurea and of mesylglycol, the reactive moiety of the anticancer drug busulfan. Glycosides of hydroxyurea were obtained by carbamoylation of hydroxylamine glycosides. The glycosides of mesylglycol were synthesized by mesylation of protected glycol glycosides. All compounds were characterized by detailed 1H and 13C NMR analysis.
Sorg
Bernd L
BL
Division of Molecular Toxicology, German Cancer Research Center (DKFZ), Im Neuenheimer Feld 280, D-69120 Heidelberg, Germany.
Hull
William E
WE
Kliem
Hans-Christian
HC
Mier
Walter
W
Wiessler
Manfred
M
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry; D016503:Drug Delivery Systems / Q000379:methods*; D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000737:chemistry; D006918:Hydroxyurea / Q000031:analogs & derivatives* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy*
D000970:Antineoplastic Agents; D006001:Glycoconjugates; D008698:Mesylates; D006918:Hydroxyurea