Reaction of the antitumor antibiotic olivomycin I with aryl diazonium salts. Synthesis, cytotoxic and antiretroviral potency of 5-aryldiazenyl-6-O-deg...
Basic Information
ID: ALA1154091
Journal: Bioorg Med Chem
Title: Reaction of the antitumor antibiotic olivomycin I with aryl diazonium salts. Synthesis, cytotoxic and antiretroviral potency of 5-aryldiazenyl-6-O-deglycosyl derivatives of olivomycin I.
Authors: Tevyashova AN, Olsufyeva EN, Turchin KF, Balzarini J, Bykov EE, Dezhenkova LG, Shtil AA, Preobrazhenskaya MN.
Abstract: The azo coupling of the antibiotic olivomycin I (1) with aryl diazonium tetrafluoroborates produced 5-aryldiazenyl-6-O-deglycosyl derivatives of 1. The structures of new compounds were confirmed by (1)H NMR and mass spectrometry analysis. A quantum-chemical study was performed to analyze the possible directions of electrophilic substitution of 1 and the easiness of 6-O-disaccharide hydrolysis in the course of azo coupling. The antiproliferative and anti-retroviral activities of novel derivatives were studied.
CiteXplore: 19535252
DOI: 10.1016/j.bmc.2009.05.076
Patent ID: ┄