Photoactivated enediynes as targeted antitumoral agents: efficient routes to antibody and gold nanoparticle conjugates.
Efficient syntheses of a series of functionalized aryl enediynes have been developed. The building blocks were used to effect conjugation to carrier PEG templates which allowed subsequent coupling to a cardiac targeted monoclonal antibody. Immunocompetence of the enediyne-Mab conjugates was demonstrated by ELISA, and both parent enediynes and bioconjugates underwent successful photo-Bergman cyclization. Finally, surface modified (Au) nanoparticle conjugates were prepared and size confirmed by TEM analysis. Application as long-circulating photoactivated prodrugs is anticipated.
Falcone
Danielle
D
Bioorganic and Medicinal Chemistry Laboratories, Department of Chemistry and Chemical Biology, Northeastern University, Boston, MA 02115, USA.
Li
Jane
J
Kale
Amit
A
Jones
Graham B
GB
D000911:Antibodies, Monoclonal / Q000737:chemistry* / Q000494:pharmacology*; D003500:Cyclization; D053281:Enediynes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006046:Gold / Q000737:chemistry*; D015394:Molecular Structure; D053758:Nanoparticles / Q000737:chemistry* / Q000648:ultrastructure; D010777:Photochemistry; D011092:Polyethylene Glycols / Q000737:chemistry*
D000911:Antibodies, Monoclonal; D053281:Enediynes; D011092:Polyethylene Glycols; D006046:Gold