Analogues of bleomycin: synthesis of conformationally rigid methylvalerates.
[structure: see text]. Several conformationally rigid analogues of the methylvalerate subunit contained within the linker domain of the antitumor antibiotic bleomycin have been prepared. These compounds have been protected in a fashion suitable for the solid-phase synthesis of bleomycin. Bleomycin congeners containing these analogues should facilitate a more detailed understanding of the nature of the conformational bend that the methylvalerate moiety is thought to impart to the natural product.
Rishel
M J
MJ
Department of Chemistry, University of Virginia, Charlottesville, 22901, USA.
Hecht
S M
SM
D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis / Q000737:chemistry; D001761:Bleomycin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D008968:Molecular Conformation; D014631:Valerates / Q000138:chemical synthesis / Q000737:chemistry
D000903:Antibiotics, Antineoplastic; D014631:Valerates; D001761:Bleomycin