title: Synthesis and biological activities of hapalosin derivatives with modification at the C12 position.
abstract: Among the hapalosin derivatives synthesized, the compounds carrying methyl (5a), methylthioethyl (5d) and phenylmethyl (5e) groups at the C12 position possess only the cis-peptide structure, in contrast to the cases of 5b and 5c. In addition to their conformational stability, the biological activities of the compounds were determined in relation of the P-glycoprotein-mediated MDR-reversing activity and induction of apoptosis.
authors.affiliation: Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi, Yokohama, Japan.
authors.forename: N
authors.initials: N
authors.lastname: Kashihara
authors.forename: S
authors.initials: S
authors.lastname: To-e
authors.forename: K
authors.initials: K
authors.lastname: Nakamura
authors.forename: K
authors.initials: K
authors.lastname: Umezawa
authors.forename: S
authors.initials: S
authors.lastname: Yamamura
authors.forename: S
authors.initials: S
authors.lastname: Nishiyama
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology; D017209:Apoptosis / Q000187:drug effects; D047630:Depsipeptides; D018432:Drug Resistance, Multiple; D007769:Lactams / Q000737:chemistry* / Q000494:pharmacology; D007783:Lactones / Q000737:chemistry* / Q000494:pharmacology; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000494:pharmacology; D011487:Protein Conformation; D014407:Tumor Cells, Cultured; D014750:Vincristine / Q000378:metabolism
chemical_list: D000970:Antineoplastic Agents; D047630:Depsipeptides; D007769:Lactams; D007783:Lactones; D010456:Peptides, Cyclic; C111358:hapalosin; D014750:Vincristine