title: Solid-phase synthesis and biological activity of malformin C and its derivatives.
abstract: We accomplished the solid-phase total synthesis of malformin C, which is adaptable for the easy preparation of various derivatives. A solid-phase total synthesis of malformin C was achieved by on-resin macrolactamization and disulfide bond formation, with concurrent cleavage from the resin. Antimalarial and antitrypanosomal activities were examined, which helped elucidate partial structure-activity relationships. Results indicate that the disulfide bond is essential and branched amino acids are also crucial components if the compound is to exhibit potent antimalarial and antitrypanosomal properties.
authors.affiliation: Kitasato Institute, Kitasato Institute for Life Science and Graduate School of Infection Control Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Yasuhiro
authors.initials: Y
authors.lastname: Kojima
authors.forename: Toshiaki
authors.initials: T
authors.lastname: Sunazuka
authors.forename: Kenichiro
authors.initials: K
authors.lastname: Nagai
authors.forename: Tomoyasu
authors.initials: T
authors.lastname: Hirose
authors.forename: Miyuki
authors.initials: M
authors.lastname: Namatame
authors.forename: Aki
authors.initials: A
authors.lastname: Ishiyama
authors.forename: Kazuhiko
authors.initials: K
authors.lastname: Otoguro
authors.forename: Satoshi
authors.initials: S
authors.lastname: Omura
mesh_terms: D000981:Antiprotozoal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000981:Antiprotozoal Agents; D010456:Peptides, Cyclic; C001675:malformins