title: Synthesis and Structure-Activity Relationship Study of NBRI16716B, an Antitumor Natural Product.
abstract: The total synthesis of NBRI16716B (2), a naturally occurring modulator of tumor-stroma interactions, was successfully achieved. Using this synthetic route, a dehydroxy analogue (21) and a derivative lacking the 5-hydroxy-3-methylpentenoyl side chain (22) became accessible. A preliminary structure-activity relationship study to unveil the structural requirements for selective inhibition of tumor cells cocultured with stromal cells revealed that both of the hydroxamate structures of 2 are indispensable, whereas the 5-hydroxy-3-methylpentenoyl side chain is not essential.
authors.affiliation: Institute of Microbial Chemistry (BIKAKEN), Tokyo.
authors.forename: Hikaru
authors.initials: H
authors.lastname: Abe
authors.forename: Chiharu
authors.initials: C
authors.lastname: Sakashita
authors.forename: Manabu
authors.initials: M
authors.lastname: Kawada
authors.forename: Akio
authors.initials: A
authors.lastname: Nomoto
authors.forename: Takumi
authors.initials: T
authors.lastname: Watanabe
authors.forename: Masakatsu
authors.initials: M
authors.lastname: Shibasaki
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D054659:Diketopiperazines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D009369:Neoplasms / Q000188:drug therapy; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D001688:Biological Products; D054659:Diketopiperazines