title: Total synthesis of thelephantin O, vialinin A/terrestrin A, and terrestrins B-D.
abstract: The first total synthesis of natural, unsymmetrical 2',3'-diacyloxy-p-terphenyls, thelephantin O (1) and terrestrins C and D (2 and 3, respectively), was achieved via a practical route which was also applicable to the synthesis of the symmetrical diesters vialinin A/terrestrin A (4) and terrestrin B (5). Compounds 1-5 exhibited cytotoxicity against cancer cells (HepG2 and Caco2) with IC(50) values of 13.6-26.7 μmol/L.
authors.affiliation: Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan. fjwkn@sci.hokudai.ac.jp
authors.forename: Kenshu
authors.initials: K
authors.lastname: Fujiwara
authors.forename: Takuto
authors.initials: T
authors.lastname: Sato
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Sano
authors.forename: Toshio
authors.initials: T
authors.lastname: Norikura
authors.forename: Ryo
authors.initials: R
authors.lastname: Katoono
authors.forename: Takanori
authors.initials: T
authors.lastname: Suzuki
authors.forename: Hajime
authors.initials: H
authors.lastname: Matsue
mesh_terms: D002087:Butyrates / Q000138:chemical synthesis* / Q000737:chemistry; D018938:Caco-2 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D013730:Terphenyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D002087:Butyrates; D013730:Terphenyl Compounds; C548352:terrestrin B; C574887:terrestrin C; C574886:terrestrin D; C562008:thelephantin O; C508745:vialinin A