title: Total Synthesis of Terprenin, a Novel Immunosuppressive p-Terphenyl Derivative.
abstract: We achieved a total synthesis of terprenin, a novel potent immunoglobulin E antibody suppressant which was obtained from the fermentation broth of Aspergillus candidus RF-5672 and has a highly oxygenated p-terphenyl skeleton with a prenyloxy side chain. The key steps relied on the Suzuki reaction to construct the terphenyl skeleton and on regioselective halogenations to selectively combine the aromatic rings. The highly efficient and practical production of this important natural product offers promise for the development of a new type of antiallergic drug.
authors.affiliation: Shionogi Research Laboratories, Shionogi & Co., Ltd., Fukushima-ku, Osaka 553-0002, Japan.
authors.forename: Shuji
authors.initials: S
authors.lastname: Yonezawa
authors.forename: Tadafumi
authors.initials: T
authors.lastname: Komurasaki
authors.forename: Kenji
authors.initials: K
authors.lastname: Kawada
authors.forename: Tatsuo
authors.initials: T
authors.lastname: Tsuri
authors.forename: Masahiro
authors.initials: M
authors.lastname: Fuji
authors.forename: Akira
authors.initials: A
authors.lastname: Kugimiya
authors.forename: Nobuhiro
authors.initials: N
authors.lastname: Haga
authors.forename: Susumu
authors.initials: S
authors.lastname: Mitsumori
authors.forename: Masanao
authors.initials: M
authors.lastname: Inagaki
authors.forename: Takuji
authors.initials: T
authors.lastname: Nakatani
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Tamura
authors.forename: Shozo
authors.initials: S
authors.lastname: Takechi
authors.forename: Teruhiko
authors.initials: T
authors.lastname: Taishi
authors.forename: Mitsuaki
authors.initials: M
authors.lastname: Ohtani