title: Sphingomyelin analogues as inhibitors of sphingomyelinase.
abstract: To search for neutral sphingomyelinase inhibitors we designed and synthesized hydrolytically stable analogues of sphingomyelin. The novel compounds 8 and 9 which were replaced the phosphodiester moiety of sphingomyelin with the carbamate moiety showed inhibitory activity with an IC(50) value of micro M on neutral sphingomyelinase in rat brain microsomes. Compound 8i showed a selective neutral sphingomyelinase inhibitory activity.
authors.affiliation: Medicinal Research Laboratories, Taisho Pharmaceutical Co., Ltd., 1-403 Yoshino-cho, Kita-ku, Saitama-shi, 331-9530, Saitama, Japan. minoru.taguchi@po.rd.taisho.co.jp
authors.forename: Minoru
authors.initials: M
authors.lastname: Taguchi
authors.forename: Kikuo
authors.initials: K
authors.lastname: Sugimoto
authors.forename: Ken-ichi
authors.initials: K
authors.lastname: Goda
authors.forename: Tomoko
authors.initials: T
authors.lastname: Akama
authors.forename: Kyoko
authors.initials: K
authors.lastname: Yamamoto
authors.forename: Taizo
authors.initials: T
authors.lastname: Suzuki
authors.forename: Yasumitsu
authors.initials: Y
authors.lastname: Tomishima
authors.forename: Mariko
authors.initials: M
authors.lastname: Nishiguchi
authors.forename: Koshi
authors.initials: K
authors.lastname: Arai
authors.forename: Kenzo
authors.initials: K
authors.lastname: Takahashi
authors.forename: Takeo
authors.initials: T
authors.lastname: Kobori
mesh_terms: D000818:Animals; D001921:Brain / Q000378:metabolism; D002219:Carbamates / Q000737:chemistry / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D008861:Microsomes / Q000201:enzymology; D010726:Phosphodiesterase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D051381:Rats; D013108:Sphingomyelin Phosphodiesterase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D013109:Sphingomyelins / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D002219:Carbamates; D010726:Phosphodiesterase Inhibitors; D013109:Sphingomyelins; D013108:Sphingomyelin Phosphodiesterase