title: Synthesis and innate immunosuppressive effect of 1,2-cyclopentanediol derivatives.
abstract: Innate immunity is the front line of self-defense against infectious microorganisms. In mammals, innate immunity interacts with adaptive immunity and plays a key role in regulating the immune response. Therefore, innate immunity is a good pharmaceutical target for the development of immune regulators. After searching for natural substances that regulate innate immunity using an ex vivo Drosophila culture system, we identified a cyclopentanediol-type compound 1 as an immunosuppressor. In this study, we synthesized and evaluated 1 and its derivatives. Several methylamide- or phenylamide-containing derivatives showed effects that were 20-25 times more potent than those of 1.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Tohoku University, Aoba-yama, Aoba-ku, Sendai 980-8578, Japan. hal@mail.pharm.tohoku.ac.jp
authors.forename: Haruhisa
authors.initials: H
authors.lastname: Kikuchi
authors.forename: Kaori
authors.initials: K
authors.lastname: Okazaki
authors.forename: Mizuki
authors.initials: M
authors.lastname: Sekiya
authors.forename: Yasuyuki
authors.initials: Y
authors.lastname: Uryu
authors.forename: Kazunori
authors.initials: K
authors.lastname: Ueda
authors.forename: Yasuhiro
authors.initials: Y
authors.lastname: Katou
authors.forename: Shoichiro
authors.initials: S
authors.lastname: Kurata
authors.forename: Yoshiteru
authors.initials: Y
authors.lastname: Oshima
mesh_terms: D000577:Amides / Q000737:chemistry; D000818:Animals; D001230:Aspergillus / Q000737:chemistry; D002460:Cell Line; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D029721:Drosophila Proteins / Q000378:metabolism; D004331:Drosophila melanogaster / Q000187:drug effects / Q000276:immunology; D042783:Endothelial Cells / Q000187:drug effects / Q000276:immunology / Q000378:metabolism; D006801:Humans; D007113:Immunity, Innate / Q000187:drug effects*; D007166:Immunosuppressive Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D016209:Interleukin-8 / Q000096:biosynthesis; D015398:Signal Transduction / Q000187:drug effects / Q000276:immunology; D014409:Tumor Necrosis Factor-alpha / Q000378:metabolism
chemical_list: D000577:Amides; D003517:Cyclopentanes; D029721:Drosophila Proteins; D007166:Immunosuppressive Agents; D016209:Interleukin-8; D014409:Tumor Necrosis Factor-alpha; C439909:imd protein, Drosophila