title: A simple synthesis of four stereoisomers of roseoside and their inhibitory activity on leukotriene release from mice bone marrow-derived cultured mast cells.
abstract: Four stereoisomers of roseoside (vomifoliol glucosides) were synthesized using glucose as a chiral resolving reagent. The four synthetic stereoisomers exhibited inhibitory activity on leukotriene release from mouse bone marrow-derived cultured mast cells (BMCMC). The (6S)-isomers of roseoside were about twice as active as (6R)-isomers.
authors.affiliation: Department of Fermentation Science, Faculty of Applied Biological Science, Tokyo University of Agriculture (NODAI), Sakuragaoka 1-1-1, Setagaya-ku, Tokyo 156-8502, Japan. ayaji@nodai.ac.jp
authors.forename: Arata
authors.initials: A
authors.lastname: Yajima
authors.forename: Yutaka
authors.initials: Y
authors.lastname: Oono
authors.forename: Ryusuke
authors.initials: R
authors.lastname: Nakagawa
authors.forename: Tomoo
authors.initials: T
authors.lastname: Nukada
authors.forename: Goro
authors.initials: G
authors.lastname: Yabuta
mesh_terms: D000818:Animals; D001853:Bone Marrow; D005947:Glucose; D005960:Glucosides / Q000138:chemical synthesis* / Q000494:pharmacology; D015289:Leukotrienes / Q000378:metabolism*; D008407:Mast Cells; D051379:Mice; D045792:Norisoprenoids / Q000138:chemical synthesis* / Q000494:pharmacology; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D005960:Glucosides; D015289:Leukotrienes; D045792:Norisoprenoids; C438027:roseoside; D005947:Glucose