A simple synthesis of four stereoisomers of roseoside and their inhibitory activity on leukotriene release from mice bone marrow-derived cultured mast cells.
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.
Yajima
Arata
A
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
Oono
Yutaka
Y
Nakagawa
Ryusuke
R
Nukada
Tomoo
T
Yabuta
Goro
G
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
D005960:Glucosides; D015289:Leukotrienes; D045792:Norisoprenoids; C438027:roseoside; D005947:Glucose