title: Resolution and chiral recognition of muscone as well as actions on neural system.
abstract: In this letter, (R)-muscone and (S)-muscone were prepared by optical resolution of dl-muscone using N,N'-dibenzyl-l-tartaramide or N,N'-dibenzyl-d-tartaramide, according to the method reported by Kunihiko Takabe. But we separated the diastereomers using EtOH instead of MeOH in the recrystallization step to get the goal product with higher optical purity and yield. The regulatory effect of muscone and its enantiomer on the neural system showed that they could prolong mouse hypoxia tolerance and dose-dependently enhance mouse spinal cord stimulation induced by strychnine nitrate. (R)-muscone and (S)-muscone had a synergistic action on shortening sleep time induced by sodium pentobarbital in mice.
authors.affiliation: a State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Peking Union Medical College & Chinese Academy of Medical Sciences, Institute of Materia Medica , Beijing 100050 , China.
authors.forename: Yu
authors.initials: Y
authors.lastname: Meng
authors.forename: Qiong
authors.initials: Q
authors.lastname: Xiao
authors.forename: Jin-Ye
authors.initials: JY
authors.lastname: Bai
authors.forename: Xuan
authors.initials: X
authors.lastname: Xiao
authors.forename: Shu
authors.initials: S
authors.lastname: Zhang
authors.forename: Xiu-Yuan
authors.initials: XY
authors.lastname: Zhu
authors.forename: Gui-Fang
authors.initials: GF
authors.lastname: Cheng
authors.forename: Da-Li
authors.initials: DL
authors.lastname: Yin
mesh_terms: D000818:Animals; D003516:Cycloparaffins / Q000737:chemistry* / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D006624:Hippocampus / Q000502:physiology*; D000860:Hypoxia / Q000378:metabolism; D051379:Mice; D015394:Molecular Structure; D009420:Nervous System / Q000187:drug effects*; D009474:Neurons / Q000502:physiology*; D010634:Phenobarbital / Q000494:pharmacology; D013237:Stereoisomerism; D013331:Strychnine / Q000494:pharmacology
chemical_list: D003516:Cycloparaffins; D013331:Strychnine; C031021:muscone; D010634:Phenobarbital
keywords: enantiomer; muscone; neural system