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.

Keywords::

• muscone
• enantiomer
• neural system

Disclosure statement

No potential conflict of interest was reported by the authors.

Notes

^1. These authors contributed equally to this article.