Central cholinolytic effect of tropane derivatives: Correlation between structure and action

Migraine pharmacology and brain ischemia

“…The screening of cerebrovascular anti-serotonin activity in tropane derivatives revealed an original anti-migraine agent -tropoxin (3-(3,4,5-trimethoxybenzoyloxyimino)-8-methyl-8-azabicyclo[3,2,1]octanahydrochloride), which prevents or significantly weakens constrictor cerebral vascular reactions induced by serotonin (5HT) or 5HT 2B/2C receptor agonist -meta-chlorophenylpiperazine (m-CPP) -in intact animals and under conditions of ischemic brain damage. The drug exhibits affinity for 5HT 2 type receptors in the brain, has a central anti-serotonin activity and has an anti-aggregatory effect (Gan'shina 2003; Kozhechkin et al 2005;Gan'shina et al 2016). A clinical study of tropoxin indicates its efficacy in an interictal treatment of patients with frequent and severe migraine attacks (Amelin et al 2001).…”

Tropane alkaloids

“…Another new strategy has been developedz7 for the synthesis of racemic anatoxin-a (Scheme 3). An aminobicyclo-octane intermediate (36) (as a mixture of stereoisomers) was prepared by reductive amination of a dibromobicyclo-octanone (35) and was converted (by a disrotatory electrocyclic cleavagetransannular cyclization) into the bromocyclo-octenylamine (37). This was converted into (38), which was allowed to react with N-methoxy-N-methylacetamide in the presence of t-butyl-lithium and then hydrolysed to give anatoxin-a (20a).…”