The synthesis, conformation and antimuscarinic properties of ketone analogues of tropane esters

AS Batsanov, GR Foxon, RF Halliwell…

Index: Tavasli, Mustafa; O'Hagan, David; Batsanov, Andrei S.; Foxon, Graham R.; Halliwell, Robert F.; Howard, Judith A. K. Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 23 p. 3455 - 3461

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Citation Number: 4

Abstract

A synthesis of the ketone analogues of three naturally occurring tropane esters has been developed and one of the ketones has been evaluated for its efficacy as a muscarinic acetylcholine receptor (mAChR) antagonist in guinea-pig ileum. The ketone analogue of apoatropine displayed an IC50 value in the micromolar range when compared to atropine, which has antagonist activity in the nanomolar range. The conformational change in ...