Bonabiline A, a monoterpenoid 3alpha-acyloxytropane from the roots of Bonamia spectabilis showing M3 receptor antagonist activity.
Two 3alpha-acyloxytropanes with unique monoterpenoic acyl moieties, bonabiline A and its anhydro derivative bonabiline B, have been isolated from the roots of Bonamia spectabilis. Their structures were elucidated by detailed spectroscopic analysis. Due to the structural similarity of bonabiline A to atropine/hyoscyamine, the affinity of both bonabilines to the muscarinic M (3) receptor was studied in the isolated guinea-pig ileum. Bonabiline A (pA (2) 6.65 +/- 0.03) proved to be a more potent antagonist than bonabiline B (pA (2) 5.50 +/- 0.03).
Ott
Sonja C
SC
Institut für Pharmazie, Pharmazeutische Biologie, Freie Universität Berlin, Berlin, Germany.
Jenett-Siems
Kristina
K
Pertz
Heinz H
HH
Siems
Karsten
K
Witte
Ludger
L
Eich
Eckart
E
D000818:Animals; D041601:Bonamia Plant; D002217:Carbachol; D005260:Female; D005769:Gastrointestinal Motility / Q000187:drug effects*; D006168:Guinea Pigs; D007082:Ileum / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D039821:Monoterpenes / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D018727:Muscarinic Antagonists / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D008517:Phytotherapy; D010936:Plant Extracts / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D018517:Plant Roots; D043587:Receptor, Muscarinic M3 / Q000037:antagonists & inhibitors*
D039821:Monoterpenes; D018727:Muscarinic Antagonists; D010936:Plant Extracts; D043587:Receptor, Muscarinic M3; C517588:bonabiline A; D002217:Carbachol