Actions of piperidine alkaloid teratogens at fetal nicotinic acetylcholine receptors

Neurotoxicology and Teratology
Benedict T GreenW R Kem

Abstract

Teratogenic alkaloids are found in many species of plants including Conium maculatum L., Nicotiana glauca, Nicotiana tabaccum, and multiple Lupinus spp. Fetal musculoskeletal defects produced by alkaloids from these plants include arthrogyropisis, scoliosis, torticollis, kyposis, lordosis, and cleft palate. A pharmacodynamic comparison of the alkaloids ammodendrine, anabasine, anabaseine, anagyrine, and coniine in SH-SY5Y cells and TE-671 cells was made. These alkaloids and their enantiomers were more effective in depolarizing TE-671 cells which express the human fetal-muscle type nicotinic acetylcholine receptor (nAChR) relative to SH-SY5Y cells which predominately express autonomic nAChRs. The rank order of potency in TE-671 cells was: anabaseine>(+)-anabasine>(-)-anabasine > (+/-)-anabasine>anagyrine>(-)-coniine > (+/-)-coniine>(+)-coniine>(+/-)-ammodendrine>(+)-ammodendrine. The rank order potency in SH-SY5Y cells was: anabaseine>(+)-anabasine>(-)-coniine>(+)-coniine>(+)-ammodendrine>anagyrine>(-)-anabasine>(+/-)-coniine>(+/-)-anabasine>(-)-ammodendrine. The actions of these alkaloids at nAChRs in both cell lines could be distinguished by their maximum effects in depolarizing cell membrane potential. The teratogenic action ...Continue Reading

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Citations

Dec 23, 2014·Evidence-based Complementary and Alternative Medicine : ECAM·Zakiah IsmailIbrahim Jantan
Apr 25, 2012·Plant Science : an International Journal of Experimental Plant Biology·S M RyanJ D Hamill
Sep 30, 2015·Toxicon : Official Journal of the International Society on Toxinology·Benedict T GreenDale R Gardner
Sep 6, 2015·Toxicon : Official Journal of the International Society on Toxinology·Benedict T GreenT Zane Davis
Dec 18, 2013·Birth Defects Research. Part C, Embryo Today : Reviews·Benedict T GreenKip E Panter
Apr 29, 2015·Research in Veterinary Science·Benedict T GreenT Zane Davis
Mar 28, 2012·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·Benedict T GreenDavid R Brown
Nov 9, 2011·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·Niko RadulovićFabio Boylan
Apr 23, 2013·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·Benedict T GreenKip E Panter
Jun 7, 2014·Toxicon : Official Journal of the International Society on Toxinology·K D WelchJ A Pfister
Nov 15, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Hannu Hotti, Heiko Rischer
Mar 4, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Elisa BonandiDaniele Passarella
Feb 17, 2018·Toxicon : Official Journal of the International Society on Toxinology·B T GreenW R Kem
Oct 10, 2020·The Veterinary Clinics of North America. Food Animal Practice·Bryan L StegelmeierMichael J Clayton
Mar 22, 2013·Chemical Research in Toxicology·Stephen T LeeDale R Gardner
Jul 16, 2013·Chemical Research in Toxicology·Benedict T GreenStephen T Lee

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