Piperidine alkaloids: Human and food animal teratogens

Green, Benedict T.; Lee, Stephen T.; Panter, Kip E.; Brown, David R.

doi:10.1016/j.fct.2012.03.049

Cited by 68 publications

(46 citation statements)

References 82 publications

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“…Numerous reports have described the teratogenicity of coniine (Green et al, 2012). However, they typically used orally administered poison hemlock plant material or included experiments that did not monitor the effects of coniine on fetal movement (e.g., Keeler and Balls, 1978;Panter et al, 1990a, b).…”

Section: Discussionmentioning

confidence: 99%

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Fetal Muscle-Type Nicotinic Acetylcholine Receptor Activation in TE-671 Cells and Inhibition of Fetal Movement in a Day 40 Pregnant Goat Model by Optical Isomers of the Piperidine Alkaloid Coniine

Green

Lee

Welch

et al. 2012

J Pharmacol Exp Ther

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Coniine is an optically active toxic piperidine alkaloid and nicotinic acetylcholine receptor (nAChR) agonist found in poison hemlock (Conium maculatum L.). Coniine teratogenicity is hypothesized to be attributable to the binding, activation, and prolonged desensitization of fetal muscle-type nAChR, which results in the complete inhibition of fetal movement. However, pharmacological evidence of coniine actions at fetal muscle-type nAChR is lacking. The present study compared (2)-coniine, (1)-coniine, and nicotine for the ability to inhibit fetal movement in a day 40 pregnant goat model and in TE-671 cells that express fetal muscle-type nAChR. Furthermore, a-conotoxins (CTx) EI and GI were used to antagonize the actions of (1)-and (2)-coniine in TE-671 cells.(2)-Coniine was more effective at eliciting electrical changes in TE-671 cells and inhibiting fetal movement than was (1)-coniine, suggesting stereoselectivity by the receptor. The pyridine alkaloid nicotine did not inhibit fetal movement in a day 40 pregnant goat model, suggesting agonist specificity for the inhibition of fetal movement. Low concentrations of both CTxs potentiated the TE-671 cell response and higher concentrations of CTx EI, and GI antagonized the actions of both coniine enantiomers demonstrating concentration-dependent coagonism and selective antagonism. These results provide pharmacological evidence that the piperidine alkaloid coniine is acting at fetal muscle-type nAChR in a concentration-dependent manner.

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Section: Discussionmentioning

confidence: 99%

“…Studies using coniine and other nAChR agonists, such as the pyridine alkaloid nicotine (Fig. 1), suggest that teratogenesis results from the binding, activation, and inhibition of these receptors (Green et al, 2012).…”

Section: Introductionmentioning

confidence: 99%

Fetal Muscle-Type Nicotinic Acetylcholine Receptor Activation in TE-671 Cells and Inhibition of Fetal Movement in a Day 40 Pregnant Goat Model by Optical Isomers of the Piperidine Alkaloid Coniine

Green

Lee

Welch

et al. 2012

J Pharmacol Exp Ther

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“…As an overall effect, lactic acid fermentation reduced the content of tannins and oligosaccharides. As mentioned by Green et al (2012), hemlock (Conium maculatum), lupin (Lupinus spp.) and tabacco (Nicotiana tabacum) contain teratogenic piperidine alkaloids.…”

Section: Anti-nutritional Substancesmentioning

confidence: 99%

Lupin as a perspective protein plant for animal and human nutrition – a review

et al. 2016

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The development of new varieties of lupin, so-called "sweet lupinsˮ with low alkaloid (bitter substances) and high protein content has resulted in a renewed interest in utilization of lupin as source of proteins in human and animal nutrition. The nutraceutical potential of lupin can be applied in the prevention from various pathological states in humans; by suppressing appetite and affecting energy balance, by its positive effect on glycaemia and indicators of blood lipids, by its positive influence on hypertension and by improving defecation. In the field of animal nutrition, lupin seeds can positively affect both production indicators and the biological value of food of animal origin.

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“…Ingestion of this alkaloid can result in severe or lethal poisoning in humans, livestock and poultries (Papavisiliu and Heliakis, 1947;Castorena et al, 1987;Sims et al, 1999;Mizrachi et al, 2000;Schep et al, 2009;Botha et al, 2011;Semmler et al, 2012). Also, teratogenic activity has been attributed to this alkaloid (Keeler et al, 1981;Green et al, 2012). However, no intoxication after external application of preparations from its leaves to treat inflammation has been reported.…”

Section: Introductionmentioning

confidence: 99%

Anti-Inflammatory and Antioxidant Activities of Methanol Extracts and Alkaloid Fractions of four Mexican Medicinal Plants of Solanaceae

et al. 2014

Afr. J. Trad. Compl. Alt. Med.

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Background: Methanol extracts and alkaloid fractions of different parts of four plant species belonging to Solanaceae family and used in Mexican traditional medicine were investigated for their total phenolic contents, anti-inflammatory and antioxidant properties. Materials and Methods: The total phenolic compounds of each extract was determined according to the Folin-Ciocalteu method, while the in vitro radical scavenging activities of the extracts were assessed using the DPPH and ABTS radicals. The in vivo anti-inflammatory activity was determined using the TPA-induced mouse ear edema model. Results:The methanol extracts contained the highest concentrations of phenolic compounds and also exhibited the best reducing power on the DPPH and ABTS radicals, in a concentration-dependent fashion. However, the anti-inflammatory activity did not follow the same trend, as some alkaloid fractions that showed low radical reducing power exhibited the strongest anti-inflammatory activity. Conclusion:The methanol extract obtained from the flowers of Nicotiana glauca presented the best overall performance with the largest amount of phenolic compounds (111 µg garlic acid equivalents/g of extract), the best antioxidant activity (94.80% inhibition of DPPH and 97.57% of ABTS) and the highest anti-inflammatory activity (81.93% inhibition of the inflammation).

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Piperidine alkaloids: Human and food animal teratogens

Cited by 68 publications

References 82 publications

Fetal Muscle-Type Nicotinic Acetylcholine Receptor Activation in TE-671 Cells and Inhibition of Fetal Movement in a Day 40 Pregnant Goat Model by Optical Isomers of the Piperidine Alkaloid Coniine

Fetal Muscle-Type Nicotinic Acetylcholine Receptor Activation in TE-671 Cells and Inhibition of Fetal Movement in a Day 40 Pregnant Goat Model by Optical Isomers of the Piperidine Alkaloid Coniine

Lupin as a perspective protein plant for animal and human nutrition – a review

Anti-Inflammatory and Antioxidant Activities of Methanol Extracts and Alkaloid Fractions of four Mexican Medicinal Plants of Solanaceae

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