Skip to main content
Erschienen in: Comparative Clinical Pathology 4/2016

02.04.2016 | Original Article

Jimson weed (Datura stramonium L.) alkaloid extracts modulate cholinesterase and monoamine oxidase activities in vitro: possible modulatory effect on neuronal function

verfasst von: Adedayo O. Ademiluyi, Opeyemi B. Ogunsuyi, Ganiyu Oboh, Oluwaseun J. Agbebi

Erschienen in: Comparative Clinical Pathology | Ausgabe 4/2016

Einloggen, um Zugang zu erhalten

Abstract

Despite the well-established medicinal values of Jimson weed (Datura stramonium L.), this medicinal plant has been associated with neurological effects such as hallucination and anxiety in folklore. This study examined the effect of alkaloid extracts from the leaf and fruit of Jimson weed on critical enzymes of the monoaminergic [monoamine oxidase (MAO)] and cholinergic [acetylcholinesterase (AChE) and butyrylcholinesterase (BChE)] systems of neurotransmission. Alkaloid extracts were prepared by solvent extraction method and their interaction with the activities of MAO, AChE, and BChE were assessed (in vitro). Gas chromatography coupled with mass spectroscopic (GC-MS) characterization of the extracts was also carried out. The results revealed that the extracts inhibited the activity of the enzymes assayed for in a concentration-dependent manner. Considering the IC50 values, the fruit extract had more potent (P < 0.05) inhibitory effect on the enzymes’ activities, compared to the leaf extract. GC-MS characterization revealed the presence of atropine, scopolamine, amphetamine, 3-methoxyamphetamine, 3-ethoxyamhetamine cathine, spermine, phenylephrine, and 3-piperidinemethanol, among others in the extracts. The alteration of activities of these critical enzymes of the cholinergic and monoaminergic signaling may be responsible for the reported neurological effects of this medicinal plant in folklore; nevertheless, the fruit extract exhibited more neuromodulatory effect than the leaf.
Literatur
Zurück zum Zitat Adegoke SA, Alo LA (2013) Datura stramonium poisoning in children. Nigerian J Clin Prac 16(1):116–118CrossRef Adegoke SA, Alo LA (2013) Datura stramonium poisoning in children. Nigerian J Clin Prac 16(1):116–118CrossRef
Zurück zum Zitat Altameme HJ, Hameed IH, Kareem MA (2015) Analysis of alkaloid phytochemical compounds in the ethanolic extract of Datura stramonium and evaluation of antimicrobial activity. Afri J Biotechnol 14(19):1668–1674 Altameme HJ, Hameed IH, Kareem MA (2015) Analysis of alkaloid phytochemical compounds in the ethanolic extract of Datura stramonium and evaluation of antimicrobial activity. Afri J Biotechnol 14(19):1668–1674
Zurück zum Zitat Boyer EW, Shannon M (2005) The serotonin syndrome. New England J Med 352:1112–1120CrossRef Boyer EW, Shannon M (2005) The serotonin syndrome. New England J Med 352:1112–1120CrossRef
Zurück zum Zitat Changeux JP (2010) Allosteric receptors: from electric organ to cognition. Annual Rev Pharmacol Toxicol 50:1–38CrossRef Changeux JP (2010) Allosteric receptors: from electric organ to cognition. Annual Rev Pharmacol Toxicol 50:1–38CrossRef
Zurück zum Zitat Çokuğraş AN (2003) Butyrylcholinesterase: structure and physiological importance. Turk J Biochem 28(2):54–61 Çokuğraş AN (2003) Butyrylcholinesterase: structure and physiological importance. Turk J Biochem 28(2):54–61
Zurück zum Zitat Cometa MF, Fortuna S, Palazzino G, Volpe MT, Salgado ER, Nicoletti M, Tomassini L (2012) New cholinesterase inhibiting bisbenzylisoquinoline alkaloids from Abuta grandifolia. Fitoterapia 83(3):476–480CrossRefPubMed Cometa MF, Fortuna S, Palazzino G, Volpe MT, Salgado ER, Nicoletti M, Tomassini L (2012) New cholinesterase inhibiting bisbenzylisoquinoline alkaloids from Abuta grandifolia. Fitoterapia 83(3):476–480CrossRefPubMed
Zurück zum Zitat Fisar Z (2012) Cannabinoids and monoamine neurotransmission with focus on monoamine oxidase. Prog Neuropsychopharmacol Biol Psychiatry 38:68–77CrossRefPubMed Fisar Z (2012) Cannabinoids and monoamine neurotransmission with focus on monoamine oxidase. Prog Neuropsychopharmacol Biol Psychiatry 38:68–77CrossRefPubMed
Zurück zum Zitat Funada M, Aoo N, Wada K (2014) Rewarding effects of N-methyl-1-(4-methoxyphenyl)-2-aminopropane (PMMA) in mice: role of modifications of dopamine system mediated through its monoamine oxidase inhibition. J Addict Res Ther 5(172):2 Funada M, Aoo N, Wada K (2014) Rewarding effects of N-methyl-1-(4-methoxyphenyl)-2-aminopropane (PMMA) in mice: role of modifications of dopamine system mediated through its monoamine oxidase inhibition. J Addict Res Ther 5(172):2
Zurück zum Zitat Gashawa A, Getachew T (2015) The chemistry of khat and adverse effect of khat chewing. ASRJETS 9(1):35–46 Gashawa A, Getachew T (2015) The chemistry of khat and adverse effect of khat chewing. ASRJETS 9(1):35–46
Zurück zum Zitat Giacobini E (2003) Cholinergic function and Alzheimer’s disease. Int J Geriatr Psychiatry 18(S1):S1–S5CrossRefPubMed Giacobini E (2003) Cholinergic function and Alzheimer’s disease. Int J Geriatr Psychiatry 18(S1):S1–S5CrossRefPubMed
Zurück zum Zitat Halpern JH (2004) Hallucinogens and dissociative agents naturally growing in the United States. Pharmacol Therapeu 102(2):131–138CrossRef Halpern JH (2004) Hallucinogens and dissociative agents naturally growing in the United States. Pharmacol Therapeu 102(2):131–138CrossRef
Zurück zum Zitat Harborne JB (1998) Phytochemical methods: a guide to modern techniques of plant analysis. 3rd edn. Chapman and Hall, London, p 302 Harborne JB (1998) Phytochemical methods: a guide to modern techniques of plant analysis. 3rd edn. Chapman and Hall, London, p 302
Zurück zum Zitat Herraiz T, Chaparro C (2005) Human monoamine oxidase is inhibited by tobacco smoke: β carboline alkaloids act as potent and reversible inhibitors. Biochem Biophysic Res Comm 326(2):378–386CrossRef Herraiz T, Chaparro C (2005) Human monoamine oxidase is inhibited by tobacco smoke: β carboline alkaloids act as potent and reversible inhibitors. Biochem Biophysic Res Comm 326(2):378–386CrossRef
Zurück zum Zitat Herraiz T, Gonzalez D, Ancin-Azpilicueta C, Aran VJ, Guillen H (2010) Beta-carboline alkaloids in Peganum harmala and inhibition of human monoamine oxidase (MAO). Food Chem Toxicol 48:839–845CrossRefPubMed Herraiz T, Gonzalez D, Ancin-Azpilicueta C, Aran VJ, Guillen H (2010) Beta-carboline alkaloids in Peganum harmala and inhibition of human monoamine oxidase (MAO). Food Chem Toxicol 48:839–845CrossRefPubMed
Zurück zum Zitat Mack A, Robitzki A (2000) The key role of butyrylcholinesterase during neurogenesis and neural disorders: an antisense-50 butyrylcholinesterase-DNA study. Prog Neurobiol 60:607–628CrossRefPubMed Mack A, Robitzki A (2000) The key role of butyrylcholinesterase during neurogenesis and neural disorders: an antisense-50 butyrylcholinesterase-DNA study. Prog Neurobiol 60:607–628CrossRefPubMed
Zurück zum Zitat Maheshwari NO, Khan A, Chopade BA (2013) Rediscovering the medicinal properties of Datura sp.: a review. J Med Plants Res 7(39):2885–97 Maheshwari NO, Khan A, Chopade BA (2013) Rediscovering the medicinal properties of Datura sp.: a review. J Med Plants Res 7(39):2885–97
Zurück zum Zitat Mairura FS, Setshogo MP (2008) Datura stramonium L. [Internet] Record from PROTA4U. In: Schmelzer GH, Gurib-Fakim A (ed) PROTA (Plant Resources of Tropical Africa/Ressources végétales de l’Afrique tropicale), Wageningen, Netherlands. <http://www.prota4u.org/search.asp>. Accessed 28 October 2015 Mairura FS, Setshogo MP (2008) Datura stramonium L. [Internet] Record from PROTA4U. In: Schmelzer GH, Gurib-Fakim A (ed) PROTA (Plant Resources of Tropical Africa/Ressources végétales de l’Afrique tropicale), Wageningen, Netherlands. <http://​www.​prota4u.​org/​search.​asp>. Accessed 28 October 2015
Zurück zum Zitat McCabe-Sellers BJ, Staggs CG, Bogle ML (2006) Tyramine in foods and monoamine oxidase inhibitor drugs: a crossroad where medicine, nutrition, pharmacy, and food industry converge. J Food Comp Anal 19:S58–S65CrossRef McCabe-Sellers BJ, Staggs CG, Bogle ML (2006) Tyramine in foods and monoamine oxidase inhibitor drugs: a crossroad where medicine, nutrition, pharmacy, and food industry converge. J Food Comp Anal 19:S58–S65CrossRef
Zurück zum Zitat Miraldi E, Masti A, Ferri S, Barni Comparini I (2001) Distribution of hyoscyamine and scopolamine in Datura stramonium. Fitoterap 72:644–648CrossRef Miraldi E, Masti A, Ferri S, Barni Comparini I (2001) Distribution of hyoscyamine and scopolamine in Datura stramonium. Fitoterap 72:644–648CrossRef
Zurück zum Zitat Nunes B, Carvalho F, Guilhermino L (2003) Characterization of total head cholinesterases of Gambusia holbrooki (mosquito fish) and the assessment of effects induced by two environmental contaminants. J Vet Pharmacol Therapeut 26:260–261 Nunes B, Carvalho F, Guilhermino L (2003) Characterization of total head cholinesterases of Gambusia holbrooki (mosquito fish) and the assessment of effects induced by two environmental contaminants. J Vet Pharmacol Therapeut 26:260–261
Zurück zum Zitat Oboh G, Olasehinde TA, Ademosun AO (2014) Essential oil from lemon peels inhibit key enzymes linked to neurodegenerative conditions and pro-oxidant induced lipid peroxidation. J Oleo Sci 63(4):373–381CrossRefPubMed Oboh G, Olasehinde TA, Ademosun AO (2014) Essential oil from lemon peels inhibit key enzymes linked to neurodegenerative conditions and pro-oxidant induced lipid peroxidation. J Oleo Sci 63(4):373–381CrossRefPubMed
Zurück zum Zitat Perry NS, Houghton PJ, Theobald A, Jenner P, Perry EK (2000) In-vitro inhibition of human erythrocyte acetylcholinesterase by Salvia lavandulaefolia essential oil and constituent terpenes. J Pharm Pharmacol 52(7):895–902CrossRefPubMed Perry NS, Houghton PJ, Theobald A, Jenner P, Perry EK (2000) In-vitro inhibition of human erythrocyte acetylcholinesterase by Salvia lavandulaefolia essential oil and constituent terpenes. J Pharm Pharmacol 52(7):895–902CrossRefPubMed
Zurück zum Zitat Rodrigues SR, Caldeira C, Castro BB, Gonçalves F, Nunes B, Antunes SC (2011) Cholinesterase (ChE) inhibition in pumpkinseed (Lepomis gibbosus) as environmental biomarker: ChE characterization and potential neurotoxic effects of xenobiotics. Pesticide Biochem Physiol 99(2):181–188CrossRef Rodrigues SR, Caldeira C, Castro BB, Gonçalves F, Nunes B, Antunes SC (2011) Cholinesterase (ChE) inhibition in pumpkinseed (Lepomis gibbosus) as environmental biomarker: ChE characterization and potential neurotoxic effects of xenobiotics. Pesticide Biochem Physiol 99(2):181–188CrossRef
Zurück zum Zitat Santillo MF, Liu Y, Ferguson M, Vohra SN, Wiesenfeld PL (2014) Inhibition of monoamine oxidase (MAO) by β-carbolines and their interactions in live neuronal (PC12) and liver (HuH-7 and MH1C1) cells. Toxicol In Vitro 28(3):403–410CrossRefPubMed Santillo MF, Liu Y, Ferguson M, Vohra SN, Wiesenfeld PL (2014) Inhibition of monoamine oxidase (MAO) by β-carbolines and their interactions in live neuronal (PC12) and liver (HuH-7 and MH1C1) cells. Toxicol In Vitro 28(3):403–410CrossRefPubMed
Zurück zum Zitat Soni P, Siddiqui AA, Dwivedi J, Soni V (2012) Pharmacological properties of Datura stramonium L. as a potential medicinal tree: an overview. Asian Pac J Trop Biomed 2(12):1002–1008CrossRefPubMedPubMedCentral Soni P, Siddiqui AA, Dwivedi J, Soni V (2012) Pharmacological properties of Datura stramonium L. as a potential medicinal tree: an overview. Asian Pac J Trop Biomed 2(12):1002–1008CrossRefPubMedPubMedCentral
Zurück zum Zitat Srivastava A, Shivanandappa T (2011) Differential cholinesterase inhibition in the rat brain regions by dichlorvos and protective effect of Decalepis hamiltonii roots. Neurotoxicology 32(6):931–934CrossRefPubMed Srivastava A, Shivanandappa T (2011) Differential cholinesterase inhibition in the rat brain regions by dichlorvos and protective effect of Decalepis hamiltonii roots. Neurotoxicology 32(6):931–934CrossRefPubMed
Zurück zum Zitat Steenkamp PA, Harding NM, Van Heerden FR, Van Wyk BE (2004) Fatal Datura poisoning: identification of atropine and scopolamine by high performance liquid chromatography/photodiode array/mass spectrometry. For Sci Int 145(1):31–39 Steenkamp PA, Harding NM, Van Heerden FR, Van Wyk BE (2004) Fatal Datura poisoning: identification of atropine and scopolamine by high performance liquid chromatography/photodiode array/mass spectrometry. For Sci Int 145(1):31–39
Zurück zum Zitat White SR, Obradovic T, Imel KM, Wheaton MJ (1996) The effects of methylenedioxymethamphetamine (MDMA, ecstasy) on monoaminergic neurotransmission in the central nervous system. Prog Neurobiol 49(5):455–479CrossRefPubMed White SR, Obradovic T, Imel KM, Wheaton MJ (1996) The effects of methylenedioxymethamphetamine (MDMA, ecstasy) on monoaminergic neurotransmission in the central nervous system. Prog Neurobiol 49(5):455–479CrossRefPubMed
Zurück zum Zitat Santillo MF (2014) Inhibition of monoamine oxidase (MAO) by α-ethylphenethylamine and N, α-diethylphenethylamine, two compounds related to dietary supplements. Food Chem Toxicol 74:265–269CrossRefPubMed Santillo MF (2014) Inhibition of monoamine oxidase (MAO) by α-ethylphenethylamine and N, α-diethylphenethylamine, two compounds related to dietary supplements. Food Chem Toxicol 74:265–269CrossRefPubMed
Zurück zum Zitat Zhi K, Yang Z, Sheng J, Shu Z, Shi Y (2016) A peroxidase-linked spectrophotometric assay for the detection of monoamine oxidase inhibitors (Winter 2016–1). Iranian J Pharmaceut Res 15(1):131–139 Zhi K, Yang Z, Sheng J, Shu Z, Shi Y (2016) A peroxidase-linked spectrophotometric assay for the detection of monoamine oxidase inhibitors (Winter 2016–1). Iranian J Pharmaceut Res 15(1):131–139
Metadaten
Titel
Jimson weed (Datura stramonium L.) alkaloid extracts modulate cholinesterase and monoamine oxidase activities in vitro: possible modulatory effect on neuronal function
verfasst von
Adedayo O. Ademiluyi
Opeyemi B. Ogunsuyi
Ganiyu Oboh
Oluwaseun J. Agbebi
Publikationsdatum
02.04.2016
Verlag
Springer London
Erschienen in
Comparative Clinical Pathology / Ausgabe 4/2016
Print ISSN: 1618-5641
Elektronische ISSN: 1618-565X
DOI
https://doi.org/10.1007/s00580-016-2257-6

Weitere Artikel der Ausgabe 4/2016

Comparative Clinical Pathology 4/2016 Zur Ausgabe

Neu im Fachgebiet Pathologie