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01-03-2020 | Alzheimer's Disease | Original Paper

Is 1,8-Cineole-Rich Extract of Small Cardamom Seeds More Effective in Preventing Alzheimer’s Disease than 1,8-Cineole Alone?

Authors: Kaninika Paul, Upasana Ganguly, Sasanka Chakrabarti, Paramita Bhattacharjee

Published in: NeuroMolecular Medicine | Issue 1/2020

Abstract

The present study demonstrates the efficacies of synthetic 1,8-cineole and an 1,8-cineole-rich supercritical carbon dioxide (SC-CO₂) extract of small cardamom seeds in preventing oligomerization of amyloid beta peptide (Aβ42) and inhibiting iron-dependent oxyradical production in vitro. The oligomerization of Aβ42 was monitored by thioflavin T assay and MALDI-TOF analysis of the oligomers. The iron-dependent production of oxygen free radicals was detected by fluorometric benzoate hydroxylation assay. We observed that both pure 1,8-cineole and 1,8-cineole-rich extract of small cardamom seeds at concentrations of 50 µM and 100 µM prevented the production of reactive hydroxyl radicals from a mixture of Fe²⁺ and ascorbate. However, the 1,8-cineole-rich extract of small cardamom seeds prevented in vitro Aβ42 oligomerization more effectively vis-à-vis the synthetic (99% pure) 1,8-cineole. Additional study on SHSY5Y cells indicated that both pure 1,8-cineole and 1,8-cineole-rich SC-CO₂ extract of small cardamom seeds prevented iron-dependent cell death. Since oxidative damage, Aβ42 aggregation and loss of cell viability (iron-induced) are characteristics of onset of Alzheimer’s disease pathology, our results suggest a putative therapeutic role of 1,8-cineole-rich extract of small cardamom seeds over pure 1,8-cineole in preventing this neurodegenerative disease.

Adams, R. P. (2007). Identification of essential oil components by gas chromatography/mass spectroscopy (3rd ed.). Carol Stream, IL: Allured Publishing Corporation.

Banerjee, P., Sahoo, A., Anand, S., Ganguly, A., Righi, G., Bovicelli, P., et al. (2014). Multiple mechanisms of iron-induced amyloid beta-peptide accumulation in SHSY5Y cells: Protective action of negletein. NeuroMolecular Medicine,16(4), 787–798. https://doi.org/10.1007/s12017-014-8328-4.CrossRefPubMed

Barile, F. B. (2013). Cell culture methods for acute toxicology testing. In F. B. Barile (Ed.), Principles of toxicology testing (2 ed., p. 192). Boca Raton: CRC Press.CrossRef

Bartolini, M., Naldi, M., Fiori, J., Valle, F., Biscarini, F., Nicolau, D. V., et al. (2011). Kinetic characterization of amyloid-beta 1–42 aggregation with a multimethodological approach. Analytical Biochemistry,414(2), 215–225. https://doi.org/10.1016/j.ab.2011.03.020.CrossRefPubMed

Caldas, G. F., Limeira, M. M., Araújo, A. V., Albuquerque, G. S., Silva-Neto, J. D., Silva, T. G., et al. (2016). Repeated-doses and reproductive toxicity studies of the monoterpene 1,8-cineole (eucalyptol) in Wistar rats. Food and Chemical Toxicology,97, 297–306. https://doi.org/10.1016/j.fct.2016.09.020.CrossRefPubMed

Chakraborty, H., Ray, S. N., & Chakrabarti, S. (2001). Lipid peroxidation associated protein damage in rat brain crude synaptosomal fraction mediated by iron and ascorbate. Neurochemistry International,39, 311–317. https://doi.org/10.1016/S0197-0186(00)00117-0.CrossRefPubMed

Chen, Z., & Zhong, C. (2013). Decoding Alzheimer’s disease from perturbed cerebral glucose metabolism: Implications for diagnostic and therapeutic strategies. Progress in Neurobiology,108, 21–43. https://doi.org/10.1016/j.pneurobio.2013.06.004.CrossRefPubMed

Cummings, J., Morstorfb, T., & Lee, G. (2016). Alzheimer’s drug-development pipeline: 2016. Alzheimer’s & Dementia,2(4), 222–232. https://doi.org/10.1016/j.trci.2016.07.001.CrossRef

Galimberti, D., & Scarpini, E. (2011). Disease-modifying treatments for Alzheimer’s disease. Therapeutic Advances in Neurological Disorder,4(4), 203–216. https://doi.org/10.1177/1756285611404470.CrossRef

Ganguly, G., Chakrabarti, S., Chatterjee, U., & Saso, L. (2017). Proteinopathy, oxidative stress and mitochondrial dysfunction: cross talk in Alzheimer’s disease and Parkinson’s disease. Drug Design, Development and Therapy,11, 797–810. https://doi.org/10.2147/DDDT.S130514.CrossRefPubMedPubMedCentral

Ganguly, U., Ganguly, A., Sen, O., Ganguly, G., Cappai, R., Sahoo, A., et al. (2019). Dopamine Cytotoxicity on SH-SY5Y Cells: Involvement of α-Synuclein and relevance in the neurodegeneration of sporadic Parkinson’s disease. Neurotoxicity Research,35(4), 898–907. https://doi.org/10.1007/s12640-019-0001-0.CrossRefPubMed

Ghosh, S., Bhattacharjee, P., & Das, S. (2015). 1,8-Cineol-rich cardamom seed (Elettaria cardamomum) extracts using green technologies and conventional extractions: Process analysis, phytochemical characterization and food application. Separation Science and Technology,50(13), 1974–1985. https://doi.org/10.1080/01496395.2015.1016038.CrossRef

Gratuze, M., Leyns, C. E. G., & Holtzman, D. M. (2018). New insights into the role of TREM2 in Alzheimer’s disease. Molecular Neurodegeneration,13(1), 1–16. https://doi.org/10.1186/s13024-018-0298-9.CrossRef

Habtemariam, S. (2018). Iridoids and other monoterpenes in the Alzheimer’s brain: Recent development and future prospects. Molecules,23(117), 1–23. https://doi.org/10.3390/molecules23010117.CrossRef

Held, S., Schieberle, P., & Somoza, V. (2007). Characterization of α-Terpineol as an anti-inflammatory component of orange juice by in vitro studies using oral buccal cells. Journal of Agricultural and Food Chemistry,55(20), 8040–8046. https://doi.org/10.1021/jf071691m.CrossRefPubMed

Jana, S., Sinha, M., Chanda, D., Roy, T., Banerjee, K., & Munshi, S. (2011). Mitochondrial dysfunction mediated by quinone oxidation products of dopamine: Implications in dopamine cytotoxicity and pathogenesis of Parkinson’s disease. Biochimica et Biophysica Acta,1812(6), 663–673. https://doi.org/10.1016/j.bbadis.2011.02.013.CrossRefPubMed

Jiang, T., Yu, J. T., & Tan, L. (2012). Novel disease-modifying therapies for Alzheimer’s disease. Journal of Alzheimer’s Disease,31(3), 475–492. https://doi.org/10.3233/JAD-2012-120640.CrossRefPubMed

Kundu, A., & Mitra, A. (2013). Flavoring extracts of Hemidesmus indicus roots and Vanilla planifolia pods exhibit in vitro acetylcholinesterase inhibitory activities. Plant Foods for Human Nutrition,68(3), 247–253. https://doi.org/10.1007/s11130-013-0363-z.CrossRefPubMed

Kuyumcu, E., & Küçükba, F. Z. (2013). Essential oil composition of Elettaria cardamomum Maton. Journal of Applied Biological Sciences,7(3), 42–45.

Lee, J., Kim, M., & Park, S. (2017). Effect of natural antioxidants on the aggregation and disaggregation of beta-amyloid. Tropical Journal of Pharmaceutical Research,16(11), 2629–2635. https://doi.org/10.4314/tjpr.v16i11.9.CrossRef

Lima, M. H. (2004). Oxygen in biology and biochemistry: Role of free radicals. In K. B. Storey (Ed.), Functional metabolism: regulation and adaptation (p. 326). New Jersey: Wiley.

Long, J. M., Maloney, B., Rogers, J. T., & Lahiri, D. K. (2019). Novel upregulation of amyloid-β precursor protein (APP) by microRNA-346 via targeting of APP mRNA 5′-untranslated region: Implications in Alzheimer’s disease. Molecular Psychiatry,24(3), 345–363. https://doi.org/10.1038/s41380-018-0266-3.CrossRefPubMed

Maria, S. G. A., Edison, O., & Patricia, C. G. G. (2016). Linalool reverses neuropathological and behavioral impairments in old triple transgenic Alzheimer’s mice. Neuropharmacology,102, 111–120. https://doi.org/10.1016/j.neuropharm.2015.11.002.CrossRef

Obulesu, M., & Rao, D. M. (2011). Effect of plant extracts on Alzheimer’s disease: An insight into therapeutic avenues. Journal of Neurosciences in Rural Practice,2(1), 56–61. https://doi.org/10.4103/0976-3147.80102.CrossRefPubMedPubMedCentral

Patterson, C. (2018). World Alzheimer Report 2018. The state of the art of dementia research: New frontiers. Alzheimer’s Disease International (ADI), London. Retrieved June 20, 2019, from https://www.alz.co.uk/research/WorldAlzheimerReport2018.pdf.

Paul, K., & Bhattacharjee, P. (2018). Process optimization of supercritical carbon dioxide extraction of 1,8-cineole from small cardamom seeds by response surface methodology: In vitro antioxidant, antidiabetic and hypocholesterolemic activities of extracts. Journal of Essential Oil Bearing Plants,21(2), 317–329. https://doi.org/10.1080/0972060X.2018.1439406.CrossRef

Poddar, J., Pradhan, M., Ganguly, G., & Chakrabarti, S. (2019). Biochemical deficits and cognitive decline in brain aging: Intervention by dietary supplements. Journal of Chemical Neuroanatomy,95, 70–80. https://doi.org/10.1016/j.jchemneu.2018.04.002.CrossRefPubMed

Reitz, C. (2012). Alzheimer’s disease and the amyloid cascade hypothesis: A critical review. International Journal of Alzheimer’s Disease,2012, 1–11. https://doi.org/10.1155/2012/369808.CrossRef

Schulz, V. (2003). Ginkgo extract or cholinesterase inhibitors in patients with dementia: What clinical trials and guidelines fail to consider. Phytomedicine,10(4), 74–79. https://doi.org/10.1078/1433-187X-00302.CrossRefPubMed

Serrano-Pozo, A., Frosch, M. P., Masliah, E., & Hyman, B. T. (2011). Neuropathological alterations in Alzheimer disease. Cold Spring Harbor Perspectives in Medicine,1(1), 1–23. https://doi.org/10.1101/cshperspect.a006189.CrossRef

Sinha, M., Bhowmick, P., Banerjee, A., & Chakrabarti, S. (2013). Antioxidant role of amyloid β-protein in cell-free and biological systems: Implication for the pathogenesis of Alzheimer disease. Free Radical Biology & Medicine,56, 184–192. https://doi.org/10.1016/j.freeradbiomed.2012.09.036.CrossRef

Smith, M. A., Rottkamp, C. A., Nunomura, A., Raina, A. K., & Perry, G. (2000). Oxidative stress in Alzheimer’s disease. Biochimica et Biophysica Acta,1502(1), 139–144. https://doi.org/10.1016/S0925-4439(00)00040-5.CrossRefPubMed

Stein, S. E. (2007). Mass Spectra. Mallard Gaithersburg NIST Chemistry Web Book. In: P. Linstrom, W.G. Mallard (Eds.), NIST Standard Reference Database Number 69, National Institute of Standards and Technology, Gaithersburg, MD, USA. Retrieved 2 June, 2018, from http://webbbok.nist.gov.

Stoothoff, W. H., & Johnson, G. V. (2005). Tau phosphorylation: Physiological and pathological consequences. Biochimica et Biophysica Acta,1739(2–3), 280–297. https://doi.org/10.1016/j.bbadis.2004.06.017.CrossRefPubMed

Suntar, I., Khan, H., Patel, S., Celano, R., & Rastrelli, L. (2018). An Overview on Citrus aurantium L.: Its functions as food ingredient and therapeutic agent. Oxidative Medicine and Cellular Longevity,2018, 1–12. https://doi.org/10.1155/2018/7864269.CrossRef

Swerdlow, R. H. (2007). Pathogenesis of Alzheimer’s disease. Clinical Interventions in Aging,2(3), 347–359.PubMedPubMedCentral

Ward, J. R., Zucca, A. F., Duyn, H. J., Crichton, R. R., & Zecca, L. (2014). The role of iron in brain ageing and neurodegenerative disorders. The Lancet Neurology,13(10), 1045–1060. https://doi.org/10.1016/S1474-4422(14)70117-6.CrossRefPubMedPubMedCentral

Wyss-Coray, T., & Rogers, J. (2012). Inflammation in Alzheimer disease-a brief review of the basic science and clinical literature. Cold Spring Harbor Perspectives in Medicine,2(1), 1–23. https://doi.org/10.1101/cshperspect.a006346.CrossRef

Yiannopoulou, K. G., & Papageorgiou, S. G. (2013). Current and future treatments for Alzheimer’s disease. Therapeutic Advances in Neurological Disorders,6(1), 19–33. https://doi.org/10.1177/1756285612461679.CrossRefPubMedPubMedCentral

Zheng, H., Amit, T., Bar-Am, O., Fridkin, M., Youdim, M. B. H., & Mandel, S. A. (2012). From anti-Parkinson’s drug rasagiline to novel multitarget iron chelators with acetylcholinesterase and monoamine oxidase inhibitory and neuroprotective properties for Alzheimer’s disease. Journal of Alzheimer’s Disease,30(1), 1–16. https://doi.org/10.3233/JAD-2012-120013.CrossRefPubMed

Title: Is 1,8-Cineole-Rich Extract of Small Cardamom Seeds More Effective in Preventing Alzheimer’s Disease than 1,8-Cineole Alone?
Authors: Kaninika Paul
Upasana Ganguly
Sasanka Chakrabarti
Paramita Bhattacharjee
Publication date: 01-03-2020
Publisher: Springer US
Keywords: Alzheimer's Disease
Alzheimer's Disease
Published in: NeuroMolecular Medicine / Issue 1/2020
Print ISSN: 1535-1084
Electronic ISSN: 1559-1174
DOI: https://doi.org/10.1007/s12017-019-08574-2

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