Chemical Constitution and Bioactivity of the Essential Oil from the Leaves of Tapirira Guianensis Aubl

Authors

  • Dr. Daniel Pereira De Oliveira,

Keywords:

anatomy., , Essential oil; Tapirira guianensis; Antioxidant; Antifungal; Acetylcholinesterase

Abstract

The species Tapirira guianensis Aubl is utilized in traditional medicine for treating leprosy, diarrhea, and syphilis. The present study aims to assess the chemical composition as
well as the antioxidant, anticholinesterase, and antifungal potential of the essential oil extracted from the leaves of T. guianensis. The plant material was collected at Arco Estadual
do Cocó, with prior authorization from the Municipal Environment Department. The essential oil was obtained through the hydrodistillation process using a Clevenger-type apparatus, and
its constituents were analyzed via Gas Chromatography coupled to Mass Spectrometry. The antioxidant potential was determined by assessing free radicals, specifically DPPH (2,2-
diphenyl-1-picrylhydrazyl) and ABTS+ (2,2-azinobis (3-ethylbenzothiazoline-6-sulfonic acid)), using a 96-well plate. Antifungal activity was assessed following the protocol of the
Clinical Laboratory Standards Institute – M38-A (CLSI, 2018). Gas chromatography coupled with mass spectrometry revealed the presence of constituents in T. guianensis essential oil,
including eugenol (59.00%), α-copaene (0.40%), β-caryophyllene (29.91%), and α-humulene. The essential oil exhibited significant antioxidant and anticholinesterase potential in in vitro
studies. This study represents the first exploration of the biological potential of T. guianensis leaf essential oil, highlighting its considerable potential for future investigations within the
scientific community. Consequently, we can infer that T. guianensis essential oil serves as a source of antioxidant, anticholinesterase, and antifungal compounds, presenting promising
therapeutic potential in the management of Alzheimer's disease and Candida infections.

References

R. Adams (2017) Identification of essential oil components by gas chromatography/mass spectrometry.

C. R. M. Araújo, V. L. dos A. Santos, A. G. Arlan (2016) Acetilcolinesterase - AChE: Uma Enzima de Interesse Farmacológico. 8(6), 1818–1834.

M. Becker, G. Nunes, D. Ribeiro, F. Silva, G. Catanante, J. Marty (2019) Determination of the Antioxidant Capacity of Red Fruits by Miniaturized Spectrophotometry Assays. 3(4), 223–227. https://doi.org/10.21577/0103-5053.20190003

S. Bennis, F. Chami, N. Chami, T. Bouchikhi, A. Remmal (2004) Surface alteration of Saccharomyces cerevisiae induced by thymol and eugenol. 38(6), 454-458. https://doi.org/10.1111/j.147-765X.2004.01511.x

Y. Cheng, Z. Dong, S. Liu (2014) eta -Caryophyllene ameliorates the Alzheimer-like phenotype in APP/PS1 Mice through CB2 receptor activation and the PPAR γ pathway. 94(1-2), 1-12. https://doi.org/10.1159/000362689

(2018) Method M-38 ^{a}, 2 ^{a} ed.

C. E. N. Damiani, L. V. Rossoni, D. V. Vassallo (2003) Vasorelaxant effects of eugenol on rat thoracic aorta. 40(1), 59-66. https://doi.org/10.1016/S1537-1891(02)00311-7

J. M. David, J. P. Chávez, H. B. Chai, J. M. Pezzuto, G. A. Cordell (1998) Two new cytotoxic compounds from Tapiriraguianensis. 61(2), 287-289. https://doi.org/10.1021/np970422v

M. N. De la Cruz, H. M. Júnior, D. F. Oliveira, L. V. Costa-Lotufo, A. G. Ferreira, D. S. Alviano, C. M. Rezende (2013) Chemical composition and biological activities of soldiers of the Brazilian termite species, Nasutitermes macrocephalus (Isoptera: Natutitermitinae). 8(1), 1934578X1300800117. https://doi.org/10.1177/1934578X1300800117

S. D. De Morais, R. Braz Filho (2007) Produtos naturais: estudos químicos e biológicos.

S. M. De Morais, F. F. da Silva Lopes, G. A. Fontenele, M. V. F. da Silva, V. B. Fernandes, D. R. Alves (2021) Total phenolic content and antioxidant and anticholine-sterase activities of medicinal plants from the State's Cocó Park (Fortaleza-CE, Brazil). 10(5), e7510514493-e7510 514493. https://doi.org/10.33448/rsd-v10i5.14493

S. M. De Morais, K. S. B. Lima, S. M. C. Siqueira, E. S. B. Cavalcanti, M. S. T. Souza, J. E. S. A. Menezes, M. T. S. Trevisan (2013) Correlação entre as atividades antiradical, antiacetilcolinesterase e teor de fenóis totais de extratos de plantas medicinais de farmácias vivas. 15, 575-582. https://doi.org/10.1590/S1516-05722013000400014

D. P. De Oliveira, S. M. de Morais, F. F. da Silva Lopes, D. R. Alves, J. R. G. Neto, R. O. dos Santos Fontenelle, L. L. Bezerra (2022) Phenolic profile and antioxidant, anticholinesterase and anti-Candida potential evaluation in vitro and in silico studies of Tapirira guianensis Aubl. extracts. 11(13), e317111335378-e317111335378. https://doi.org/10.33448/rsd-v11i13.35378

A. Di Sotto, R. Mancinelli, M. Gullì, M. Eufemi, C. L. Mammola, G. Mazzanti, S. Di Giacomo (2020) Chemopreventive potential of caryophyllane sesquiterpenes: An overview of preliminary evidence. 12(10), 3034. https://doi.org/10.3390/cancers12103034

S. Dohi, M. Terasaki, M. Makino (2009) Acetylcholinesterase inhibitory activity and chemical composition of commercial essential oils. 57(10), 4313-4318. https://doi.org/10.1021/jf804013j

W. Y. Dong, R. Li, Y. Wang, J. Tan, S. H. Tang, Z. T. Jiang (2020) Antioxidant compound screening and chemical composition of sweet ginger (Alpinia coriandriodora D. Fang) essential oil and the mechanism of scavenging radicals. 44(8), e13293. https://doi.org/10.1111/jfbc.13293

G. G. Duthie, S. J. Duthie, J. A. Kyle (2000) Plant polyphenols in cancer and heart disease: implications as nutritional antioxidants. 13(1), 79-106. https://doi.org/10.1079/095442200108729016

G. L. Ellman, K. D. Courtney, V. Andres, R. M. Featherstone (1961) A new and rapid colorimetric determination of acetylcholinesterase activity. 7(2), 88–95. https://doi.org/10.1016/0006-2952(61)90145-9

L. O. Felipe, J. L. Bicas (2017) Terpenos, aromas e a química dos compostos naturais. 39(2), 120-130.

E. S. Fernandes, G. F. Passos, R. Medeiros, F. M. da Cunha, J. Ferreira, M. M. Campos, J. B. Calixto (2007) Anti-inflammatory effects of compounds alpha-humulene and (-) -trans-caryophyllene isolated from the essential oil of Cordia verbenacea. 569(3), 228-236. https://doi.org/10.1016/j.ejphar.2007.04.059

R. O. S. Fontenelle, S. M. Morais, E. H. S. Brito, M. R. Kerntopf, R. S. N. Brilhante, R. A. Cordeiro, M. F. G. Rocha (2007) Chemical composition, toxicological aspects and antifungal activity of essential oil from Lippiasidoides Cham.. 59(5), 934-940. https://doi.org/10.1093/jac/dkmo66

B. K. França, M. R. Alves, F. M. Souto, L. Tiziane, R. F. Boaventura, A. Guimarães (2013) Lipid peroxidation and obesity: Methods to measure the oxidative stress of the obese paciente's plasma. 20(5), 99-206.

L. Frota, D. Alves, L. Freitas, F. Lopes, M. Marinho, E. Marinho, S. de Morais (2022) In vitro Antioxidant and Anticholinesterase Activities of Ouratea fieldingiana (Gardner) Engl. Leaf Extract and Correlation with Its Phenolics Profile with an in silico Study in Relation to Alzheimer's Disease.

S. Fujisawa, T. Atsumi, Y. Kadoma, H. Sakagami (2002) Antioxidant and prooxidant action of eugenol-related compounds and their cytotoxicity. 177(1), 39-54. https://doi.org/10.1016/S0300-483X(02)00194-4

H. Gocer, F. Topal, M. Topal, M. Küçük, D. Teke, İ. Gülçin, C. T. Supuran (2016) Acetylcholinesterase and carbonic anhydrase isoenzymes I and II inhibition profiles of taxifolin. 31(3), 441-447. https://doi.org/10.3109/14756366.2015.1036051

H. Javed, S. Azimullah, M. E. Haque, S. K. Ojha (2016) Cannabinoid type 2 (CB2) receptors activation protects against oxidative stress and neuroinflammation associated dopaminergic neurodegeneration in rotenone model of Parkinson's disease. 10, 321. https://doi.org/10.3389/fnins.2016.00321

S. T. Katsiotis, C. R. Langezaal, J. J. C. Scheffer (1989) Analysis of the volatile compounds from cones of ten Humulus lupulus cultivars. 55(07), 634-634.7. https://doi.org/10.1055/s-2006-962205

A. Krivoruchko, J. Nielsen (2015) Production of natural products through metabolic engineering of Saccharomyces cerevisiae. 35, 7-15. https://doi.org/10.1016/j.copbio.2014.12.004

J. Lou, Z. Teng, L. Zhang, J. Yang, L. Ma, F. Wang, Z. Dong (2017) eta -Caryophyllene/hydroxypropyl- eta -cyclodextrin inclusion complex improves cognitive deficits in rats with vascular dementia through the cannabinoid receptor type 2-mediated pathway. 8, 2. https://doi.org/10.3389/fphar.2017.00002

E. D. A. Melo, M. I. S. Maciel, V. L. A. G. Lima, F. L. L. Leal, A. C. D. S. Caetano, R. J. Nascimento (2006) Capacidade antioxidante de hortaliças usualmente consumidas. 26, 639-644. https://doi.org/10.1590/S0101-20612006000300024

B. Özgeriş, S. Göksu, L. P. Köse, I. Gülçin, R. E. Salmas, S. Durdagi, C. T. Supuran (2016) Acetylcholinesterase and carbonic anhydrase inhibitory properties of novel urea and sulfamide derivatives incorporating dopaminergic 2-aminotetralin scaffolds. 24(10), 2318-2329. https://doi.org/10.1016/j.bmc.2016.04.002

R. Perez-Roses, E. Risco, R. Vila, P. Penalver, S. Canigueral (2016) Biological and nonbiological antioxidant activity of some essential oils. 64(23), 4716-4724. https://doi.org/10.1021/acs.jafc.6b00986

J. S. Raut, S. M. Karuppayil (2014) A status review on the medicinal properties of essential oils. 62, 250-264. https://doi.org/10.1016/j.indcrop.2014.05.055

R. Re, N. Pellegrini, A. Proteggente, A. Pannala, M. Yang, C. Rice-Evans (1999) Antioxidant activity applying an improved ABTS radical cation decolorization assay. 26(9-10), 1231-1237. https://doi.org/10.1016/S0891-5849(98)00315-3

V. Roumy, N. Fabre, B. Portet, G. Bourdy, L. Acebey, C. Vigor, C. Moulis (2009) Four anti-protozoal and anti-bacterial compounds from Tapiriraguianensis. 70(2), 305-311. https://doi.org/10.1016/j.phytochem.2008.10.003

A. Sartoratto, A. L. M. Machado, C. Delarmelina, G. M. Figueira, M. C. T. Duarte, V. L. G. Rehder (2004) Composition and antimicrobial activity of essential oils from aromatic plants used in Brazil. 275-280. https://doi.org/10.1590/S1517-83822004000300001

K. Satoh, Y. Ida, H. Sakagami, T. Tanaka, S. Fujisawa (1998) Effect of antioxidants on radical intensity and cytotoxic activity of eugenol. 18(3A), 1549-1552.

S. G. Silva, R. A. da Costa, M. S. de Oliveira, J. N. da Cruz, P. L. B. Figueiredo, D. dS. B Brasil (2019) Chemical profile of Lippia thymoides, evaluation of the acetylcholinesterase inhibitory activity of its essential oil, and molecular docking and molecular dynamics simulations. https://doi.org/10.1371/journal.pone.0213393

F. Topal, I. Gulcin, A. Dastan, M. Guney (2017) Novel eugenol derivatives: Potent acetylcholinesterase and carbonic anhydrase inhibitors. 94, 845-851. https://doi.org/10.1016/j.ijbiomac.2016.10.096

M. Ulanowska, B. Olas (2021) Biological Properties and prospects for the application of eugenol—A review. 22(7). https://doi.org/10.3390/ijms22073671

J. M. Viveros-Paredes, R. E. González-Castañeda, J. Gertsch, V. Chaparro-Huerta, R. I. López-Roa, E. Vázquez-Valls, M. E. Flores-Soto (2017) Neuroprotective Effects of β-caryophyllene against dopaminergic neuron injury in a murine model of Parkinson's disease induced by MPTP. https://doi.org/10.3390/ph10030060

G. Wang, W. Ma, J. Du (2018) eta -Caryophyllene (BCP) ameliorates MPP+ induced cytotoxicity. 103, 1086-1091. https://doi.org/10.1016/j.biopha.2018.03.168

L. Ye, J. Zhang, W. Xiao, S. Liu (2020) Efficacy and mechanism of actions of natural antimicrobial drugs. 216, 107671. https://doi.org/10.1016/j.pharmthera.2020.107671

M. Zahin, N. A. Bokhari, I. Ahmad, F. M. Husain, A. S. Althubiani, M. W. Alruways, M. Shalawi (2021) Antioxidant, antibacterial, and antimutagenic activity of Piper nigrum seeds extracts. 28(9), 5094-5105. https://doi.org/10.1016/j.sjbs.2021.05.030

M. D. G. B. Zoghbi, R. A. Pereira, G. D. S. L. D. Lima, M. D. N. D. C. Bastos (2014) Variation of essential oil composition of Tapirira guianensis Aubl. (Anacardiaceae) from two sandbank forests, north of Brazil. 37, 1188-1192. https://doi.org/10.5935/0100-4042.20140197

Chemical Constitution and Bioactivity of the Essential Oil from the Leaves  of Tapirira Guianensis Aubl

Downloads

Published

2024-01-10

How to Cite

Chemical Constitution and Bioactivity of the Essential Oil from the Leaves of Tapirira Guianensis Aubl. (2024). London Journal of Medical and Health Research, 23(14), 19-29. https://journalspress.uk/index.php/LJMHR/article/view/551