Chemical composition of essential oil of Piper multiplinervium C. DC. from Pacific Colombian
DOI:
https://doi.org/10.18636/riutch.v34i2.795Keywords:
Aromatic plants, Characterization by chromatography, PiperaceaeAbstract
Introduction: The essential oil of leaves from Piper multiplinervium C. DC, collected in the Colombian Pacific region,has an unknown chemical composition. Objective: To identify the chemical compounds on the essential oil of leaves from Piper multiplinervium C. DC. Materials and methods: This essential oil was obtained througt hydrodistillation assisted by microwave radiation (MWHD), and it was analyzed by gas chromatography-mass spectrometry (GC-MS). Results: The essential oil from P. multiplinervium identified is the sesquiterpenoid’s type (59.1%); this composition was represented by sesquiterpene hydrocarbons (39.4%) and their oxygenated derivatives (19.7%). The major constituents of the essential oil remain within this group of compounds, which are β-elemeno (8.7%), trans- β -caryophyllene (5.3%) and caryophyllene oxide (4.1%), and α-selinene (3.8%) and β -selinene (3.4%). Conclusions: The identified compounds make this plant a promising for biological activity.
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References
Adams RP. 2004. Identification of essential oil components by gas chromatography/mass spectrometry. 4th ed. Carol Stream: Allured Publishing Corporation.
Brazão MA, Brazão FV, Maia JGS, Monteiro MC. 2014. Anti- bacterial activity of the Piper aduncum oil and dillapiole, its main constituent, against multidrug-resistant strains. Boletín Latinoamericano y del Caribe de Plantas Medici- nales y Aromáticas. 13 (6): 517-26. Disponible en: https:// bit.ly/2FLEQlc
Celis A, Mendoza C, Pachón M, Cardona J, Delgado W, Cuca LE. 2008. Extractos vegetales utilizados como biocontroladores con énfasis en la familia Piperaceae. Una revisión. Agro- nomía Colombiana 26 (1): 97-105. Disponible en: https:// www.redalyc.org/articulo.oa?id=180314729012
Cıcero-Bezerra F, Sousa Filho JT, de Oliveira Souza LE, Silveira JA, de Andrade Uchoa DE, Rocha Silveira E, et al. 2007. Piplartine, an amide alkaloid from Piper tuberculatum, presents anxiolytic and antidepressant effects in mice. Phytomedicine. 14 (9): 605-12. Disponible en: https:// www.ncbi.nlm.nih.gov/pubmed/17399971
De Almeida JGL, Silveira ER, Pessoa ODL, Nunes EP. 2009. Essential oil composition from leaves and fruits of Piper divaricatum G. Mey. J Essent Oil Res. 21 (3): 228-30. Disponible en: https://doi.org/10.1080/10412905.20 09.9700155
Delgado AW, Cuca LE. 2007. Composición química del aceite esencial de los frutos de Piper hispidum. Revista Productos Naturales 1 (1): 5-8.
Dias dos Santos PR, de Lima Moreira D, Guimarães EF, Coelho Kaplan MA. 2001. Essential oil analysis of 10 Piperaceae species from the Brazilian Atlantic forest. Phytochem. 58 (4): 547-51. Disponible en: https://doi.org/10.1016/ S0031-9422(01)00290-4
Forero E, Gentry A. 1989. Lista anotada de las plantas del Departamento del Chocó, Colombia. Bogotá: Instituto de Ciencias Naturales, Universidad Nacional de Colombia; p. 11-121.
García H. 1992. Flora medicinal de Colombia: botánica médica. Tomo I. 2a ed. Bogotá: Tercer Mundo; p. 222.
Joulain D, König W. 1998. The Atlas of Espectral Data of Ses- quiterpene Hydrocarbons. New York: American Chemical Society and American Society of Pharmacognosy; 661 pp.
López-Barreiro M, García Hernández AI, Boucourt Rodríguez E, Morejón Rodríguez Z. 2014. Toxicidad aguda tópica e irri- tabilidad dérmica de la decocción de hojas de Piper auritum Kunth (caisimón de anís). Rev Cubana Plant Med. 19 (4): 443-50. Disponible en: http://scielo.sld.cu/scielo.php?s- cript=sci_arttext&pid=S1028-47962014000400015
Martins AP, Salgueiro L, Vila R, Tomi F, Cañigueral S, Casano- va J, et al. 1998. Essential oils from four Piper species. Phytochem. 49 (7): 2019-23. Disponible en: https:// www.sciencedirect.com/science/article/abs/pii/ S0031942298003914
Mesa AM, Toro JF, Cardona F, Blair S. 2012. Actividad antiplas- modial y citotóxica de extractos etanólicos de especies de género Piper. BLACPMA. 11 (2): 154-62. Disponible en: https://bit.ly/2HNXECT
Pino N, Bueno JG, Zapata B, Stashenko E, Mesa AC, Montiel J, et al. 2007. Actividad in vitro anti-candida y anti-aspergillus de aceites esenciales de plantas de la familia Piperaceae. Scientia et Technica. 1 (33): 247-9. Disponible en: https:// dialnet.unirioja.es/servlet/articulo?codigo=4813768
Pino N. 2009. Plantas útiles en el departamento del Chocó. Parte I: Extractos. Medellín: Editorial Uryco; 312 pp.
Pino N, Yurgaky T, Cuesta J. 2005. Aspectos botánicos y química preliminar de seis especies del género Piper usadas como medicinales en el municipio de Quibdó-Chocó. Revista Institucional Universidad Tecnológica del Chocó. 23 (2): 20-5.
Pino N, Valois H. 2004. Etnobotánica de cuatro comunidades negras del municipio de Quibdó, Chocó, Colombia. Lyo- nia. 7 (2): 61-9. Disponible en: https://www.lyonia.org/ viewarticle-312
Rangel-Ch O, Rivera-Díaz O. 2004. Diversidad y riqueza de espermatofitos en el Chocó Biogeográfico. En: Rangel-Ch O. Colombia Diversidad Biótica IV. El Chocó Biogeo- gráfico/Costa Pacífica. Bogotá: Instituto de Ciencias Naturales, Universidad Nacional de Colombia. pp. 83-104. Disponible en: https://www.academia.edu/5909784/ Diversidad_y_riqueza_de_espermat%C3%B3fi- tos_en_el_Choc%C3%B3_Biogeogr%C3%A1fico
Reigada JB, Tcacenco CM, Andrade LH, Kato MJ, Porto ALM, Lago JG. 2007. Chemical constituents from Piper margi- natum Jacq. (Piperaceae) antifungal activities and kinetic resolution of (RS) marginatumol by Candida antarctica lipase (Novozym 435). Tetrahedron: Asymmetry. 18 (9): 1054-8. Disponible en: https://doi.org/10.1016/j.teta- sy.2007.05.006
Rodrigues-Silva D, Baroni S, A. Svidzinski E, Bersani-Amado CA, Cortez DA. 2008. Anti-inflammatory activity of the extract, fractions and amides from the leaves of Piper ovatum Vahl (Piperaceae). J Ethnopharmacol. 116 (3): 569-73. Disponible en: https://www.ncbi.nlm.nih.gov/ pubmed/18289815
Rüegg T, Calderón AI, Queiroz EF, Solís PN, Marston A, Rivas F, et al. 2006. 3-Farnesyl-2-hydroxybenzoic acid is a new anti-Helicobacter pylori compound from Piper multiplin- ervium. J Ethnopharmacol. 103 (3): 461-7. Disponible en: https://www.ncbi.nlm.nih.gov/pubmed/16266794
Stashenko EE, Jaramillo BE, Martínez JR. 2004. Comparison of different extraction methods for the analysis of volatile secondary metabolites of Lippia alba (Mill.) N.E. Brown, grown in Colombia, and evaluation of its in vitro antioxi- dant activity. J Chromatog A. 1025 (1): 93-103. Disponible en: https://www.sciencedirect.com/science/article/ pii/S0021967303019307
Tangarife-Castaño V, Correa-Royero JB, Roa-Linares V, Pi- no-Benitez N, Betancur-Galvis LA, Durán DC, et al. 2014. Anti-dermatophyte, anti-Fusarium and cytotoxic activity of essential oils and plant extracts of Piper genus. Journal of Essential Oil Research. 1-7. Disponible en: https://bit. ly/2HQd8Gy
Vila R, Milo B, Tomi F, Casanova J, Ferro EA, Cañigueral S. 2001. Chemical composition of the essential oil from the leaves of Piper fulvescens, a plant traditionally used in Paraguay. J Ethnopharmacol. 76 (1): 105-7. Disponible en: https://www.ncbi.nlm.nih.gov/pubmed/11378290
Wang G, Li X, Huang F, Zhao J, Ding H, Cunningham C, et al. 2005. Antitumor effect of β-elemene in non-small-cell lung cancer cells is mediated via induction of cell cycle arrest and apoptotic cell death. Cell Mol Life Sci. 62 (7-8): 881-93. Disponible en: https://www.ncbi.nlm.nih.gov/ pubmed/15868411
Peng X, Zhao Y, Liang X, Wu L, Cui S, Guo A, et al. 2006. Assessing the quality of RCTs on the effect of β-elemene, one ingredient of a Chinese herb, against malignant tumors. Contemp Clin Trials. 27 (1): 70-82. Disponible en: https:// www.ncbi.nlm.nih.gov/pubmed/16243588
Xu L, Tao S, Wang X, Yu Z, Wang M, Chen D, et al. 2006. The synthesis and anti-proliferative effects of β-elemene deri- vatives with mTOR inhibition activity. Bioorg Med Chem. 14 (15): 5351-6. Disponible en: https://www.ncbi.nlm. nih.gov/pubmed/16617020
Yao Y-Q, Ding X, Jia Y-C, Huang C-X, Wang Y-Z Y, Xu Y-H. 2008a. Anti-tumor effect of β-elemene in glioblastoma cells depends on p38 MAPK activation. Cancer Lett. 264 (1): 127-34. Disponible en: https://doi.org/10.1016/j. canlet.2008.01.049
Yao YQ, Xu YH, Lu J, Zhou HY, Wang YZ. 2008b. Effect of P38 MAPK on elemene-induced cell cycle arrest in C6 glioblastoma cells.
Zhonghua Yi Xue Za Zhi. 88 (1): 56-8. Disponible en: https://www.ncbi.nlm.nih.gov/pub- med/18346382
Zhao J, Li QQ, Zou B, Wang G, Li X, Kim JE, et al. 2007. In vitro combination characterization of the new anticancer plant drug beta-elemene with taxanes against human lung carcinoma. Int J Oncol. 31 (2): 241-52. Disponible en: https://www.ncbi.nlm.nih.gov/pubmed/17611679