Nitola LY, Muñoz DR, Patiño OJ, Prieto JA

Language: Spanish
References: 22
Page: 1-10
PDF size: 107.85 Kb.

ABSTRACT

Introduction: The genus Piper, from the Piperaceae family, has great economic importance, due to its uses on a nutritional, industrial and medicinal level. The species in this genus are commonly known as peppers, and are characterized by a broad range of biological activities, including a neuroprotective effect associated with the treatment of neurodegenerative conditions such as Alzheimer's disease. Many of the species growing in Colombia have not been studied. Such is the case with Piper pesaresanum C. DC.
Objective: Carry out a chemical and biological characterization of the ethanolic extract of P. pesaresanum leaves by means of a bioguided phytochemical study and evaluate inhibitory activity on acetylcholinesterase.
Methods: A bioguided chemical study was conducted of the ethanolic extract of P. pesarenasum mature leaves to isolate and identify the substances responsible for inhibitory activity on acetylcholinesterase. Evaluation of inhibitory activity on acetylcholinesterase was based on direct autography using the Ellman method. Preliminary phytochemical screening was also performed by means of wet color and precipitation tests, and thin-layer chromatography.
Results: Preliminary phytochemical analysis suggests the presence of terpenes, steroids, phenols and coumarins. Evaluation of inhibitory activity on acetylcholinesterase revealed clear-cut inhibition areas in petroleum ether (PE) and chloroform (CHCl3) fractions. The bioguided phytochemical study led to isolation and identification of 4-methoxy-3.5-di(3'-methyl-2'-butenyl) benzoic acid for the first time in the study species.
Conclusions: Chemical study and evaluation of the biological activity of the species P. pesaresanum led to identification of 4-methoxy-3.5-di(3'-methyl-2'-butenyl) benzoic acid as one of the compounds responsible for inhibitory activity on acetylcholinesterase.

REFERENCES

1. Pohanka M. Inhibitors of Acetylcholinesterase and Butyrylcholinesterase Meet Immunity. Int J Mol Sci. 2014;15(6):9809-25.

2. Čolović MB, Krstić DZ, Lazarević-Pašti TD, Bondžić AM, Vasić VM. Acetylcholinesterase Inhibitors: Pharmacology and Toxicology. Curr Neuropharmacol. 2013;11(3):315-35.

3. Houghton PJ, Ren Y, Howes MJ. Acetylcholinesterase inhibitors from plants and fungi. Nat Prod Rep. 2006;23(2):181-99.

4. Pang YP, Brimijoin S, Ragsdale DW, Zhu KY, Suranyi R. Novel and viable acetylcholinesterase target site for developing effective and environmentally safe insecticides. Curr Drug Targets. 2012;13(4):471-82.

5. Polsinelli GA, Singh SK, Mishra RK, Suranyi R, Ragsdale DW, Pang YP, et al. Insectspecific irreversible inhibitors of acetylcholinesterase in pests including the bed bug, the eastern yellowjacket, German and American cockroaches, and the confused flour beetle. Chem Biol Interact. 2010;187(1-3):142-7.

6. Murray AP, Faraoni MB, Castro MJ, Alza NP, Cavallaro V. Natural AChE Inhibitors from Plants and their Contribution to Alzheimer's Disease Therapy. Curr Neuropharmacol. 2013;11(4):388-13.

7. Mukherjee PK, Kumar V, Mal M, Houghton PJ. Acetylcholinesterase inhibitors from plants. Phytomedicine. 2007;14(4):289-00.

8. Celis A, Mendoza C, Pachón M, Cardona J, Delgado W, Cuca L. Extractos vegetales utilizados como biocontroladores con énfasis en la familia Piperaceae. Agronomia Colombiana. 2008;26(1):97-06.

9. Nunkoo D, Mahomoodally M. Ethnopharmacological survey of native remedies commonly used against infectious diseases in the tropical island of Mauritius. J Ethnopharm.2012;143(2):548-64.

10. Zaa C, Valdivia M, Marcelo A. Efecto neuroprotector del extracto hidroalcohólico de Piper aduncum "matico" en un modelo in vitro de neurodegeneración. Rev Per Biol. 2012;19(3):249-56.

11. Plazas E. Estudio fitoquímico y Evaluación de actividad leishmanicida de la especie Piper hispidum Kunth. Tesis de maestría. Bogotá: Facultad de Ciencias, Departamento de Química, Universidad Nacional de Colombia; 2008; pp. 20-3.

12. Sanabria A. Análisis fitoquímico preliminar. Metodología y su aplicación en la evaluación de 40 plantas de la familia Compositeae. Bogotá: Facultad de Ciencias, Departamento de Farmacia, Universidad Nacional de Colombia; 1983.

13. Bilbao M. Investigación fitoquímica. Pereira: Universidad del Quindío. Facultad de Ciencias Básicas y tecnológicas. Programa de Química de Productos Vegetales; 1994.

14. Merck E. Reactivos de coloración para cromatografía en capa fina y en papel. Darmstadt. R. F. Alemania: Merck; 2000.

15. Rhee IK, Meent MV, Ingkaninan K, Veerporte R. Screening for acetylcholinesterase inhibitors from Amaryllidiaceae using silica gel thin-layerchromatography in combination with bioactivity staining. J Chromatogr A. 2001;915(1-2):217-23.

16. Orjala J, Erdelmier CAJ, Wright AD, Rali T, Sticher O. Five new prenylated phydroxybenzoic acid derivatives with antimicrobial and molluscicidal activity from Piper aduncum leaves. Planta Med. 1993;59(6):546-51.

17. Parmar VS, Jain SC, Bisht KS, Jain R, Taneja P, Jha A, et al. Phytochemistry of the genus Piper. Phytochemistry. 1997;46(4):597-73.

18. Navickiene HMD, Alécio AC, Kato MJ, Bolzani V da S, Young MC, Cavalheiro AJ, et al. Antifungal amides from Piper hispidum and Piper tuberculatum. Phytochemistry. 2000;55(6):621-6.

19. Marques JV, de Oliveira A, Young MCM, Kato MJ. Antifungal piperolides, coumarins, pyrones and amides from Piper species and synthetic analogs. Planta Med. 2008;74(9):84.

20. Correa YM, Palomino LR, Mosquera OM. Actividad antioxidante y antifúngica de piperaceaes de la flora colombiana. Rev Cubana Plant Med. 2015; 20(2):167-81.

21. Baldoqui DC, Kato MJ, Cavalheiro AJ, Bolzani V da S, Young MC, Furlan M. A chromene and prenylated benzoic acid from Piper aduncum. Phytochemistry. 1999;51(7):899-02.

22. Valencia D. Detección in vitro de inhibidores de la acetilcolinesterasa en plantas de la flora colombiana por el método de Ellman. Trabajo de Grado. Pereira: Facultad de Tecnologías, Escuela de Tecnología Química, Universidad Tecnológica de Pereira; 2015; pp. 43-54.