Laelia furfuracea Lindl.: an Endemic Mexican Orchid with Anticoagulant Activity
DOI:
https://doi.org/10.29356/jmcs.v66i1.1588Keywords:
Phenolic compounds, clotting times, thrombin, UPLC-ESI-MS-qTOFAbstract
Abstract. Laelia furfuracea is an endemic orchid from Mexico, with antioxidant activity. The objective of this study was to evaluate the effect of hydroethanolic extract and fractions obtained from the orchid leaves on the clotting times of patients with venous thromboembolic disease (VTD) and to identify their tentative compounds. The anticoagulant activity was evaluated by determining prothrombin (PT), thrombin (TT) and, activated partial thromboplastin (APTT) times. Identification of the compounds was carried out using a chromatographic technique with an ultra-high-performance liquid chromatographic analyzer coupled with electrospray ionization with quadrupole time of flight-mass-mass spectrometry. The extract prolonged the clotting times depending on the concentration-response (5-60 mg / mL); 25 mg/mL prolonged the PT (33.2 ± 2.3 s) and TT (33.1 ± 0.3 s); and APTT (61.8 ± 3.4 s) at a concentration of 15 mg/mL. The main groups tentatively identified were xanthine, carboxylic acid, amino acid, and phenolic compounds. These compounds or the synergy between them prolong clotting times. Laelia furfuracea is an orchid with research potential in the search for new anticoagulant agents.
Resumen. Laelia furfuracea es una orquídea endémica de México, la cual posee actividad antioxidante. El objetivo de este estudio fue evaluar el efecto del extracto hidroetanólico y fracciones obtenidas de hojas de la orquídea sobre los tiempos de coagulación de pacientes con enfermedad tromboembólica venosa (ETV) e identificar sus posibles compuestos. La actividad anticoagulante se evaluó determinando los tiempos de protrombina (TP), trombina (TT) y tromboplastina parcial activada (TTPA). La identificación de los compuestos se realizó usando una técnica cromatográfica con un analizador cromatográfico líquido de Ultra Alta Resolución con Ionización por electroespray acoplado a espectrometría de masas con Cuadrupolo y Tiempo de Vuelo. El extracto prolongó los tiempos de coagulación dependiente de la concentración-respuesta (5-60 mg/mL); 25 mg/mL prolongó el TP (33.2±2.3 s) y TT (33.1±0.3 s); y TTPA (61.8±3.4 s) a una concentración de 15 mg/mL. Los principales grupos de posibles compuestos identificados fueron xantina, ácido carboxílico, aminoácido y compuestos fenólicos. Estos compuestos o la sinergia entre ellos prolongan los tiempos de coagulación. Laelia furfuracea es una orquídea con potencial en investigación para la búsqueda de nuevos agentes anticoagulantes.
Downloads
References
Bijak, M.; Saluk, J.; Szelenberger, R.; Nowak, P. Chem.-Biol. Interact. 2016, 257, 35-45. DOI: org/10.1016/j.cbi.2016.07.022 0009-2797 DOI: https://doi.org/10.1016/j.cbi.2016.07.022
Zhang, H. ; Tsao, R. Curr. Opin. Food Sci. 2016, 8, 33-42. DOI: org/10.1016/j.cofs.2016.02.002 DOI: https://doi.org/10.1016/j.cofs.2016.02.002
Scalbert, A.; Johnson, I. T.; Saltmarsh, M. Am J Clin Nutri. 2005, 81, 215S–217S. DOI: 10.1093/ajcn/81.1.215s. DOI: https://doi.org/10.1093/ajcn/81.1.215S
Zern, T. L.; Fernandez, M. L.; J. Nutr. 2005, 135, 2291–2294. DOI:10.1093/jn/135.10.2291. DOI: https://doi.org/10.1093/jn/135.10.2291
Majewska, W. M.; Czeczot, H. Pol. Merkuriusz Lek. 2012, 32, 4-50.
Zong, S.; Ji, J.; Li, J.; Yang, Q. H.; Ye, M. J. Food Drug. Anal. 2017, 25, 837–844. DOI: 10.1016/j.jfda.2016.08.011. DOI: https://doi.org/10.1016/j.jfda.2016.08.011
Bijak, M.; Ponczek, M. B.; Nowak, P. Int. J. Biol. Macromol. 2014, 65, 129–135. DOI: 10.1016/j.ijbiomac.2014.01.023. DOI: https://doi.org/10.1016/j.ijbiomac.2014.01.023
Kee, N. L. A.; Mnonopi, N.; Davids, H.; Naud, R. J.; Frost, C. L. Afr. J. Biotechnol. 2008, 7, 217-223.
Jiang, F.; Dusting, G. J. Curr. Vasc. Pharmacol. 2003, 1, 135-156. DOI: https://doi.org/10.2174/1570161033476736
Zhang, S.; Yin, T.; Ling, X.; Liang, H.; Zhao, Y. Electrophoresis. 2008, 29, 3391–3397. DOI: 10.1002/elps.200800174. DOI: https://doi.org/10.1002/elps.200800174
Liu, L.; Ma, H.; Yang, N.; Tang, Y.; Guo, J.; Tao, W.; & Duan, J. Thromb. Res. 2010, 126, e365–e378. DOI: 10.1016/j.thromres.2010.08.006. DOI: https://doi.org/10.1016/j.thromres.2010.08.006
Alvarado, A.; Iván, M. Universidad Médica. 2013, 54, 338-352. DOI: https://doi.org/10.11144/Javeriana.umed54-3.fcnc
Adams, R. L.; Bird, R. J. Nephrology. 2009, 1, 462-470. DOI: https://doi.org/10.1111/j.1440-1797.2009.01128.x
Hossain, M. M. Fitoterapia. 2011, 82, 102-140. DOI: 10.1016/j.fitote.2010.09.007. DOI: https://doi.org/10.1016/j.fitote.2010.09.007
Cruz-García, G.; Solano, R.; Lagunez-Rivera, L. Rev. Bras. Farmacogn. 2014, 24, 153–158. DOI: 10.1016/j.bjp.2014.03.002 DOI: https://doi.org/10.1016/j.bjp.2014.03.002
Cox, L. D. T. Bioagrociencias. 2013, 6, 4-7.
He, X.; Wang, X.; Fang, J.; Zhao, Z.; Huang, L.; Guo, H.; Zheng, X. J. Ethnopharmacol. 2017, 195, 20–38. DOI:org/10.1016/j.jep.2016.11.026 DOI: https://doi.org/10.1016/j.jep.2016.11.026
Halbinger, F.; Soto, M. Orquídea, México. 1997. 15:1-160.
Hernández, F. UNAM, México. 1959, 375.
Yoshikawa, M.; Murakami, T.; Kishi, A.; Sakurama, T.; Matsuda, H.; Nomura, M.; Kubo, M. Chem. Pharma. Bull. 1998, 46, 886-888. DOI:10.1248/cpb.46.886. DOI: https://doi.org/10.1248/cpb.46.886
Juan, L. I.; Shunxiang, L. I.; Huang, D.; Zhao, X.; Cai, G. Reviews. 2011, 29, 74-79. DOI:103981/j.issn.1000-7857.2011.18.012.
Fan, C.; Wang, W.; Wang, Y.; Qin, G.; Zhao, W. Phytochemistry. 2001, 57, 1255–1258. DOI:org/10.1016/S0031-9422(01)00168-6. DOI: https://doi.org/10.1016/S0031-9422(01)00168-6
Wang, Y.; Liu, J. J.; Li, Q.; Wang, Y.T.; Wang, C. M. Biotechnol. Lett. 2015, 37, 1–8. DOI: https://doi.org/10.1007/s10529-014-1647-6
Lu, B.; Xu, Y. M.; Zhang, H. M.; Li, T. J.; Qiu, Y. Pharm. J. Chin. Peoples Lib. Army. 2005, 21, 330–332.
Jímarez-Montiel, M.; UNAM, México. 2009, 30-43.
Vergara-Galicial, J.; Castillo-España, P.; Villalobos-Molina, R.; Estrada-Soto, S. J. Appl. Pharm. Sci. 2013, 3, 034-037.
Vergara-Galicia, J.; Ortiz-Andrade, R.; Rivera-Leyva, J.; Castillo-España, P.; Ibarra, M. B.; Villalobos-Molina, R.; Ibarra-Barajas, M.; Gallardo-Ortiz, I.; Estrada-Soto, S. Fitoterapia. 2010, 81, 350-357. DOI:org/10.1016/j.fitote.2009.10.009 DOI: https://doi.org/10.1016/j.fitote.2009.10.009
Aguirre-Crespo, F.; Castillo-España, P.; Villalobos-Molina, R.; López-Guerrero, J. G.; Estrada-Soto, S. Pharm. Biol. 2005, 43, 540-546. DOI: https://doi.org/10.1080/13880200500220839
Vergara-Galicia, J.; Ortiz-Andrade, R.; Castillo-España, P.; Ibarra-Barajas, M.; Gallardo-Ortiz, I.; Villalobos-Molina, R.; Estrada-Soto, S. Vasc. Pharmacol. 2008, 49, 26-31. DOI: 10.1016/j.vph.2008.04.002. DOI: https://doi.org/10.1016/j.vph.2008.04.002
Solano, R.; Huerta-Espinoza, H.; Cruz-García, G.; Ortíz-Rivero, F Phytotaxa. 2019, 402, 232. DOI:10.11646/phytotaxa.402.5.2. DOI: https://doi.org/10.11646/phytotaxa.402.5.2
Halbinger, F.; Soto, M. Orquídea. 1997, 15,1-160. DOI: https://doi.org/10.1016/S0734-9750(97)88192-X
López-Pérez, A.; Barragán-Zárate, G. S.; Lagunez-Rivera, L.; Solano, R. Journal CIM. 2016, 4, 605–610.
https://es.worldthrombosisday.org/. accessed in March 2021.
Martínez-Murillo, C.; Aguilar-Arteaga, M. L.; Velasco-Ortega, E.; Alonso-González, R.; Castellanos-Sinco, H.; Romo-Jiménez, A.; Vargas-Ruíz, A.; Torres-Arreola, L.; Viniegra-Osorio, A. Rev. Med. Inst. Mex. Seguro Soc. 2011, 49, 437-449.
Mousa, S. A., in: Drug Discovery and Evaluation: Pharmacological Assay, Vol. 1, Franz, J., Ed., Springer, Berlin, 2015, 1-8. DOI: 10.1007/978-3-642-27728-3_151-1. DOI: https://doi.org/10.1007/978-3-642-27728-3_150-1
Sayajit, D. S.; Zahid, L.; Alexander, I. G. Natural Products isolation. Ed. HUMANA PRESS. 2006, 48-52.
Mohammad, A. H.; Khulood, A. S.; Zawan, H.; Afaf, M. W.; Qasim, A. l. R. Asian Pac. J Trop. Biomedic. 2013, 3, 705-710.
Barragán-Zárate, G.S.; Lagunez-Rivera, L.; Solano, R.; Pineda-Peña, E. A.; Landa-Juárez, A. J.; Chávez-Piña, A. E.; Carranza-Álvarez, C.; Hernández-Benavidez, D. M. J. Ethnopharmacol. 2020, 253. DOI: 10.1016/j.jep.2020.112632 DOI: https://doi.org/10.1016/j.jep.2020.112632
Srinivasulu, C.; Ramgopal, M.; Ramanjaneyulu, G.; Anuradha, C. M.; Suresh, K. G. Biomed. Pharmacother. 2018, 108, 547-557. DOI: org/10.1016/j.biopha.2018.09.069
Huang, L.; Lin, C.; Li, A.; Wei, B.; Teng, J.; Li, L. Nat. Prod. Commun. 2010, 5,1263-1266. DOI: https://doi.org/10.1177/1934578X1000500824
Cheemanapalli, S.; Mopuri, R.; Golla, R.; Anuradha, C. M. Biomed. Pharmacother. 2018, 108, 547–557. DOI: org/10.1016/j.biopha.2018.09.069 DOI: https://doi.org/10.1016/j.biopha.2018.09.069
Shahzad, S.; Mateen, S.; Naeem, S. S.; Rizvi, W. Eur. J. Pharmacol. 2019, 849, 135–145. DOI: org/10.1016/j.ejphar.2019.01.056 DOI: https://doi.org/10.1016/j.ejphar.2019.01.056
Kakkar, S.; Bais, S. ISRN Pharmacol. 2014, 1–9. DOI:10.1155/2014/952943. DOI: https://doi.org/10.1155/2014/952943
https://pubchem.ncbi.nlm.nih.gov/compound/72. accessed in September 2021.
Campos, E. M., Stehle, P.; Simon, M. C. Nutrients. 2019, 11, 2260. DOI: 10.3390/nu11102260 DOI: https://doi.org/10.3390/nu11102260
Kim, D. C.; Ku, S. W.; Bae, J. S. BMB Reports. 2012, 45, 221–226. DOI: org/10.5483/BMBRep.2012.45.4.221. DOI: https://doi.org/10.5483/BMBRep.2012.45.4.221
https://pubchem.ncbi.nlm.nih.gov/compound/Rosmarinic-acid. accessed in September 2021.
Popov, A. M.; Osipov, A. N.; Korepanova, E. A.; Krivoshapko, O. N.; Artyukov, A. A. Biophysics. 2013, 58, 607–615. DOI:10.1134/s0006350913050126. DOI: https://doi.org/10.1134/S0006350913050126
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:50371, accessed in February 2021.
Lin, Z.; Fang, Y.; Huang, A.; Chen, L.; Guo, S.; Chen, J. Pharm. Biol. 2014, 52, 1429-1434. DOI: 10.3109/13880209.2014.895019. DOI: https://doi.org/10.3109/13880209.2014.895019
Shi, Z. H.; Li, N. G.; Tang, Y. P.;Wei, L.; Lian, Y.; Yang, J. P.; Hao, T.; Duan, J. A. Eur. J. Med. Chem. 2012, 54, 210-222. DOI: https://doi.org/10.1016/j.ejmech.2012.04.044
Yin, Z.; Zhang, Y.; Zhang, J; Wang, J.; Kang, W. Chem. Cent. J. 2018, 12, 126. DOI: 10.1186/s13065-018-0490-6.43. DOI: https://doi.org/10.1186/s13065-018-0490-6
Khouya, T.; Ramchoun, M.; Hmidani, A.; Amrani, S.; Harnafi, H.; Benlyas, M.; Alem, C. Asian P. J. Trop. Biomed. 2015, 5, 636–644. DOI: 10.1016/j.apjtb.2015.05.011. DOI: https://doi.org/10.1016/j.apjtb.2015.05.011
https://www.ebi.ac.uk/chembl/compound_report_card/CHEMBL1414/, accessed in February 2021
https://www.ebi.ac.uk/chembl/compound_report_card/CHEMBL37537/, accessed in February 2021
https://www.ebi.ac.uk/chembl/compound_report_card/CHEMBL324842/, accessed in February 2021.
https://www.ebi.ac.uk/chembl/compound_report_card/CHEMBL487017/, accessed in February 2021.
Pawlaczyk, I. G. Biol. Macromol. 2018, 1-38. DOI: 10.1016/j.ijbiomac.2018.05.101. DOI: https://doi.org/10.1016/j.ijbiomac.2018.05.101
Pereira, B.; Brazón, J. J. Ethnopharmacol. 2015, 160, 6–13. DOI: org/10.1016/j.jep.2014.11.022. DOI: https://doi.org/10.1016/j.jep.2014.11.022
Nsimba, M. M.; José, N. L.; Yumiko, H.; Chika, Y.; Toshiyuki, K. . J. Ethnopharmacol. 2013, 148, 895–900. DOI: org/10.1016/j.jep.2013.05.038. DOI: https://doi.org/10.1016/j.jep.2013.05.038
Pawlaczyk, I.; Czerchawski, L.; Pilecki, W.; Lamer, E. Z.; Gancarz, R. Carbohydr. Polym. 2009, 77, 568–575. DOI: org/10.1016/j.carbpol.2009.01.030. DOI: https://doi.org/10.1016/j.carbpol.2009.01.030
Virgós, S. B.; Nebra, P. A. C.; Suárez, P. M. A.; Cornudella, L. R.; Portero, P. P. Hipertensión y Riesgo Vascular. 2008, 25, 4–8. DOI: 10.1016/s1889-1837(08)71724-0. DOI: https://doi.org/10.1016/S1889-1837(08)71724-0
Correia, D. S. M.; Sousa, E.; Duarte, B.; Marques, F.; Cunha, R. L. M.; Pinto, M. M. M. Eur. J. Med. Chem. 2011, 46, 2347–2358. DOI: org/10.1016/j.ejmech.2011.03.016. DOI: https://doi.org/10.1016/j.ejmech.2011.03.016
Bjelakovic, G.; Stojanovic, I.; Bjelakovic, G.; Pavlovic, G.; Kocic, G.; Dakovic, A. M. Facta Univ. Ser. Med. Biol. 2002, 9, 201-206.
Bijak, M.; Joanna, S.; Pawel, N. Drug. Res. 2018, 75, 533-544.
Lis, B.; Jędrejek, D.; Stochmal, A.; Olas, B. Food Res. Int. 2018, 107, 605–612. DOI: 10.1016/j.foodres.2018.03.012. DOI: https://doi.org/10.1016/j.foodres.2018.03.012
Olas, B.; Zuchowski, J.; Lis, B.; Skalski, B.; Kontek, B.; Grabarczyk, L.; Stochmal, A. Food Chem. 2018, 247, 39-45. DOI: 10.1016/j.foodchem.2017.12.010. DOI: https://doi.org/10.1016/j.foodchem.2017.12.010
Curin, Y.; Ritz, M.; Andriantsitohaina, R. Cardiovasc. Hematol. Agents Med. Chem. 2006, 4, 277–288. DOI: 10.2174/187152506778520691. DOI: https://doi.org/10.2174/187152506778520691
McMichael, M.; Anim. Med. 2012, 27, 40-45. DOI: https://doi.org/10.1053/j.tcam.2012.07.005
Faggio, C.; Sureda, A.; Morabito, S.; Sanches-Silva, A.; Mocan, A.; Nabavi, S. F.; Nabavi, S. M. Eur. J. Pharmacol. 2017, 807, 91–101. DOI: 10.1016/j.ejphar.2017.04.009. DOI: https://doi.org/10.1016/j.ejphar.2017.04.009
López, J. A.; Rocha, H. A. O.; Rocha, H. A. O.; Almeida, M. D. G. J. Med. Food. 2019, 22, 384–392. DOI:org/10.1089/jmf.2018.0141. DOI: https://doi.org/10.1089/jmf.2018.0141
Pawlaczyk, I.; Czerchawski, L.; Kuliczkowski, W.; Karolko, B.; Pilecki, W.; Witkiewicz, W.; Gancarz, R. Thromb. Res. 2011, 127, 328–340. DOI: 10.1016/j.thromres.2010.11.03. DOI: https://doi.org/10.1016/j.thromres.2010.11.031
Shobharani, P.; Nanishankar, V. H.; Halami, P. M.; Sachindra, N. M. Int. J. Biol. Macromol. 2014, 65, 542–548. DOI:10.1016/j.ijbiomac.2014.02.005. DOI: https://doi.org/10.1016/j.ijbiomac.2014.02.005
Downloads
Published
Issue
Section
License
Copyright (c) 2021 Luicita Lagunez Rivera, Abimael López Pérez, Jesús Hernández Juárez, Rodolfo Solano, Pedro Antonio Hernández Cruz
This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
Authors who publish with this journal agree to the following terms:
- Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution License that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal.
- Authors are able to enter into separate, additional contractual arrangements for the non-exclusive distribution of the journal's published version of the work (e.g., post it to an institutional repository or publish it in a book), with an acknowledgement of its initial publication in this journal.
