VASCULAR MECHANISMS OF TRITERPENOID SAPONINS ISOLATED FROM Passiflora quadrangularis L.

Keywords: Passiflora, oleanane triterpenes, saponins, aortic rings, vasoconstriction, antihypertensive

Abstract

Background: Passiflora quadrangularis L. has antihypertensive and anxiolytic properties observed in experimental models. Objectives: The aim of this work was to establish the vascular effects exerted by two known monodesmosidic triterpene saponins, 3-O-β-D-glucopyranosyloleanolic acid (Compound 1) (not previously described for this plant) and, 3-O-[β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl] oleanolic acid (Compound 2), isolated from the ethanolic extract of Passiflora quadrangularis L. leaves. Methods: The structural elucidation was achieved by Nuclear Magnetic Resonance (NMR) experiments and High-Resolution Mass Spectrometry (HRMS). Aortic rings from Wistar rats, previously stimulated with phenylephrine (PE, 1µM) and washed, were exposed to cumulatively concentrations of compound 1 and compound 2 (10 to 400 µM). Ethanolic extract from leaves of P. quadrangularis L. (10 to 320 µg/mL) and clonidine (1nM to 100µM) were also used for comparison. Concentration-response curves of compounds 1 and 2 were examined in presence and absence of: endothelium, the alpha-2 antagonist yohimbine (1 and 100 µM), the alpha non-selective antagonist phentolamine (1µM), the alpha-1 antagonist prazosin (1µM) and the calcium channel blocker verapamil (10 and 100 µM). In addition, a cumulative response curve of acetylcholine (ACh, 10nM to 10µM) and sodium nitroprusside (SNP, 1nM to 100µM) were assayed in rings precontracted with compounds 1 and 2 (400 µM). Results: Compounds 1 and 2 elicited a vasoconstriction response in intact aorta rings in a similar way (pEC50: 3.92±0.01 and 4.09±0.01, respectively), the effect that did not change in denuded rings (pEC50: 3.90±0.01 and 4.11±0.01). The potency order (pEC50) of compounds 1 and 2 decreased according to the following: verapamil (3.53±0.01 and 3.90±0.02; p<0.05) < yohimbine (3.65±0.01 and 3.94±0.02; p<0.05) < prazosin (3.86±0.01 and 4.30±0.02) < phentolamine (4.05±0.02 and 4.05±0.01). SNP but not ACh, was able to decrease the vasopressor effect of compounds 1 and 2 (pIC50: 8.61±0.01 and 8.24 ± 0.15, respectively). Conclusions: Compounds 1 and are key metabolites responsible for the ex vivo vasoconstrictor response induced by P. quadrangularis L. Activation of voltage-dependent calcium channels and/or α2-adrenergic receptors stimulation could be mechanisms implicated.

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Author Biographies

Mario Francisco Guerrero Pabón, National University of Colombia,

Pharmacology Area, Department of Pharmacy, Faculty of Sciences.

Lesly L Bareño, Universidad Nacional de Colombia, Sede Bogotá

Pharmacology Section, Pharmacy Department, Faculty of Sciences.

Pilar Puebla, University of Salamanca

Pharmaceutical Sciences Department, Faculty of Pharmacy, Universidad de Salamanca, Salamanca, Spain.

Arturo San Feliciano, Universidad de Salamanca

Pharmaceutical Sciences Department, Faculty of Pharmacy, Universidad de Salamanca, Salamanca, Spain

References

Ocampo J, Coppens G, Jarvis A. Distribution of the Genus Passiflora L. Diversity in Colombia and Its Potential as an Indicator for Biodiversity Management in the Coffee Growing Zone. Diversity. 2010;2:1158-80. DOI: http://dx.doi.org/10.3390/ d2111158

Bareño LL, Puebla P, Guerra CM, San Feliciano A, Isaza G, Guerrero MF. Passiflora quadrangularis L. prevents experimental hypertension and vascular remodelling in rats exposed to nitric oxide deficit. Vitae. 2017;24(3):186–95. DOI: http://dx.doi. org/10.17533/udea.vitae.v24n4a04

de Castro PCF, Hoshino A, da Silva JC, Mendes FR. Possible anxiolytic effect of two extracts of Passiflora quadrangularis L. in experimental models. Phytother Res. 2007;21(5):481–4. DOI: https://doi.org/10.1002/ptr.2079

Sakalem ME, Negri G, Tabach R. Chemical composition of hydroethanolic extracts from five species of the Passiflora genus. Rev Bras Farmacogn. 2011;22(6):1219–32.DOI: http://dx.doi. org/10.1590/S0102-695X2012005000108

Costa GM, Gazola AC, Madóglio FA, Zucolotto SM, Reginatto FH, Castellanos L, et al. Vitexin derivates as chemical market in the differentation of the closely related species Passiflora alata curtis and Passiflora quadrangularis Linn. J Liq Chromatogr Relat Technol. 2013;36:1697–707.DOI: http://dx.doi.org/10.1080/108

2012.695316

Ingale AG, Hivrale AU. Pharmacological studies of Passiflora sp. and their bioactive compounds. African J Plant Sci. 2010;4(10):417–26. Available from: https://academicjournals.org/ article/article1380125484_Ingale%20and%20Hivrale.pdf

Orsini F, Pelizzoni F, Verotta L. Quadranguloside, a cycloartane triterpene glycoside from Passiflora quadrangularis. Phytochemistry. 1985;25(1):191–3. DOI: https://doi.org/10.1016/S0031- 9422(00)94527-8

Orsini F, Pellizzoni F, Ricca G, Verotta L. Triterpene glycosides related to quadranguloside from Passiflora quadrangularis. Phytochemistry. 1987;26(4):1101–5. DOI: http://dx.doi. org/10.1016/S0031-9422(00)82358-4

Dhawan K, Dhawan S, Sharma A. Passiflora: A review update. J Ethnopharmacol. 2004;94(1):1–23. DOI: http://dx.doi.org/10.1016/j.jep.2004.02.023

Kamibayashi T, Maze M. Clinical Uses of α 2-Adrenergic Agonists. Anesthesiology. 2000;93:1345–9. Available from: https://anesthesiology.pubs.asahq.org/article.aspx?articleid=1945301

Grześk E, Stolarek W, Wicińsk M, Szadujkis-Szadurska K, Malinowski B, Tejza B, et al. Effect of acetylcholine on

vascular smooth muscle contraction induced by phenylephrine, angiotensin II and mastoparan-7. Folia Medica Copernicana. 2014;2(3):98–101. Available from: https://journals.viamedica.pl/medical_research_ journal/article/view/40506/27925

Thornin E, Huang PL, Fishman MC, Bevan JA. Nitric oxide inhibits α2-adrenoceptor-mediated endothelium-dependent vasodilation. Circ Res. 1998;82(12):1323–9. DOI: 1. DOI: https://doi.org/10.1161/01.RES.82.12.1323

Rameshrad M, Babaei H, Azarmi Y, Fadaei D. Rat aorta as a pharmacological tool for in vitro and in vivo studies. Life Sci. 2016;145:190-204. DOI: http://dx.doi.org/10.1016/j.lfs.2015.12.043

Published
2020-09-02
How to Cite
Guerrero Pabón M. F., Bareño L. L., Puebla P., & San Feliciano A. (2020). VASCULAR MECHANISMS OF TRITERPENOID SAPONINS ISOLATED FROM Passiflora quadrangularis L. Vitae, 27(2). https://doi.org/10.17533/udea.vitae.v27n2a02
Section
Pharmacology and Toxicology