Metabolite profile of Passiflora mollisima leaf using UHPLC-ESI-MS and its potential anxiolytic activity in mice
DOI:
https://doi.org/10.17533/udea.vitae.v31n3a353723Keywords:
Tranquilizers, anxiolytic, apigenin, vitexin, diazepam, UHPLC-ESI-MS/MSAbstract
Background: Traditionally, extracts of Passiflora mollisima leaves are used as anxiolytics, but the existing metabolites are unknown.
Objectives: To identify by UHPLC-ESI-MS/MS some of the metabolites and the anxiolytic activity of the leaf extract.
Materials and Methods: The extract was subject to UHPLC-ESI-MS/MS analysis and administered intraperitoneally (VIP) to 4 groups of mice: G1: white group 0.1mL of saline solution, G2: positive control group 1mg Kg¯¹ of diazepam and to treatment groups, namely, G3 50 mg Kg¯¹ and G4 100 mg Kg¯¹ and anxiety levels were evaluated with the light/dark transition test for mice.
Results: Six flavone C-glycosides were tentatively identified, namely vicenin 2, lucenin 2, schaftoside, orientin, vitexin, and glucopyranosyl methyl luteolin. Lower levels of anxiety were observed in animals of groups G3 and G4 based on the number of transitions, with a mean of 11±2 and 21±2, respectively, compared to G1, which was 2±1 (p<0.05). The groups displayed a significant difference among them (p<0.05). There was an increase in the total time spent in darkness in G3 and G4 Passiflora-treated mice with a mean of 70±8 and 113±8 respectively, compared to G1, which was 8±1 with a p<0.05.
Conclusion: The metabolites identified have biological activities, neuroprotective, antioxidant, anti-inflammatory, antibacterial, and anticancer effects. The results of the effects of the 50mg Kg¯¹ and 100 mg Kg¯¹ doses of ethanolic extract of Passiflora mollisima leaves significantly decreased anxiety levels (p<0.05). This information contributes towards its further use in a therapeutic, clinical setting.
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Alipio-Rodriguez, A., Mostacero-León J, Lopez-Medina E, De la Cruz-Castillo AJ, Gil-Rivero AE. Valor de uso etnomedicinal de la flora del Cerro “La Botica” empleada por la Comunidad Andina de Cachicadán - Perú. B Latinoam Caribe Pl, 2020;19(6): 601-613. DOI: https://doi.org/10.37360/blacpma.20.19.6.43
Zucolotto SM, Fagundes C, Reginatto FH, Ramos FA, Castellanos L, Duque C, Schenkel EP. Analysis of C-glycosyl flavonoids from South American Passiflora species by HPLC-DAD and HPLC-MS. Phytochem Anal. 2012;23(3):232-9. DOI: https://doi.org/10.1002/pca.1348.
Latha R, Kumar S, Jansi S, Venkatadri B, Agastian P. Antimicrobial efficacy and alpha-glucosidase inhibition of Passiflora mollisima Bailey leaves and its phytochemical analysis. IJPRBS. 2015;4(4):62-78. URL: https://www.cabidigitallibrary.org/doi/full/10.5555/20153328975
Hernandez-Rivera JA, Mertinez-Ramirez J, Rojas-Cardozo M, Novoa D. Evaluation of Passiflora tripartita var. Mollisima seed oil as a potential nanoemulsion excipient. J. Excip. Food Chem. 2018;9(1):16-27. URL: https://www.google.com/url?sa=t&source=web&rct=j&opi=89978449&url=https://jefc.scholasticahq.com/article/3406-evaluation-of-passiflora-tripartita-var-mollisima-seed-oil-as-potential-nanoemulsion-excipient.pdf&ved=2ahUKEwjsv6KL8I6JAxV3RDABHSwSJPIQFnoECBkQAQ&usg=AOvVaw3zykGiQCvckdloUzb44rev
García-Ruiz R, Girones-Vilaplana A, León P, Moreno DA, Stinco Scanarotti CM, Meléndez Martínez AJ, Ruales J. Banana passion fruit (Passiflora mollissima (Kunth) L.H. Bailey): microencapsulation, phytochemical composition and antioxidant capacity. Molecules. 2017;22,85. DOI: https://doi.org/10.3390/molecules22010085
Ozarowski M, Pietrowiak A, Gryszczyńska A, Chaves DSdeA, Krajewska-Patan A, Wielgus K, Seremak-Mrozikiewicz A. Comparison of in vitro antioxidative activities of crude methanolic extracts of three species of Passiflora from greenhouse using DPPH, ABTS and FRAP methods. Herba Pol. 2019;65(3), 10–21. DOI: https://doi.org/10.2478/hepo-2019-0014
Bruneton J. Farmacognosia. Fotoquímica. Plantas medicinales. (2° ed). Ed. Acrribia. Zaragoza. España. 2001
Marín-Tello C, Gil-Velásquez J, Díaz-Espinoza D, Gil-Velásquez A, Vásquez-Kool J. Neuropharmacological and anxiolytic effects of extracts of Passiflora tripartita var. mollissima on mice Bol Latinoam Caribe Plant Med Aromat. 2023;(1): 111 - 121. DOI: https://doi.org/10.37360/blacpma.24.23.1.7
Benites J, Ybañez-Julca RO, Ganoza-Yupanqui ML, Mantilla-Rodriguez E, Zavala E, Velasquez S, Gajardo S, Morales B, de Albuquerque RDDG, Rocha L, Martinez JL. Antioxidanteffect and chemical composition of Ananas comosus[L.] Merr. peels from Peruvian Northern. B LATINOAM CARIBE PL. 2019;18(6):578–586. DOI: https://doi.org/10.35588/blacpma.19.18.6.40
Kennedy ML, Campuzano-Bublitz MA, Diarte EM, Snead E, Taboada T. Actividad de tipo ansiolítico de Aloysia virgata var. extracto de hojas de platyphylla en ratones. Vitae. 2022;29(3). DOI: https://doi.org/10.17533/udea.vitae.v29n3a349318
Bourin M, Hascoët M. The mouse light/dark box test. Eur. J. Pharmacol. 2003;463(1-3),55–65. DOI: https://doi.org/10.1016/s0014-2999(03)01274-3
Simirgiotis MJ, Schmeda-Hirschmann G, Bórquez J, Kennelly EJ. The Passiflora tripartita (banana passion) fruit: A source of bioactive flavonoid C-glycosides isolated by HSCCC and characterized by HPLC-DAD-ESI/MS/MS. Molecules. 2013;18(2), 1672–1692. DOI: https://doi.org/10.3390/molecules18021672
Shao SY, Ting Y, Wang J, Sun J, Guo XF. Characterization and Identification of the Major Flavonoids in Phyllostachys edulis Leaf Extract by UPLC-QTOF-MS/MS. Acta Chromatogr. 2020;32(4),228–237. DOI: https://doi.org/10.1556/1326.2019.00688
Ye Y, Zhou J. (2023). The protective activity of natural flavonoids against osteoarthritis by targeting NF-κB signaling pathway. Front.Endocrinol. 2023;14(3), 1–17. DOI: https://doi.org/10.3389/fendo.2023.1117489
Zhao Y, Wu Y, Wang M. Bioactive Substances of Plant Origin. In: Cheung, P., Mehta, B. (eds) Handbook of Food Chemistry. Springer, Berlin, Heidelberg.2015 [May 20 2023]. pp 967–1008. DOI: https://doi.org/10.1007/978-3-642-36605-5_13
Eleazu C, Eleazu K, Kalu W. Management of benign prostatic hyperplasia: Could dietary polyphenols be an alternative to existing therapies? Front. Pharmacol. 2017;8(APR),1–11. DOI: https://doi.org/10.3389/fphar.2017.00234
Abid R, Ghazanfar S, Farid A, Sulaman SM, Idrees M, Amen RA, Muzammal M, Shahzad MK, Mohamed MO, Khaled AA, Safir W, Ghori I, Elasbali AM, Alharbi B. (2022). Pharmacological Properties of 4′, 5, 7‐Trihydroxyflavone (Apigenin) and Its Impact on Cell Signaling Pathways. Molecules. 2022;27(13),1–20. DOI: https://doi.org/10.3390/molecules27134304
Crawley J, Goodwin FK. Preliminary report of a simple animal behavior model for the anxiolytic effects of benzodiazepines. Pharmacol Biochem Behav. 1980;13(2), 167–170. DOI: https://doi.org/10.1016/0091-3057(80)90067-2
Smilin Bell Aseervatham G, Abbirami E, Sivasudha T, Ruckmani K. Passiflora caerulea L. fruit extract and its metabolites ameliorate epileptic seizure, cognitive deficit and oxidative stress in pilocarpine-induced epileptic mice. Metab Brain Dis 2020;35, 159–173. DOI: https://doi.org/10.1007/s11011-019-00501-5
Fonseca AMA, Geraldi MV, Junior MRM, Silvestre AJD, Rocha SM. Purple passion fruit (Passiflora edulis f. edulis): A comprehensive review on the nutritional value, phytochemical profile and associated health effects. Food Res. Int. 2022;160. DOI: https://doi.org/10.1016/J.FOODRES.2022.111665
El-Askary HI, Haggag MY, Abou-Hussein DR, Hussein SM, Sleem AA. Bioactivity-guided study of Passiflora caerulea L. Leaf extracts. IJPR. 2017;16, 46–57. URL: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5963645/
Ding T, Zhao T, Li Y, Liu Z, Ding J, Ji B, Wang Y, Guo Z. Vitexin exerts protective effects against calcium oxalate crystal-induced kidney pyroptosis in vivo and in vitro. Phytomedicine. 2021;86,153562. DOI: https://doi.org/10.1016/j.phymed.2021.153562
Min JW, Hu JJ, He M, Sanchez RM, Huang WX, Liu YQ, Bsoul NB, Han S, Yin J, Liu WH, He XH, Peng BW. Vitexin reduces hypoxia-ischemia neonatal brain injury by the inhibition of HIF-1alpha in a rat pup model. Neuropharmacology. 2015;99,38–50. DOI: https://doi.org/10.1016/j.neuropharm.2015.07.007
Gazola AC, Costa GM, Zucolotto SM, Castellanos L, Ramos FA, de Lima TCM, Schenkel EP. (2018). The sedative activity of flavonoids from Passiflora quadrangularis is mediated through the GABAergic pathway. Biomed. Pharmacother. 2018;100(43),388–393. DOI: https://doi.org/10.1016/j.biopha.2018.02.002
de Oliveira DD, da Silva CP, Iglesias BB, Beleboni RO. Vitexin Possesses Anticonvulsant and Anxiolytic-Like Effects in Murine Animal Models. Front. Pharmacol. 2020;11, 1181. DOI: https://doi.org/10.3389/fphar.2020.01181
Bustos PS, Deza-Ponzio R, Páez PL, Cabrera JL, Virgolini MB, Ortega MG. Flavonoids as protective agents against oxidative stress induced by gentamicin in systemic circulation. Potent protective activity and microbial synergism of luteolin. Food and Chemical Toxicology. 2018; 118(6), 294–302. DOI: https://doi.org/10.1016/j.fct.2018.05.030
Xiang Hu, Xusheng Li, Pan Deng, Yulin Zhang, Ruijing Liu, Dongbao Cai, Qingjie Xu, Xinwei Jiang, Jianxia Sun, Weibin Bai. The consequence and mechanism of dietary flavonoids on androgen profiles and disorders amelioration, Crit Rev Food Sci Nutr.2022. DOI: https://doi.org/10.1080/10408398.2022.2090893
Rakha A, Umar N, Rabail R, Butt MS, Kieliszek M, Hassoun A, Aadil RM. Anti-inflammatory and anti-allergic potential of dietary flavonoids: A review. Biomed. Pharmacother. 2022;156,113945. DOI: https://doi.org/10.1016/j.biopha.2022.113945
Qu Y, Shi L, Liu Y, Huang L, Luo H, Wu G. Orientin Prolongs the Longevity of Caenorhabditis elegans and Postpones the Development of Neurodegenerative Diseases via Nutrition Sensing and Cellular Protective Pathways. Oxid. Med. Cell 2022. DOI: https://doi.org/10.1155/2022/8878923
Soulimani R, Younos C, Jarmouni S, Bousta D, Misslin R, Mortier F. Behavioural effects of Passiflora incarnata L. and its indole alkaloid and flavonoid derivatives and maltol the mouse. J Ethnopharmacol. 1997;57(1), 11–20. DOI: https://doi.org/10.1016/S0378-8741(97)00042-1
Rejón-Orantes C, Perdomo DP, and Roldán G. Non-conditioned tests on mice to evaluate the anxiolytic activity of substances extracted from plants, Univ. Méd. Bogotá. 2011; vol.52,1, pp.78–89, DOI: http://www.redalyc.org/articulo.oa?id=231019866006
Thippeswamy BS, Mishra B, Veerapur VP, Gupta G. Anxiolytic activity of Nymphaea alba Linn. in mice as experimental models of anxiety. Indian J. Pharmacol. 2011;43(1), 50–55. DOI: https://doi.org/10.4103/0253-7613.75670
Rosas-Gutiérrez I, Simón-Arceo K, Mercado F. Mecanismo celular y molecular de la adicción a benzodiacepinas. Salud mental. 2013;36(4), 325-329. URL: http://www.scielo.org.mx/scielo.php?script=sci_arttext&pid=S0185-33252013000400007&lng=es&tlng=es
Riofrío BK, Evaluación del efecto ansiolítico del extracto hidroalcohólico de flor de Taxo (Passiflora tripartita var. Mollissima) en ratones (Mus musculus), [Grade Work]. [Chimborazo, Ecuador]: Escuela superior Politécnica de Chimborazo, Ecuador, 2014. 122p
Matos AnaM, Man T, Idrissi I, Souza CC, Mead E, Dunbar Ch, Wolak J, Oliveira MC, Evans D, Grayson J, Partridge B, Garwood C, Ning K, Sharman G, Chen B, Rauter AP. Discovery of N-methylpiperazinyl flavones as a novel class of compounds with therapeutic potential against Alzheimer’s disease: synthesis, binding affinity towards amyloid β oligomers (Aβo) and ability to disrupt Aβo-PrPC interactions. Pure Appl. Chem. 2019;91,(7). pp.1107-1136. DOI: https://doi.org/10.1515/pac-2019-0114
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