Acetone effects on Buddleja scordioides polyphenol extraction process and assessment of their cellular antioxidant capacity and anti-inflammatory activity
Abstract
The use of water, acetone, and hydroacetonic solutions as an extraction solvent for polyphenol compounds from Buddleja scordioides has been investigated. The phenolic profiles determined by liquid chromatography—electrospray ionization—mass spectrometry/mass spectrometry (LC–ESI–MS/MS) were compared with those obtained with the traditional aqueous infusion used for the treatment of gastrointestinal disorders. It was evaluated the effects of polyphenol extract at physiologically relevant conditions against H2O2-induced oxidative stress via attenuation of reactive oxygen species (ROS) levels and lipopolysaccharide (LPS)-induced inflammation in human HT-29 cells. The use of hydroacetonic solutions allows obtaining phytochemical extracts enriched with constituents that have antioxidant and anti-inflammatory activity in intestinal cells. This suggests that polyphenols of low and middle polarity from Buddleja scordioides may be better extracted with hydroacetonic solutions, and showing high nutraceutical potential to reduce oxidative stress associated with the onset and progress of inflammatory diseases.
Keywords
Buddleja scordioides Polyphenols Antioxidant Anti-inflammatory activityNotes
Acknowledgements
Funding from the Strengthening and Development of Scientific and Technological Infrastructure program (Grants numbers 253333, 280172, and 224651) from the Mexican Science and Technology Council (CONACyT) is recognized. Financial support from TecNM/Instituto Tecnológico de Durango (Grant No. 5557.15) is also acknowledged. Authors CV-N and KMH-R are thankful for graduate scholarships granted by CONACyT for PhD studies.
Compliance with ethical standards
Conflict of interest
The authors declare that they have no conflict of interest.
References
- Atala E, Fuentes J, Wehrhahn MJ, Speisky H (2017) Quercetin and related flavonoids conserve their antioxidant properties despite undergoing chemical or enzymatic oxidation. Food Chem 234:479–485CrossRefGoogle Scholar
- Avila JG, Romo de Vivar A (2002) Triterpenoid saponins and other glycosides from Buddleja scordioides. Biochem Syst Ecol 10:1003–1005CrossRefGoogle Scholar
- Bai X, Liu S, Liu J, Ma Y, Zhang W, Pan J (2018) Specific uptake luteolin by boronate affinity-based single-hole hollow imprinted polymers sealed in dialysis bags. Chem Eng J 353:911–191CrossRefGoogle Scholar
- Banskota S, Regmi SC, Kim JA (2015) NOX1 to NOX2 switch deactivates AMPK and induces invasive phenotype in colon cancer cells through overexpression of MMP-7. Mol Cancer 14:123–134CrossRefGoogle Scholar
- Boeing JS, Barizão ÉO, e Silva BC, Montanher PF, de Cinque Almeida V, Visentainer JV (2014) Evaluation of solvent effect on the extraction of phenolic compounds and antioxidant capacities from the berries: application of principal component analysis. Chem Cent J 8:48–49CrossRefGoogle Scholar
- Chebil L, Chipot C, Archambault F, Humeau C, Engasser JM, Ghoul M, Dehez F (2010) Solubilities inferred from the combination of experiment and simulation. Case study of quercetin in a variety of solvents. J Phys Chem B 114:12308–12313CrossRefGoogle Scholar
- Chebil L, Humeau C, Anthoni J, Dehez F, Engasser JM, Ghoul M (2007) Solubility of flavonoids in organic solvents. J Chem Eng Data 52:1552–1556CrossRefGoogle Scholar
- Choi JS, Islam MN, Ali MY, Kim YM, Park HJ, Sohn HS, Jung HA (2014) The effects of C-glycosylation of luteolin on its antioxidant, anti-Alzheimer’s disease, anti-diabetic, and anti-inflammatory activities. Arch Pharm Res 37:1354–1363CrossRefGoogle Scholar
- Dash R, Uddin MM, Hosen SM, Rahim ZB, Dinar AM, Kabir MS, Sultan RA, Islam A, Hossain MK (2015) Molecular docking analysis of known flavonoids as duel COX-2 inhibitors in the context of cancer. Bioinformation 11:543–549CrossRefGoogle Scholar
- Dent M, Dragovic-Uzelac V, Penic M, Brncic M, Bosiljkov T, Levaj B (2013) The effect of extraction solvents, temperature and time on the composition and mass fraction of polyphenols in Dalmatian wild sage (Salvia officinalis L.) extracts. Food Technol Biotechnol 51:84–91Google Scholar
- Díaz-Rivas JO, González-Laredo RF, Chávez-Simental JA, Montoya-Ayón JB, Moreno-Jiménez MR, Gallegos-Infante JA, Rocha-Guzmán NE (2018) Comprehensive characterization of extractable phenolic compounds by UPLC-PDA-ESI-QqQ of Buddleja scordiodes plants elicited with salicylic acid. J Chem. https://doi.org/10.1155/2018/4536970 CrossRefGoogle Scholar
- Díaz-Rivas JO, Herrera-Carrera E, Gallegos-Infante JA, Rocha-Guzmán NE, González-Laredo RF, Moreno-Jiménez MR, Ramos-Gómez M, Reynoso-Camacho R, Larrosa-Pérez M, Gallegos-Corona MA (2015) Gastroprotective potential of Buddleja scordioides Kunth Scrophulariaceae infusions; effects into the modulation of antioxidant enzymes and inflammation markers in an in vivo model. J Ethnopharmacol 169:280–286CrossRefGoogle Scholar
- Gracin S, Rasmuson ÅC (2002) Solubility of phenylacetic acid, p-hydroxyphenylacetic acid, p-aminophenylacetic acid, p-hydroxybenzoic acid, and ibuprofen in pure solvents. J Chem Eng Data 47:1379–1383CrossRefGoogle Scholar
- Hildebrand JH (1981) A history of solution theory. Annu Rev Phys Chem 32:1–24CrossRefGoogle Scholar
- Ismail BB, Pu Y, Guo M, Ma X, Liu D (2019) LC-MS/QTOF identification of phytochemicals and the effects of solvents on phenolic constituents and antioxidant activity of baobab (Adansonia digitata) fruit pulp. Food Chem 277:279–288CrossRefGoogle Scholar
- Leopoldini M, Prieto-Pitarch I, Russo N, Toscano M (2004) Structure, conformation, and electronic properties of apigenin, luteolin and taxifolin antioxidants. A first principle theoretical study. J Phys Chem A 108:92–96CrossRefGoogle Scholar
- Li Y, Soendergaard C, Bergenheim FH, Aronoff DM, Milne G, Riis LB, Seidelin JB, Jensen KB, Nielsen OH (2018) COX-2-PGE2 Signaling Impairs Intestinal Epithelial Regeneration and Associates with TNF Inhibitor Responsiveness in Ulcerative Colitis. EBioMedicine 36:497–507CrossRefGoogle Scholar
- Marrero J, Gani R (2001) Group-contribution based estimation of pure component properties. Fluid Phase Equilibria 183:183–208CrossRefGoogle Scholar
- Matsumoto H, Ogura H, Shimizu K, Ikeda M, Hirose T, Matsuura H, Kang S, Takahashi K, Tanaka T, Shimazu T (2018) The clinical importance of a cytokine network in the acute phase of sepsis. Sci Rep 8:13995–14003CrossRefGoogle Scholar
- Mattia C, Coluzzi F (2005) COX-2 inhibitors: pharmacological data and adverse effects. Minerva Anestesiol 71:461–470PubMedGoogle Scholar
- Mueller M, Hobiger S, Jungbauer A (2010) Anti-inflammatory activities of extracts from fruits, herbs and spices. Food Chem 122:987–996CrossRefGoogle Scholar
- Pakade V, Lindahl S, Chimuka L, Turner C (2012) Molecular imprinted polymers targeting quercetin in high-temperature aqueous solutions. J Chromatogr A 1230:15–23CrossRefGoogle Scholar
- Potapovich AI, Lulli D, Fidanza P, Kostyuk VA, De Luca C, Pastore S, Korkina LG (2011) Plant polyphenols differentially modulate inflammatory responses of human keratinocytes by interfering with activation of transcription factors NFkB and AhR and EGFR-ERK pathway. Toxicol Appl Pharmacol 255:138–149CrossRefGoogle Scholar
- Psotová J, Chlopciková S, Miketová P, Hrbác J, Simánex V (2004) Chemoprotective effect of plant phenolics against anthracycline-induced toxicity on rat cardiomyocytes. Part III. Apigenin, Baicalelin, Kaempherol, Luteolin and Quercetin. Phytother Res 18:516–521CrossRefGoogle Scholar
- Regmi SC, Park SY, Ku SK, Kim JA (2014) Serotonin regulates innate immune responses of colon epithelial cells through Nox2-derived reactive oxygen species. Free Rad Biol Med 69:377–389CrossRefGoogle Scholar
- Rocha-Guzmán NE, Simental-Mendía LE, Barragán-Zúñiga LJ, Ramírez-España JC, Gallegos-Infante JA, Luján-Mendoza CI, Gamboa-Gómez CI (2018) Effect of Buddleja scordiodes K. leaves infusion on lipid peroxidation in mice with ultraviolet light-induced oxidative stress. Med Chem Res 27:2379–2385CrossRefGoogle Scholar
- Seyedabadi M, Rahimian R, Ghia JE (2018) The role of alpha7 nicotinic acetylcholine receptors in inflammatory bowel disease: involvement of different cellular pathways. Expert Opin Ther Tar. 22:161–176CrossRefGoogle Scholar
- Szczuka D, Nowak A, Zakłos-Szyda M, Kochan E, Szymańska G, Motyl I, Blasiak J (2019) American Ginseng (Panax quinquefolium L.) as a Source of Bioactive Phytochemicals with Pro-Health Properties. Nutrients. https://doi.org/10.3390/nu11051041 CrossRefGoogle Scholar
- Tanih NF, Ndip RN (2017) The acetone extract of Sclerocarya birrea (Anacardiaceae) possesses antiproliferative and apoptotic potential against human breast cancer cell lines (MCF-7). Sci World J. https://doi.org/10.1155/2013/956206 CrossRefGoogle Scholar
- Theo WL, Mustaffa AA, Lim JS (2016) Solubility modelling for phytochemicals of Misai Kucing in different solvents. Fluid Phase Equilibria 427:246–258CrossRefGoogle Scholar
- Xue Z, Li D, Yu W, Zhang Q, Hou X, He Y, Kou X (2017) Mechanisms and therapeutic prospects of polyphenols as modulators of the aryl hydrocarbon receptor. Food Funct 8:1414–1437CrossRefGoogle Scholar
- Yang Y, Bae WK, Nam S-J, Heong M-H, Zhou R, Park S-Y, Tas I, Hwang Y-H, Park M-S, Chung IJ, Kim KK, Hur J-S, Kim H (2018) Acetonic extracts of the endolichenic fungus EL002332 isolated from Endocarpon pusillum exhibits anticancer activity in human gastric cancer cells. Phytomedicine 40:106–115CrossRefGoogle Scholar
- Yun JJ, Heisler LE, Hwang IIL, Wilkins O, Lau SK, Hyrcza M, Jayabalasingham B, Jin J, McLaurin J, Tsao MS, Der SD (2006) Genomic DNA functions as a universal external standard in quantitative real-time PCR. Nucleic Acids Res 34:e85–e94CrossRefGoogle Scholar
- Zhang Y, Guo F, Cui Q, Lu M, Song X, Tang H, Li Q (2015) Measurement and correlation of the solubility of vanillic acid in eight pure and water+ ethanol mixed solvents at temperatures from (293.15 to 323.15) K. J Chem Eng Data 61:420–429CrossRefGoogle Scholar
- Zi J, Peng B, Yan W (2007) Solubilities of rutin in eight solvents at T = 283.15, 298.15, 313.15, 323.15, and 333.15 K. Fluid Phase Equilibria 261(1–2):111–114CrossRefGoogle Scholar