Research Article
BibTex RIS Cite

Supercritical carbon dioxide extraction optimization of Brassica oleracea var. capitata f. rubra leaf extracts for cholinesterase and tyrosinase inhibitory activity

Year 2024, Volume: 28 Issue: 2, 458 - 469, 28.06.2025

Abstract

Supercritical carbondioxide extraction has been an advanced system as the regulation of extraction parameters enables the control of the solvating power, resulting in a more selective process. While the efficient use of natural resources is critical for sustainability goals, the discovery of feasible plant sources for medicinal purposes is a valuable research objective. In this study, supercritical carbondioxide extraction of red cabbage (Brassica oleracea var. capitata f. rubra) was investigated using response surface methodology. A statistical design was used for the evaluation of the effect of extraction parameters as temperature (40, 60, 80°C), pressure (120, 160, 200 bar) and co-solvent ratio (0, 6, 12%). Spectrophotometric and UPLC-DAD, ESI-MS/MS analysis were performed to investigate total phenol, flavonoid, anthocyanin and dominant anthocyanin contents. The optimization models were determined as significant for all bioactive content analysis and enzyme inhibitory activities. 40°C, 160 bar, 12% co-solvent conditions were determined with highest total flavonoid content (47.11 mg QE/g). None of the supercritical carbondioxide extracts were able to extract red cabbage anthocyanins within the investigated parameter ranges. 60°C, 120 bar, 12% co-solvent extract showed the strongest tyrosinase inhibitory activity (IC50: 1.71 mg/ml). Cholinesterase inhibitory activity of supercritical carbon dioxide extracts was found to be comparable to that of solvent extracts considering the tested concentrations. Optimum supercritical carbondioxide extract can be considered as a potential source with tyrosinase inhibitory activity, while identification of active molecules, especially flavonoids, can be targeted in further isolation studies.

References

  • [1] Arapitsas P, Sjoberg PJ, Turner C. Characterisation of anthocyanins in red cabbage using high resolution liquid chromatography coupled with photodiode array detection and electrospray ionization-linear ion trap mass spectrometry. Food Chem. 2008; 109(1): 219-226. https://doi.org/10.1016/j.foodchem.2007.12.030
  • [2] Kolodziejczyk J, Saluk-Juszczak J, Posmyk MM, Janas KM, Wachowicz B. Red cabbage anthocyanins may protect blood plasma proteins and lipids. Open Life Sci. 2011; 6: 565-574. https://doi.org/10.2478/s11535-011-0037-5
  • [3] Tong T, Niu YH, Yue Y, Wu SC, Ding H. Beneficial effects of anthocyanins from red cabbage (Brassica oleracea L. var. capitata L.) administration to prevent irinotecan-induced mucositis. J Funct Foods. 2017; 32: 9-17. https://doi.org/10.1016/j.jff.2017.01.051
  • [4] Wiczkowski W, Szawara-Nowak D, Topolska J. Red cabbage anthocyanins: Profile, isolation, identification, and antioxidant activity. Food Res Int. 2013; 51(1): 303-309. https://doi.org/10.1016/j.foodres.2012.12.015
  • [5] Chang TS. An Updated Review of Tyrosinase Inhibitors. Int J Mol Sci. 2009; 10(6): 2440-2475. https://doi.org/10.3390/ijms10062440
  • [6] Senol FS, Orhan I, Yilmaz G, Cicek M, Sener B. Acetylcholinesterase, butyrylcholinesterase, and tyrosinase inhibition studies and antioxidant activities of 33 Scutellaria L. taxa from Turkey. Food Chem Toxicol. 2010; 48(3): 781-788. https://doi.org/10.1016/j.fct.2009.12.004
  • [7] Bochot C, Favre E, Dubois C, Baptiste B, Bubacco L, Carrupt PA, Gellon G, Hardré R, Luneau D, Moreau Y, Nurisso A, Réglier M, Serratrice G, Belle C, Jamet H. Unsymmetrical binding modes of the HOPNO inhibitor of tyrosinase: from model complexes to the enzyme. Chemistry. 2013;19(11):3655-3664. https://doi.org/10.1002/chem.201202643
  • [8] FAOSTAT. Food and Agriculture Organization of the United Nations Statistics. https://www.fao.org/faostat/en/#data/QCL 2021 (accessed on 10 July 2023).
  • [9] Scott LJ, Goa KL. Galantamine - A review of its use in Alzheimer's disease. Drugs. 2000; 60(5): 1095-1122. https://doi.org/10.2165/00003495-200060050-00008
  • [10] Rolinski M, Fox C, Maidment I, McShane R. Cholinesterase inhibitors for dementia with Lewy bodies, Parkinson’s disease dementia and cognitive impairment in Parkinson’s disease. Cochrane Database of Syst Rev. 2012; 3: CD006504. https://doi.org/10.1002/14651858.CD006504.pub2
  • [11] Xu Z, Wu J, Zhang Y, Hu X, Liao X, Wang Z. Extraction of anthocyanins from red cabbage using high pressure CO2. Bioresour Technol. 2010; 101(18): 7162-7168. https://doi.org/10.1016/j.biortech.2010.04.004
  • [12] Kazan A, Koyu H, Turu IC, Yesil-Celiktas O. Supercritical fluid extraction of Prunus persica leaves and utilization possibilities as a source of phenolic compounds. J Supercrit Fluid. 2014; 92: 55-59. https://doi.org/10.1016/j.supflu.2014.05.006
  • [13] Koyu H, Kazan A, Demir S, Haznedaroglu MZ, Yesil-Celiktas O. Optimization of microwave assisted extraction of Morus nigra L. fruits maximizing tyrosinase inhibitory activity with isolation of bioactive constituents. Food Chem. 2018; 248: 183-191. https://doi.org/10.1016/j.foodchem.2017.12.049
  • [14] Albayrak G, Demir S, Koyu H, Baykan S. Anticholinesterase compounds from endemic Prangos uechtritzii. Chem Biodivers. 2022; 19(11): e202200557. https://doi.org/10.1002/cbdv.202200557
  • [15] He JZ, Shao P, Liu JH, Ru QM. Supercritical carbon dioxide extraction of flavonoids from pomelo (Citrus grandis (L.) Osbeck) peel and their antioxidant activity. Int J Mol Sci. 2012; 13(10): 13065-13078. https://doi.org/10.3390/ijms131013065
  • [16] Lo Scalzo R, Genna A, Branca F, Chedin M, Chassaigne H. Anthocyanin composition of cauliflower (Brassica oleracea L. var. botrytis) and cabbage (B. oleracea L. var. capitata) and its stability in relation to thermal treatments. Food Chem. 2008; 107(1): 136-144. https://doi.org/10.1016/j.foodchem.2007.07.072
  • [17] Kong JM, Chia LS, Goh NK, Chia TF, Brouillard R. Analysis and biological activities of anthocyanins. Phytochemistry. 2003; 64(5): 923-933. https://doi.org/10.1016/s0031-9422(03)00438-2
  • [18] Aliakbarian B, Fathi A, Perego P, Dehghani F. Extraction of antioxidants from winery wastes using subcritical water. J Supercrit Fluid. 2012; 65: 18-24. https://doi.org/10.1016/j.supflu.2012.02.022
  • [19] Ju ZY, Howard LR. Subcritical water and sulfured water extraction of anthocyanins and other phenolics from dried red grape skin. J Food Sci. 2005; 70(4): S270-S276. https://doi.org/10.1111/j.1365-2621.2005.tb07202.x
  • [20] Fathi Hafshejani S, Lotfi S, Rezvannejad E, Mortazavi M, Riahi-Madvar A. Correlation between total phenolic and flavonoid contents and biological activities of 12 ethanolic extracts of Iranian propolis. Food Sci Nutr. 2023; 11(7): 4308-4325. https://doi.org/https://doi.org/10.1002/fsn3.3356
  • [21] Islam MA, Zaman S, Biswas K, Al-Amin MY, Hasan MK, Alam AHMK, Tanaka T, Sadik G. Evaluation of cholinesterase inhibitory and antioxidant activity of Wedelia chinensis and isolation of apigenin as an active compound. BMC Complement Med Ther. 2021;21(1):204. https://doi.org/10.1186/s12906-021-03373-4
  • [22] Alara OR, Abdurahman NH, Ukaegbu CI. Extraction of phenolic compounds: A review. Curr Res Food Sci. 2021; 4: 200-214. https://doi.org/10.1016/j.crfs.2021.03.011
  • [23] Barnes JS, Nguyen HP, Shen S, Schug KA. General method for extraction of blueberry anthocyanins and identification using high performance liquid chromatography-electrospray ionization-ion trap-time of flight-mass spectrometry. J Chromatogr A. 2009; 1216(23): 4728-4735. https://doi.org/10.1016/j.chroma.2009.04.032
  • [24] Bezerra MA, Santelli RE, Oliveira EP, Villar LS, Escaleira LA. Response surface methodology (RSM) as a tool for optimization in analytical chemistry. Talanta. 2008; 76(5): 965-977. https://doi.org/10.1016/j.talanta.2008.05.019
  • [25] Singleton VL, Rossi JA. Colorimetry of total phenolics with phosphomolybdic-phosphotungstic acid reagents. Am J Enol Vitic. 1965; 163: 144-158.
  • [26] Ercisli S, Orhan E. Chemical composition of white (Morus alba), red (Morus rubra) and black (Morus nigra) mulberry fruits. Food Chem. 2007; 103(4): 1380-1384. https://doi.org/10.1016/j.foodchem.2006.10.054
  • [27] AOAC. Official Method 2005.02 Total Monomeric Anthocyanin Pigment Content of Fruit Juices, Beverages, Natural Colorants, and Wines. J AOAC Int. 2005; 88: 1269.
  • [28] Boeing JS, Barizao EEO, Silva BCE, Montanher PF, Almeida VD, Visentainer JV. Evaluation of solvent effect on the extraction of phenolic compounds and antioxidant capacities from the berries: application of principal component analysis. Chem Cent J. 2014; 8. https://doi.org/10.1186/s13065-014-0048-1
  • [29] Thermo-Scientific Technical Note: Microplate-based pathlength technical notes correction method for photometric DNA quantification SP&A Application Laboratory. Vantaa, Finland 2015.
  • [30] Natić MM, Dabić DČ, Papetti A, Fotirić Akšić MM, Ognjanov V, Ljubojević M, Tešić Ž. Analysis and characterisation of phytochemicals in mulberry (Morus alba L.) fruits grown in Vojvodina, North Serbia. Food Chem. 2015; 171: 128-136. https://doi.org/10.1016/j.foodchem.2014.08.101
  • [31] Seabra IJ, Braga MEM, Batista MT, de Sousa HC. Effect of solvent (CO2/ethanol/H2O) on the fractionated enhanced solvent extraction of anthocyanins from elderberry pomace. J Supercrit Fluid. 2010; 54(2): 145-152. https://doi.org/10.1016/j.supflu.2010.05.001
  • [32] Ellman GL, Courtney KD, Andres V, Jr., Feather-Stone RM. A new and rapid colorimetric determination of acetylcholinesterase activity. Biochem Pharmacol. 1961; 7: 88-95. https://doi.org/10.1016/0006-2952(61)90145-9
  • [33] Zheleva-Dimitrova DZ. Antioxidant and acetylcholinesterase inhibition properties of Amorpha fruticosa L. and Phytolacca americana L. Pharmacogn Mag. 2013; 9(34): 109-113. https://doi.org/10.4103/0973-1296.111251
There are 33 citations in total.

Details

Primary Language English
Subjects Pharmaceutical Botany
Journal Section Articles
Authors

Halil Koyu 0000-0002-5491-9894

Publication Date June 28, 2025
Published in Issue Year 2024 Volume: 28 Issue: 2

Cite

APA Koyu, H. (2025). Supercritical carbon dioxide extraction optimization of Brassica oleracea var. capitata f. rubra leaf extracts for cholinesterase and tyrosinase inhibitory activity. Journal of Research in Pharmacy, 28(2), 458-469.
AMA Koyu H. Supercritical carbon dioxide extraction optimization of Brassica oleracea var. capitata f. rubra leaf extracts for cholinesterase and tyrosinase inhibitory activity. J. Res. Pharm. June 2025;28(2):458-469.
Chicago Koyu, Halil. “Supercritical Carbon Dioxide Extraction Optimization of Brassica Oleracea Var. Capitata F. Rubra Leaf Extracts for Cholinesterase and Tyrosinase Inhibitory Activity”. Journal of Research in Pharmacy 28, no. 2 (June 2025): 458-69.
EndNote Koyu H (June 1, 2025) Supercritical carbon dioxide extraction optimization of Brassica oleracea var. capitata f. rubra leaf extracts for cholinesterase and tyrosinase inhibitory activity. Journal of Research in Pharmacy 28 2 458–469.
IEEE H. Koyu, “Supercritical carbon dioxide extraction optimization of Brassica oleracea var. capitata f. rubra leaf extracts for cholinesterase and tyrosinase inhibitory activity”, J. Res. Pharm., vol. 28, no. 2, pp. 458–469, 2025.
ISNAD Koyu, Halil. “Supercritical Carbon Dioxide Extraction Optimization of Brassica Oleracea Var. Capitata F. Rubra Leaf Extracts for Cholinesterase and Tyrosinase Inhibitory Activity”. Journal of Research in Pharmacy 28/2 (June2025), 458-469.
JAMA Koyu H. Supercritical carbon dioxide extraction optimization of Brassica oleracea var. capitata f. rubra leaf extracts for cholinesterase and tyrosinase inhibitory activity. J. Res. Pharm. 2025;28:458–469.
MLA Koyu, Halil. “Supercritical Carbon Dioxide Extraction Optimization of Brassica Oleracea Var. Capitata F. Rubra Leaf Extracts for Cholinesterase and Tyrosinase Inhibitory Activity”. Journal of Research in Pharmacy, vol. 28, no. 2, 2025, pp. 458-69.
Vancouver Koyu H. Supercritical carbon dioxide extraction optimization of Brassica oleracea var. capitata f. rubra leaf extracts for cholinesterase and tyrosinase inhibitory activity. J. Res. Pharm. 2025;28(2):458-69.