Ficaria verna Huds. extracts and their β-cyclodextrin supramolecular systems

Chemistry Central Journal

Nicoleta G Hădărugă¹ 

[1] Chemical Engineering Department, Faculty of Food Processing Technology, Banat's University of Agricultural Sciences and Veterinary Medicine, C. Aradului 119, 300645 Timişoara, Romania

关键词: Antioxidant activity;    Quercetin;    Flavonoids;    Micro- and nanoparticles;    Molecular encapsulation;    Inclusion compounds;    Supramolecular systems;    β-cyclodextrin;    Ficaria verna Huds;   

Others  :  788376
DOI  :  10.1186/1752-153X-6-16

 received in 2012-01-15, accepted in 2012-03-05,  发布年份 2012

【 摘 要 】

Background

Obtaining new pharmaceutical materials with enhanced properties by using natural compounds and environment-friendly methods is a continuous goal for scientists. Ficaria verna Huds. is a widespread perennial plant with applications in the treat of haemorrhoids and to cure piles; it has also anti-inflammatory, astringent, and antibiotic properties. The goal of the present study is the obtaining and characterization of new F. verna extract/β-cyclodextrin complexes by using only natural compounds, solvents, and environment-friendly methods in order to increase the quality and acceptability versus toxicity indicator. Thus, the flavonoid content (as quercetin) of Ficaria verna Huds. flowers and leaves from the West side of Romania was determined and correlated with their antioxidant activity. Further, the possibility of obtaining β-cyclodextrin supramolecular systems was studied.

Results

F. verna flowers and leaves extracts were obtained by semi-continuous solid-liquid extraction. The raw concentrated extract was spectrophotometrically analyzed in order to quantify the flavonoids from plant parts and to evaluate the antioxidant activity of these extracts. The F. verna extracts were used for obtaining β-cyclodextrin complexes; these were analyzed by scanning electron microscopy and Karl Fischer water titration; spectrophotometry was used in order to quantifying the flavonoids and evaluates the antioxidant activity. A higher concentration of flavonoids of 0.5% was determined in complexes obtained by crystallisation method, while only a half of this value was calculated for kneading method. The antioxidant activity of these complexes was correlated with the flavonoid content and this parameter reveals possible controlled release properties.

Conclusions

The flavonoid content of F. verna Huds. from the West side of Romania (Banat county) is approximately the same in flowers and leaves, being situated at a medium value among other studies. β-Cyclodextrin complexes of F. verna extracts are obtained with lower yields by crystallisation than kneading methods, but the flavonoids (as quercetin) are better encapsulated in the first case most probably due to the possibility to attain the host-guest equilibrium in the slower crystallisation process. F. verna extracts and their β-cyclodextrin complexes have antioxidant activity even at very low concentrations and could be used in proper and valuable pharmaceutical formulations with enhanced bioactivity.

【 授权许可】

   
2012 Hădărugă

【 图 表 】

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【 参考文献 】

• [1]Woodward SL, Quinn JA: Encyclopedia of Invasive Species. From Africanized Honey Bees to Zebra Mussels. Santa Barbara: Greenwood Publishing Group; 2011.
• [2]Taylor K, Markham B: Biologcal Flora of the British Isles. J Ecol 1978, 66:1011-1031.
• [3]Swearingen J, Reshetiloff K, Slattery B, Zwicker S: Lesser Celandine. Plant Invaders of Mid-Atlantic Natural Areas. Washington DC: National Park Service and U.S. Fish & Wildlife Service; 2002.
• [4]Tomczyk M, Gudej J, Sochacki M: Flavonoids from Ficaria vern Huds. Z Naturforsch 2002, 57c:440-444.
• [5]Pigg KB, Devore ML: Paleoactaea gen. nov. (Ranunculaceae) Fruits from the Paleogene of North Dakota and the London Clay. Am J Bot 2005, 92:1650-1659.
• [6]Gudej J, Tomczyk M: Polyphenolic Compounds from flowers of Ficaria vern Huds. Acta Poloniae Pharmaceutica-Drug Research 1999, 56:475-476.
• [7]Tomczyk M, Gudej J: Quantitative Analysis of flavonoids in the flowers and leaves of Ficaria vern Huds. Z Naturforsch 2003, 58c:762-764.
• [8]Gudej J, Tomczyk M: Determination of flavonoids, tannins and ellagic acid in leaves from Rubu L. Species. Arch Pharm Res 2004, 27:1114-1119.
• [9]Costescu C, Corpaş L, Hădărugă NG, Hădărugă DI, Gârban Z: Cyclodextrins and small unilamellar liposomes: a comparative theoretical approach. Studia Universitatis UBB, Seria Chemia 2011, 56:83-88.
• [10]Brewster ME, Loftsson T: Cyclodextrins as pharmaceutical solubilizers. Adv Drug Deliv Rev 2007, 59:645-666.
• [11]Steffen A, Apostolakis J: On the ease of predicting the thermodynamic properties of β-cyclodextrin inclusion complexes. [http://dx.doi.org/10.1186/1752-153X-6-16] webciteChemistry Central Journal 2007, 1:29. BioMed Central Full Text
• [12]Szejtli J, Szente L: Elimination of bitter, disgusting tastes of drugs and foods by cyclodextrins. Eur J Pharm Biopharm 2005, 61:115-125.
• [13]Jullian C, Moyano L, Yänez C, Olea Azar C: Complexation of quercetin with three kinds of cyclodextrins: an antioxidant study. Spectrochimica Acta Part A 2007, 67:230-234.
• [14]Haiyun D, Jianbin C, Guomei Z, Shaomin S, Jinhao P: Preparation and spectral investigation on inclusion complex of β-cyclodextrin with rutin. Spectrochimica Acta Part A 2003, 59:3421-3429.
• [15]Hădărugă DI, Hădărugă NG, Bandur G, Isengard H-D: Water content of flavonoid/cyclodextrin nanoparticles: relationship with the structural descriptors of biologically active compounds. Food Chem 2012, 132:1651-1659.
• [16]Pînzaru IA, Hădărugă DI, Hădărugă NG, Corpaş L, Peter F: Hepatoprotective flavonoid bioconjugate/β-cyclodextrin nanoparticles: dsc-molecular modeling correlation. Digest Journal of Nanomaterials and Biostructures 2011, 6:1605-1617.
• [17]Casagrande R, Georgetti SR, Verri WAJ, Jabor JR, Santos AC, Fonseca MJV: Evaluation of functional stability of quercetin as a raw material and in different topical formulations by its antilipoperoxidative activity. AAPS PharmSciTech 2006, 7:E1-E8.
• [18]Hădărugă DI, Hădărugă NG, Riviş A, Pârvu D: Molecular modeling and docking studies on compositae biocompounds-cyclodextrin interactions. J Agroaliment Process Technol 2009, 15:273-282.
• [19]Hădărugă NG, Hădărugă DI, Păunescu V, Tatu C, Ordodi VL, Bandur G, Lupea AX: Bioactive nanoparticles (6). Thermal stability of linoleic acid/α and β cyclodextrin complexes. Food Chem 2006, 99:500-508.
• [20]Hădărugă NG, Hădărugă DI, Lupea AX, Păunescu V, Tatu C: Bioactive nanoparticles (7). Essential Oil from apiaceae and pinaceae family plants/β-cyclodextrin supramolecular systems. Revista de Chimie (Bucharest) 2005, 56:876-882.
• [21]Hădărugă DI, Hădărugă NG, Resiga D, Pode V, Dumbravă D, Lupea AX: Obtaining and characterization of sage (Salvia sclare L.) Essential Oil/β-cyclodextrin supramolecular systems. Revista de Chimie (Bucharest) 2007, 58:566-573.
• [22]Hădărugă NG, Hădărugă DI, Riviş A, Păunescu V, Costescu C, Lupea AX: Bioactive nanoparticles. Essential oil from lamiaceae family plants/β-cyclodextrin supramolecular systems. Revista de Chimie (Bucharest) 2007, 58:909-914.
• [23]Hădărugă DI, Hădărugă NG, Riviş A, Gruia A, Pînzaru IA: Thermal and oxidative stability of the Allium sativu L. Bioactive compounds/α- and β-cyclodextrin nanoparticles. Revista de Chimie (Bucharest) 2007, 58:1009-1015.
• [24]Riviş A, Hădărugă NG, Hădărugă DI, Traşcă T, Drugă M, Pînzaru IA: Bioactive nanoparticles. The complexation of odorant compounds with α- and β-cyclodextrin. Revista de Chimie (Bucharest) 2008, 59:149-153.
• [25]Costescu CI, Hădărugă NG, Hădărugă DI, Riviş A, Ardelean A, Lupea AX: Bionanomaterials: synthesis, physico-chemical and multivariate analyses of the dicotyledonatae and pinatae essential oil/β-cyclodextrin nanoparticles. Revista de Chimie (Bucharest) 2008, 59:739-744.
• [26]Hădărugă DI, Hădărugă NG, Hermenean A, Riviş A, Pâslaru V, Codina G: Bionanomaterials: Thermal stability of the oleic acid/α- and β-cyclodextrin complexes. Revista de Chimie (Bucharest) 2008, 59:994-998.
• [27]Hădărugă DI, Hădărugă NG, Bandur G, Riviş A, Costescu C, Ordodi V, Ardelean A: Berberis vulgari extract/β-cyclodextrin nanoparticles: synthesis and characterization. Revista de Chimie (Bucharest) 2010, 61:669-675.
• [28]Hădărugă DI, Hădărugă NG, Butnaru G, Tatu C, Gruia A: Bioactive microparticles (10): thermal and oxidative stability of nicotine and its complex with β-cyclodextrin. J Incl Phenom Macrocycl Chem 2010, 68:155-164.
• [29]Hădărugă DI, Hădărugă NG, Merkh G, Isengard H-D: Water content of fatty acid/cyclodextrin nanoparticles. J Agroaliment Process Technol 2010, 16:230-235.
• [30]Hădărugă NG, Hădărugă DI, Isengard H-D: Water content of natural cyclodextrins and their essential oil complexes: a comparative study between Karl Fischer Titration and Thermal Methods. Food Chem 2012, 132:1741-1748.
• [31]Sapkal NP, Kilor VA, Bhusari KP, Daud AS: Evaluation of some methods for preparing gliclazide-β-cyclodextrin Inclusion complexes. Trop J Pharm Res 2007, 6:833-840.
• [32]Patel HM, Suhagia BN, Shah SA, Rathod IS, Parmar VK: Preparation and characterization of etoricoxib-β-cyclodextrin complexes prepared by the kneading method. Acta Pharm 2007, 57:351-359.