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INCREASING THE WATER SOLUBILITY OF CURCUMIN, BY ALGINATE IN ULTRASOUND MEDIUM

Yıl 2019, Cilt: 37 Sayı: 1, 85 - 92, 01.03.2019

Öz

Curcumin is a natural bioactive material which has very low water solubility. In this work, solubility of curcumin was increased with a natural edible linear polysaccharide, alginate, in ultrasound medium at 25oC. Curcumin solubility in alginate-water solution (2% by weight) was increased up to 1.525 ×10-3 M at pH 7 and up to 0.317 ×10-3 M at pH 2.4. The critical aggregate concentration of alginate for curcumin-alginate complexes, were determined as 1 % (by weight). The sizes and surface charges of curcumin-alginate complexes were measured. Nano sized complexes with a uniform size distribution were obtained. Antioxidant capacities of the complexes were determined by 2, 2-Diphenyl-1-picrylhydrazyl and Folin- Ciocalteu methods. For both methods, the antioxidant capacities of complexes were higher than that of curcumin itself. Complexes were stable at all dilutions with water and can be considered as candidate materials for food and drug preparations.

Kaynakça

  • [1] Aggarwal B.B., Kumar A., Bharti A.C., (2003) Anticancer potential of curcumin, preclinical and clinical studies. Anticancer Research 23(1A), 363–98.
  • [2] Duvoix A., Blasius R., Delhalle S., Schnekenburger M., Morceau F., Henry E., Dicato M., Diederich M., (2005) Chemopreventive and therapeutic effects of curcumin. Cancer Letters. 223(2), 181–90.
  • [3] Aggarwal B.B., Sundaram C., Malani N., Ichikawa H., (2007) Curcumin: the indian solid gold. Adv. Exp.Med. Biol. 595,1-75.
  • [4] Tonnesen H.H., (2002) Solubility, chemical and photochemical stability of curcumin in surfactant solutions - Studies of curcumin and curcuminoids, XXVIII. Pharmazie. 57(12), 820-824.
  • [5] Tonnesen H.H., Masson M., Loftsson T., (2002) Studies of curcumin and curcuminoids. XXVII. Cyclodextrin complexation: solubility, chemical and photochemical stability. Int. Pharm. 244, 127-35.
  • [6] Singh R., Tønnesen H.H., Vogensen S.B., Loftsson T., Masson M., ( 2010)Studies of curcumin and curcuminoids. XXXVI. The stoichiometry and complexation constants of cyclodextrin complexes as determined by the phase-solubility method and UV–Vis titration. J. Incl. Phenom. Macrocycl. Chem.66, 335–348.
  • [7] Mohan P.R.K., Sreelakshmi G., Muraleedharan C.V., Joseph R., (2012) Water soluble complexes of curcumin with cyclodextrins: Characterization by FT-Raman spectroscopy. Vib.Spectrosc. 62, 77– 84.
  • [8] Syed H.K., Peh K.K., (2013) Comparative curcumin solubility enhancement study of beta-cyclodextrin (beta CD) and its derivative hydroxypropyl-beta-cyclodextrin (HP beta CD). Lat. Am. J. Pharm. 32 (1), 52-9.
  • [9] Mangolim C.S., Moriwaki C., Nogueira A.C., Sato F., Baesso M.L., Neto A.M., Matioli G.,(2014) Curcumin-β-cyclodextrin inclusion complex: stability, solubility, characterisation by FT-IR, FT-Raman, X-ray diffraction and photoacoustic spectroscopy, and food application. Food Chem. 153, 361-70.
  • [10] Jantarat C., Sirathanarun P., Ratanapongsai S., Watcharakan P., Sunyapong S., Wadu A., (2014) Curcumin-hydroxypropyl-beta-cyclodextrin inclusion complex preparation methods: effect of common solvent evaporation, freeze drying, and pH shift on solubility stability of curcumin. Trop J Pharm Research 13(8), 1215-23.
  • [11] Popat A.,Karmakar S.,Jambhrunkar S., Xu C.,Yu C.Z.,(2014) Curcumin-cyclodextrin encapsulated chitosan nanoconjugates with enhanced solubility and cell cytotoxicity. Colloids Surf B Biointerfaces.117, 520-7.
  • [12] Kaewnopparat N., Kaewnopparat S., Jangwang A., Maneenaun D., Chuchome T., Panichayupakaranant P., (2009) Increased solubility, dissolution and physico chemical studies of curcumin-polyvinylpyrrolidone solid dispersions. World Acad. Sci, Eng, and Technol. 31, 225-30.
  • [13] Li B., Konecke S.,Wegiel L.A.,Taylor L.S.,Edgar K.J.,(2013) Both solubility and chemical stability of curcumin are enhanced by solid dispersion in cellulose derivative matrices. Carbohydr. Polym.98(1), 110816.
  • [14] Modasiya M.K., Patel VM.,(2012) Studies on solubility of curcumin. Int. J. of Pharm. Life Sci. 3(3):1490-7.
  • [15] Catalgil-Giz H., Isci-Turutoglu S., Bahadori F., Kalaycioglu Z., Akkurt B., (2017). Curcumin, increasing its water solubility by ultrasound and PEG. Sigma J. Eng. & Nat. Sci. 35(1), 47-58.
  • [16] Song S., Wang Z., Qian Y., Zhang L., Luo E., (2012) The release rate of curcumin from calcium alginate beads regulated by food emulsifiers. J. Agric. Food Chem. 60(17), 4388−95.
  • [17] Tapal A., Tiku P.K., (2012) Complexation of curcumin with soy protein isolate and its implications on solubility and stability of curcumin. Food Chem. 130 (4), 960–5.
  • [18] Manju S., Sreenivasan K., (2011) Conjugation of curcumin onto hyaluronic acid enhances its aqueous solubility and stability. J. Colloid Interface, 359(1), 318–25.
  • [19] Esmaili M., Ghaffari S.M., Moosavi-Movahedi Z., Atri M.S., Sharifizadeh A., Farhadi M., (2011) Beta casein-micelle as a nano vehicle for solubility enhancement of curcumin; food industry application. LWT - Food Sci. Technol. 44(10), 2166-72.
  • [20] Dey S., Sreenivasan K., (2014) Conjugation of curcumin onto alginate enhances aqueous solubility and stability of curcumin. Carbohydr. Polym. 99, 499-507.
  • [21] Tonnesen H.H., (2006) Solubility and stability of curcumin in solutions containing alginate and other viscosity modifying macromolecules - Studies of curcumin and curcuminoids XXX. Pharmazie. 61, 696- 700.
  • [22] Lee K.Y., Mooney D.J., (2012) Alginate: properties and biomedical applications. Prog. Polym. Sci.37(1), 106–26.
  • [23] Tonnesen H.H.,Karlsen J.,(2002) Alginate in drug delivery systems. Drug Dev. Ind. Pharm. 28(6), 621-30.
  • [24] Akyuz A., Catalgil-Giz H., Giz A.T., (2008) Kinetics of ultrasonic polymer degradation: Comparison of theoretical models with on-line data Macromol. Chem. & Physics. 209(8), 801-9
  • [25] Akyuz A.O., Giz A., Catalgil-Giz H., (2008) Investigation of termination during ultrasonic depolymerization. Macromol. Symp. 275, 112-9.
  • [26] Akyuz A., Catalgil-Giz H., Giz A., (2009) Effect of solvent characteristics on the ultrasonic degradation of poly(vinylpyrrolidone) studied by on-line monitoring. Macromol. Chem. Phys. 210(16), 1331-8.
  • [27] Akyuz A., Kamer O., Giz A., (2013) Online viscometric monitoring of ultrasonic sodium poly (styrene sulfonate) scission. J. of Macromol. Sci. Pure Appl.Chem. 50(5), 535-5405.
  • [28] Blois M.S.,(1958) Antioxidant determinations by the use of a stable free radical. Nature 181, 1199- 1200.
  • [29] Singleton V.L., Rossi J.L., (1965) Colorimetry of total phenolics with phosphomolybdic phosphotungstic acid reagents. Am. J. of Enol. Vitic. 16, 144–58.
  • [30] Kolev T.M., Velcheva E., Stamboliyska B.A., Spiteller M., (2005) DFT and experimental studies of the structure and vibrational spectra of curcumin. Int. J. Quantum Chem. 102(6), 1069–79.
Yıl 2019, Cilt: 37 Sayı: 1, 85 - 92, 01.03.2019

Öz

Kaynakça

  • [1] Aggarwal B.B., Kumar A., Bharti A.C., (2003) Anticancer potential of curcumin, preclinical and clinical studies. Anticancer Research 23(1A), 363–98.
  • [2] Duvoix A., Blasius R., Delhalle S., Schnekenburger M., Morceau F., Henry E., Dicato M., Diederich M., (2005) Chemopreventive and therapeutic effects of curcumin. Cancer Letters. 223(2), 181–90.
  • [3] Aggarwal B.B., Sundaram C., Malani N., Ichikawa H., (2007) Curcumin: the indian solid gold. Adv. Exp.Med. Biol. 595,1-75.
  • [4] Tonnesen H.H., (2002) Solubility, chemical and photochemical stability of curcumin in surfactant solutions - Studies of curcumin and curcuminoids, XXVIII. Pharmazie. 57(12), 820-824.
  • [5] Tonnesen H.H., Masson M., Loftsson T., (2002) Studies of curcumin and curcuminoids. XXVII. Cyclodextrin complexation: solubility, chemical and photochemical stability. Int. Pharm. 244, 127-35.
  • [6] Singh R., Tønnesen H.H., Vogensen S.B., Loftsson T., Masson M., ( 2010)Studies of curcumin and curcuminoids. XXXVI. The stoichiometry and complexation constants of cyclodextrin complexes as determined by the phase-solubility method and UV–Vis titration. J. Incl. Phenom. Macrocycl. Chem.66, 335–348.
  • [7] Mohan P.R.K., Sreelakshmi G., Muraleedharan C.V., Joseph R., (2012) Water soluble complexes of curcumin with cyclodextrins: Characterization by FT-Raman spectroscopy. Vib.Spectrosc. 62, 77– 84.
  • [8] Syed H.K., Peh K.K., (2013) Comparative curcumin solubility enhancement study of beta-cyclodextrin (beta CD) and its derivative hydroxypropyl-beta-cyclodextrin (HP beta CD). Lat. Am. J. Pharm. 32 (1), 52-9.
  • [9] Mangolim C.S., Moriwaki C., Nogueira A.C., Sato F., Baesso M.L., Neto A.M., Matioli G.,(2014) Curcumin-β-cyclodextrin inclusion complex: stability, solubility, characterisation by FT-IR, FT-Raman, X-ray diffraction and photoacoustic spectroscopy, and food application. Food Chem. 153, 361-70.
  • [10] Jantarat C., Sirathanarun P., Ratanapongsai S., Watcharakan P., Sunyapong S., Wadu A., (2014) Curcumin-hydroxypropyl-beta-cyclodextrin inclusion complex preparation methods: effect of common solvent evaporation, freeze drying, and pH shift on solubility stability of curcumin. Trop J Pharm Research 13(8), 1215-23.
  • [11] Popat A.,Karmakar S.,Jambhrunkar S., Xu C.,Yu C.Z.,(2014) Curcumin-cyclodextrin encapsulated chitosan nanoconjugates with enhanced solubility and cell cytotoxicity. Colloids Surf B Biointerfaces.117, 520-7.
  • [12] Kaewnopparat N., Kaewnopparat S., Jangwang A., Maneenaun D., Chuchome T., Panichayupakaranant P., (2009) Increased solubility, dissolution and physico chemical studies of curcumin-polyvinylpyrrolidone solid dispersions. World Acad. Sci, Eng, and Technol. 31, 225-30.
  • [13] Li B., Konecke S.,Wegiel L.A.,Taylor L.S.,Edgar K.J.,(2013) Both solubility and chemical stability of curcumin are enhanced by solid dispersion in cellulose derivative matrices. Carbohydr. Polym.98(1), 110816.
  • [14] Modasiya M.K., Patel VM.,(2012) Studies on solubility of curcumin. Int. J. of Pharm. Life Sci. 3(3):1490-7.
  • [15] Catalgil-Giz H., Isci-Turutoglu S., Bahadori F., Kalaycioglu Z., Akkurt B., (2017). Curcumin, increasing its water solubility by ultrasound and PEG. Sigma J. Eng. & Nat. Sci. 35(1), 47-58.
  • [16] Song S., Wang Z., Qian Y., Zhang L., Luo E., (2012) The release rate of curcumin from calcium alginate beads regulated by food emulsifiers. J. Agric. Food Chem. 60(17), 4388−95.
  • [17] Tapal A., Tiku P.K., (2012) Complexation of curcumin with soy protein isolate and its implications on solubility and stability of curcumin. Food Chem. 130 (4), 960–5.
  • [18] Manju S., Sreenivasan K., (2011) Conjugation of curcumin onto hyaluronic acid enhances its aqueous solubility and stability. J. Colloid Interface, 359(1), 318–25.
  • [19] Esmaili M., Ghaffari S.M., Moosavi-Movahedi Z., Atri M.S., Sharifizadeh A., Farhadi M., (2011) Beta casein-micelle as a nano vehicle for solubility enhancement of curcumin; food industry application. LWT - Food Sci. Technol. 44(10), 2166-72.
  • [20] Dey S., Sreenivasan K., (2014) Conjugation of curcumin onto alginate enhances aqueous solubility and stability of curcumin. Carbohydr. Polym. 99, 499-507.
  • [21] Tonnesen H.H., (2006) Solubility and stability of curcumin in solutions containing alginate and other viscosity modifying macromolecules - Studies of curcumin and curcuminoids XXX. Pharmazie. 61, 696- 700.
  • [22] Lee K.Y., Mooney D.J., (2012) Alginate: properties and biomedical applications. Prog. Polym. Sci.37(1), 106–26.
  • [23] Tonnesen H.H.,Karlsen J.,(2002) Alginate in drug delivery systems. Drug Dev. Ind. Pharm. 28(6), 621-30.
  • [24] Akyuz A., Catalgil-Giz H., Giz A.T., (2008) Kinetics of ultrasonic polymer degradation: Comparison of theoretical models with on-line data Macromol. Chem. & Physics. 209(8), 801-9
  • [25] Akyuz A.O., Giz A., Catalgil-Giz H., (2008) Investigation of termination during ultrasonic depolymerization. Macromol. Symp. 275, 112-9.
  • [26] Akyuz A., Catalgil-Giz H., Giz A., (2009) Effect of solvent characteristics on the ultrasonic degradation of poly(vinylpyrrolidone) studied by on-line monitoring. Macromol. Chem. Phys. 210(16), 1331-8.
  • [27] Akyuz A., Kamer O., Giz A., (2013) Online viscometric monitoring of ultrasonic sodium poly (styrene sulfonate) scission. J. of Macromol. Sci. Pure Appl.Chem. 50(5), 535-5405.
  • [28] Blois M.S.,(1958) Antioxidant determinations by the use of a stable free radical. Nature 181, 1199- 1200.
  • [29] Singleton V.L., Rossi J.L., (1965) Colorimetry of total phenolics with phosphomolybdic phosphotungstic acid reagents. Am. J. of Enol. Vitic. 16, 144–58.
  • [30] Kolev T.M., Velcheva E., Stamboliyska B.A., Spiteller M., (2005) DFT and experimental studies of the structure and vibrational spectra of curcumin. Int. J. Quantum Chem. 102(6), 1069–79.
Toplam 30 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Bölüm Research Articles
Yazarlar

Nil Erge Akkaya Bu kişi benim 0000-0003-4775-198X

Sevim Iscı Turutoglu Bu kişi benim 0000-0002-6049-5397

A. Fatih Ertem Bu kişi benim 0000-0003-4392-7132

Zeynep Kalaycıoglu Bu kişi benim 0000-0002-0967-0997

Fatemeh Bahadorı Bu kişi benim 0000-0003-4224-9309

Huceste Catalgıl Gız Bu kişi benim 0000-0001-7674-4186

Yayımlanma Tarihi 1 Mart 2019
Gönderilme Tarihi 6 Ekim 2018
Yayımlandığı Sayı Yıl 2019 Cilt: 37 Sayı: 1

Kaynak Göster

Vancouver Akkaya NE, Iscı Turutoglu S, Ertem AF, Kalaycıoglu Z, Bahadorı F, Catalgıl Gız H. INCREASING THE WATER SOLUBILITY OF CURCUMIN, BY ALGINATE IN ULTRASOUND MEDIUM. SIGMA. 2019;37(1):85-92.

IMPORTANT NOTE: JOURNAL SUBMISSION LINK https://eds.yildiz.edu.tr/sigma/