Huceste ÇATALGİL GİZ, Sevim İŞÇİ, Fatemeh BAHADORİ, Zeynep KALAYCIOĞLU, Barbaros AKKURT

CURCUMIN, INCREASING ITS WATER SOLUBILITY BY ULTRASOUND AND PEG

Water solubility of curcumin is increased by PEG in ultrasound medium. Different PEG-curcumin complexes were prepared with and without using ultrasound at 250C. Curcumin concentrations of complexes were determined by UV. The surface charges of PEG-curcumin complexes were investigated by zeta measurements. Critical aggregate concentrations were determined from both UV and zeta potential measurements. Complexes prepared by ultrasound were found to be more compact and homogenous in both size and charge distribution and they also carried more curcumin. Antioxidant capacity of the complexes, determined by DPPH and FRAP methods, were higher than the capacity of curcumin itself.

Keywords:

Curcumin, solubility, ultrasound, complex formation, polyethylene glycol.,

PDF

___

[1] Piper, J.T., Singhal, S.S., Salameh, M., Torman, R.T., Awasthi, Y.C., Awasthi, S., “Mechanisms of anticarcinogenic properties of curcumin: the effect of curcumin on glutathione linked detoxification enzymes in rat liver”. Int. J. Biochem. Cell. Biol. 30, 445-456, 1998.
[2] Rao, C.V., Rivenson, A., Simi, B., Reddy, B.S., “Chemoprevention of colon carcinogenesis by dietary curcumin, a naturally occurring plant phenolic compound”. Cancer Res. 55, 259-266, 1995.
[3] Kawamori, T., Lubet, R., Steele, V.E., Kelloff, G.J., Kaskey, R.B., Rao, C.V., Reddy, B.S., “Chemopreventive effect of curcumin, a naturally occurring antiinflammatory agent, during the promotion/progression stages of colon cancer”. Cancer Res. 59, 597–601, 1999.
[4] Cheng, A.L., Hsu, C.H., Lin, J.K., Hsu, M.M., Ho, Y.F., Shen, T.S., Ko, J.Y., Lin, J.T., Lin, B.R., Ming-Shiang, W., Yu, H.S., Jee, S.H., Chen, G.S., Chen, T.M., Chen, C.A., Lai, M.K., Pu, Y.S., Pan, M.H., Wang, Y.J., Tsai, C.C., Hsieh, C.Y., “Phase I clinical trial of curcumin, a chemopreventive agent, in patients with high-risk or pre-malignant lesions”. Anticancer Res. 21, 2895–2900, 2001.
[5] Aggarwal, B.B., Kumar, A., Bharti, A.C., “Anticancer potential of curcumin, preclinical and clinical studies”. Anticancer Res. 23, 363–398, 2003.
[6] Duvoix, A., Blasius, R., Delhalle, S., Schnekenburger, M., Morceau, F., Henry, E., Dicato, M., Diederich, M., “Chemopreventive and therapeutic effects of curcumin”, Cancer Letters. 223, 181–190, 2005.
[7] Modasiya, M.K., Patel, V.M., “Studies on solubility of curcumin”, Int J of Pharm Life Sci (IJPLS), 3,1490-1497, 2012.
[8] Kaewnopparat, N., Kaewnopparat, S., Jangwang, A., Maneenaun, D., Chuchome, T., Panichayupakaranant, P., “Increased Solubility, Dissolution and Physico chemical Studies of Curcumin-Polyvinylpyrrolidone K-30 Solid Dispersions”, World Academy of Science, Engineering and Technology, 2009, 31, 225-230.
[9] Li, B., Konecke, S., Wegiel, L.A., Taylor, L. S., Edgar, K. J., “Both solubility and chemical stability of curcumin are enhanced by solid dispersion in cellulose derivative matrices”, Carbohydrate Polymers, 98, 1108-1116, 2013.
[10] Song, S., Wang, Z., Qian, Y., Zhang, L., Luo, E., “The Release Rate of Curcumin from Calcium Alginate Beads Regulated by Food Emulsifiers”, J. Agric. Food Chem. 60, 4388−4395, 2012.
[11] Dey, S., Sreenivasan, K., “Conjugation of curcumin onto alginate enhances aqueous solubility and stability of curcumin”, Carbohydrate Polymers, 99, 499-507, 2014.
[12] Singh, R., Tønnesen, H.H., Vogensen, S.B., Loftsson, T., Masson, M., “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,b66, 335–348, 2010.
[13] Mohan, P.R.K., Sreelakshmi, G., Muraleedharan, C.V., Joseph, R., “Water soluble complexes of curcumin with cyclodextrins: Characterization by FT-Raman spectroscopy”, Vibrational Spectroscopy, 62, 77– 84, 2012.
[14] Syed, H.K., Peh, K.K., “Comparative Curcumin Solubility Enhancement Study of beta-Cyclodextrin (beta CD) and its Derivative Hydroxypropyl-beta-Cyclodextrin (HP beta CD)”, Latin American Journal of Pharmacy, 32, 52-59, 2013.
[15] Yadav, V.R., Suresh, S., Devi, K., “Effect of Cyclodextrin Complexation of Curcumin on its Solubility and Antiangiogenic and Anti-inflammatory Activity in Rat Colitis Model”, AAPS Pharm. Sci. Tech.10, 752-762, 2009.
[16] Tonnesen, H.H., Masson, M., Loftsson, T. “Studies of curcumin and curcuminoids. XXVII. Cyclodextrin complexation: solubility, chemical and photochemical stability”. International Journal of Pharmaceutics,244, 127-135, 2002.
[17] Mangolim, C.S., Moriwaki, C., Nogueira, A.C., Sato, F., Baesso, M.L., Neto, A.M., Matioli, G. “Curcumin-β-cyclodextrin inclusion complex: stability, solubility, characterisation by FT-IR, FT-Raman, X-ray diffraction and photoacoustic spectroscopy, and food application”. Food Chemistry, 153, 361, 2014.
[18] Jantarat, C., Sirathanarun, P., Ratanapongsai, S., Watcharakan, P., Sunyapong S., Wadu, A. “Curcumin-Hydroxypropyl-beta-Cyclodextrin Inclusion Complex Preparation Methods: Effect of Common Solvent Evaporation, Freeze Drying, and pH Shift on Solubility and Stability of Curcumin”, Tropical Journal of Pharmaceutical Research, 13, 1215-1223, 2014.
[19] Popat, A., Karmakar, S., Jambhrunkar, S., Yu, C., “Curcumin-cyclodextrin encapsulated chitosan nanoconjugates with enhanced solubility and cell cytotoxicity”, Colloids And Surfaces B-Biointerfaces,117, 520-527, 2014.
[20] Zhang, F., Koh, G.Y., Jeansonne, D.P., Hollingsworth, J., Russo, P.S., Vicente, G., Stout, R.W., Liu, Z. “A Novel Solubility-Enhanced Curcumin Formulation Showing Stability and Maintenance of Anticancer Activity”, Journal of Pharmaceutical Sciences,100, 2778–2789, 2011.
[21] Esmaili, M., Ghaffari, S.M., Moosavi-Movahedi, Z., Atri, M. S., Sharifizadeh, A., Farhadi, M. “Beta casein-micelle as a nano vehicle for solubility enhancement of curcumin; food industry application”, LWT - Food Science and Technology,44, 2166-2172, 2011.
[22] Tapal, A., Tiku, P.K., “Complexation of curcumin with soy protein isolate and its implications on solubility and stability of curcumin”, Food Chemistry, 130, 960–965, 2012.
[23] Manju, S., Sreenivasan, K. “Conjugation of curcumin onto hyaluronic acid enhances its aqueous solubility and stability”, Journal of Colloid and Interface Science, 359, 318–325, 2011.
[24] Patra, D., Barakat, C., “Unique role of ionic liquid [bmin][BF4] during curcumin–surfactant association and micellization of cationic, anionic and non-ionic surfactant solutions”, Spectrochimica Acta, Part A,79, 1823–1828, 2011.
[25] Tonnesen, H.H. “Solubility and stability of curcumin in solutions containing alginate and other viscosity modifying macromolecules - Studies of curcumin and curcuminoids XXX”, Pharmazie, 61, 696-700, 2006.
[26] Li, J., Wang, Y., Yang, C., Wang, P., Oelschlager, D.K., Zheng, Y., Tian, D.A., Grizzle, W.E., Buchsbaum, D.J., Wan, M. “Polyethylene glycosylated curcumin conjugate inhibits pancreatic cancer cell growth through inactivation of Jab1”. Molecular Pharmacology,76, 81-90, 2009.
[27] Haukvik, T., Bruzell, E., Kristensen, S., Tønnesen, H.H. “Photokilling of bacteria by curcumin in selected polyethylene glycol 400 (PEG 400) preparations Studies on curcumin and curcuminoids, XLI”, Pharmazie,65, 600–606, 2010.
[28] Akyuz, A., Catalgil-Giz, H., Giz, A.T. “Kinetics of ultrasonic polymer degradation: Comparison of theoretical models with on-line data”, Macromol. Chem. & Physics, 209, 801-809, 2008.
[29] Kolev, T.M., Velcheva, E., Stamboliyska, B.A., Spiteller, M. “DFT and experimental studies of the structure and vibrational spectra of curcumin”, Int. J. Quantum Chem.102, 1069–1079, 2005.
[30] Blois, M.S., “Antioxidant determinations by the use of a stable free radical”, Nature,181: 1199- 1200, 1958.
[31] Benzie I.F.F., Strain J.J. “Ferric reducing ability of plasma (FRAP) as a measure of antioxidant power: The FRAP assay”. Anal Biochem., 239:70-76, 1996.

Sigma Mühendislik ve Fen Bilimleri Dergisi-Cover

ISSN: 1304-7191
Yayın Aralığı: Yılda 4 Sayı
Yayıncı: Yıldız Teknik Üniversitesi

Arşiv