메뉴 건너뛰기




Volumn 65, Issue 8, 2017, Pages 1525-1532

Physical and Chemical Stability of Curcumin in Aqueous Solutions and Emulsions: Impact of pH, Temperature, and Molecular Environment

Author keywords

crystallization; curcumin; delivery; emulsion; stability

Indexed keywords

ALKALINITY; BIOCHEMISTRY; CONVERGENCE OF NUMERICAL METHODS; CRYSTALLIZATION; DEGRADATION; EMULSIFICATION; EMULSIONS; FOOD STORAGE; OILS AND FATS; PH; SOLUTIONS; STABILITY;

EID: 85014248384     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/acs.jafc.6b04815     Document Type: Article
Times cited : (471)

References (35)
  • 1
    • 27944460777 scopus 로고
    • Studies on curcumin and curcuminoids. 17. Variation in the content of curcuminoids in Curcuma longa L. from Nepal during one season
    • Tonnesen, H. H.; Karlsen, J.; Adhikary, S. R.; Pandey, R. Studies on curcumin and curcuminoids. 17. Variation in the content of curcuminoids in Curcuma longa L. from Nepal during one season Z. Lebensm.-Unters. Forsch. 1989, 189, 116-118 10.1007/BF01332943
    • (1989) Z. Lebensm.-Unters. Forsch. , vol.189 , pp. 116-118
    • Tonnesen, H.H.1    Karlsen, J.2    Adhikary, S.R.3    Pandey, R.4
  • 2
    • 38749109673 scopus 로고    scopus 로고
    • Curcumin as "curecumin": From kitchen to clinic
    • Goel, A.; Kunnumakkara, A. B.; Aggarwal, B. B. Curcumin as "curecumin": from kitchen to clinic Biochem. Pharmacol. 2008, 75, 787-809 10.1016/j.bcp.2007.08.016
    • (2008) Biochem. Pharmacol. , vol.75 , pp. 787-809
    • Goel, A.1    Kunnumakkara, A.B.2    Aggarwal, B.B.3
  • 3
    • 84891613383 scopus 로고    scopus 로고
    • The molecular basis for the pharmacokinetics and pharmacodynamics of curcumin and its metabolites in relation to cancers
    • Heger, M.; van Golen, R. F.; Broekgaarden, M.; Michel, M. C. The molecular basis for the pharmacokinetics and pharmacodynamics of curcumin and its metabolites in relation to cancers Pharmacol. Rev. 2014, 66, 222-307 10.1124/pr.110.004044
    • (2014) Pharmacol. Rev. , vol.66 , pp. 222-307
    • Heger, M.1    Van Golen, R.F.2    Broekgaarden, M.3    Michel, M.C.4
  • 8
    • 0037026270 scopus 로고    scopus 로고
    • Studies of curcumin and curcuminoids. XXVII. Cyclodextrin complexation: Solubility, chemical and photochemical stability
    • Tonnesen, H. H.; Masson, M.; Loftsson, T. Studies of curcumin and curcuminoids. XXVII. Cyclodextrin complexation: solubility, chemical and photochemical stability Int. J. Pharm. 2002, 244, 127-135 10.1016/S0378-5173(02)00323-X
    • (2002) Int. J. Pharm. , vol.244 , pp. 127-135
    • Tonnesen, H.H.1    Masson, M.2    Loftsson, T.3
  • 9
    • 0002298682 scopus 로고
    • Chemistry of curcumin and curcuminoids
    • Tonnesen, H. H. Chemistry of curcumin and curcuminoids Acs. Sym. Ser. 1992, 506, 143-153 10.1021/bk-1992-0506.ch011
    • (1992) Acs. Sym. Ser. , vol.506 , pp. 143-153
    • Tonnesen, H.H.1
  • 10
    • 84897727791 scopus 로고    scopus 로고
    • Delivery of lipophilic bioactives: Assembly, disassembly, and reassembly of lipid nanoparticles
    • Yao, M.; Xiao, H.; McClements, D. J. Delivery of lipophilic bioactives: assembly, disassembly, and reassembly of lipid nanoparticles Annu. Rev. Food Sci. Technol. 2014, 5, 53-81 10.1146/annurev-food-072913-100350
    • (2014) Annu. Rev. Food Sci. Technol. , vol.5 , pp. 53-81
    • Yao, M.1    Xiao, H.2    McClements, D.J.3
  • 11
    • 0022066944 scopus 로고
    • Studies on curcumin and curcuminoids. 6. Kinetics of curcumin degradation in aqueous-solution
    • Tonnesen, H. H.; Karlsen, J. Studies on curcumin and curcuminoids. 6. Kinetics of curcumin degradation in aqueous-solution Z. Lebensm.-Unters. Forsch. 1985, 180, 402-404 10.1007/BF01027775
    • (1985) Z. Lebensm.-Unters. Forsch. , vol.180 , pp. 402-404
    • Tonnesen, H.H.1    Karlsen, J.2
  • 12
    • 84959566676 scopus 로고    scopus 로고
    • Redox modulation of curcumin stability: Redox active antioxidants increase chemical stability of curcumin
    • Nimiya, Y.; Wang, W.; Du, Z.; Sukamtoh, E.; Zhu, J.; Decker, E.; Zhang, G. Redox modulation of curcumin stability: redox active antioxidants increase chemical stability of curcumin Mol. Nutr. Food Res. 2016, 60, 487-494 10.1002/mnfr.201500681
    • (2016) Mol. Nutr. Food Res. , vol.60 , pp. 487-494
    • Nimiya, Y.1    Wang, W.2    Du, Z.3    Sukamtoh, E.4    Zhu, J.5    Decker, E.6    Zhang, G.7
  • 13
    • 84863090612 scopus 로고    scopus 로고
    • Vanillin and ferulic acid: Not the major degradation products of curcumin
    • Gordon, O. N.; Schneider, C. Vanillin and ferulic acid: not the major degradation products of curcumin Trends Mol. Med. 2012, 18, 361-363 10.1016/j.molmed.2012.04.011
    • (2012) Trends Mol. Med. , vol.18 , pp. 361-363
    • Gordon, O.N.1    Schneider, C.2
  • 14
    • 84940999062 scopus 로고    scopus 로고
    • Degradation of curcumin: From mechanism to biological implications
    • Schneider, C.; Gordon, O. N.; Edwards, R. L.; Luis, P. B. Degradation of curcumin: from mechanism to biological implications J. Agric. Food Chem. 2015, 63, 7606-7614 10.1021/acs.jafc.5b00244
    • (2015) J. Agric. Food Chem. , vol.63 , pp. 7606-7614
    • Schneider, C.1    Gordon, O.N.2    Edwards, R.L.3    Luis, P.B.4
  • 15
    • 0032926620 scopus 로고    scopus 로고
    • Biotransformation of curcumin through reduction and glucuronidation in mice
    • Pan, M. H.; Huang, T. M.; Lin, J. K. Biotransformation of curcumin through reduction and glucuronidation in mice Drug Metab. Dispos. 1999, 27, 486-494
    • (1999) Drug Metab. Dispos. , vol.27 , pp. 486-494
    • Pan, M.H.1    Huang, T.M.2    Lin, J.K.3
  • 16
    • 4644332608 scopus 로고    scopus 로고
    • Detection of curcumin and its metabolites in hepatic tissue and portal blood of patients following oral administration
    • Garcea, G.; Jones, D. J. L.; Singh, R.; Dennison, A. R.; Farmer, P. B.; Sharma, R. A.; Steward, W. P.; Gescher, A. J.; Berry, D. P. Detection of curcumin and its metabolites in hepatic tissue and portal blood of patients following oral administration Br. J. Cancer 2004, 90, 1011-1015 10.1038/sj.bjc.6601623
    • (2004) Br. J. Cancer , vol.90 , pp. 1011-1015
    • Garcea, G.1    Jones, D.J.L.2    Singh, R.3    Dennison, A.R.4    Farmer, P.B.5    Sharma, R.A.6    Steward, W.P.7    Gescher, A.J.8    Berry, D.P.9
  • 17
    • 84893694889 scopus 로고    scopus 로고
    • Curcumin nanoformulations: A review of pharmaceutical properties and preclinical studies and clinical data related to cancer treatment
    • Naksuriya, O.; Okonogi, S.; Schiffelers, R. M.; Hennink, W. E. Curcumin nanoformulations: a review of pharmaceutical properties and preclinical studies and clinical data related to cancer treatment Biomaterials 2014, 35, 3365-3383 10.1016/j.biomaterials.2013.12.090
    • (2014) Biomaterials , vol.35 , pp. 3365-3383
    • Naksuriya, O.1    Okonogi, S.2    Schiffelers, R.M.3    Hennink, W.E.4
  • 18
    • 84865354296 scopus 로고    scopus 로고
    • Advances in fabrication of emulsions with enhanced functionality using structural design principles
    • McClements, D. J. Advances in fabrication of emulsions with enhanced functionality using structural design principles Curr. Opin. Colloid Interface Sci. 2012, 17, 235-245 10.1016/j.cocis.2012.06.002
    • (2012) Curr. Opin. Colloid Interface Sci. , vol.17 , pp. 235-245
    • McClements, D.J.1
  • 19
    • 84859838121 scopus 로고    scopus 로고
    • Crystals and crystallization in oil-in-water emulsions: Implications for emulsion-based delivery systems
    • McClements, D. J. Crystals and crystallization in oil-in-water emulsions: implications for emulsion-based delivery systems Adv. Colloid Interface Sci. 2012, 174, 1-30 10.1016/j.cis.2012.03.002
    • (2012) Adv. Colloid Interface Sci. , vol.174 , pp. 1-30
    • McClements, D.J.1
  • 20
    • 84861632327 scopus 로고    scopus 로고
    • Improving the oral bioavailability of curcumin using novel organogel-based nanoemulsions
    • Yu, H. L.; Huang, Q. R. Improving the oral bioavailability of curcumin using novel organogel-based nanoemulsions J. Agric. Food Chem. 2012, 60, 5373-5379 10.1021/jf300609p
    • (2012) J. Agric. Food Chem. , vol.60 , pp. 5373-5379
    • Yu, H.L.1    Huang, Q.R.2
  • 21
    • 84969492178 scopus 로고    scopus 로고
    • Curcumin bioavailability from oil in water nano-emulsions: In vitro and in vivo study on the dimensional, compositional and interactional dependence
    • Vecchione, R.; Quagliariello, V.; Calabria, D.; Calcagno, V.; De Luca, E.; Iaffaioli, R. V.; Netti, P. A. Curcumin bioavailability from oil in water nano-emulsions: in vitro and in vivo study on the dimensional, compositional and interactional dependence J. Controlled Release 2016, 233, 88-100 10.1016/j.jconrel.2016.05.004
    • (2016) J. Controlled Release , vol.233 , pp. 88-100
    • Vecchione, R.1    Quagliariello, V.2    Calabria, D.3    Calcagno, V.4    De Luca, E.5    Iaffaioli, R.V.6    Netti, P.A.7
  • 22
    • 84959316938 scopus 로고    scopus 로고
    • Encapsulation of curcumin in polysaccharide-based hydrogel beads: Impact of bead type on lipid digestion and curcumin bioaccessibility
    • Zhang, Z.; Zhang, R.; Zou, L.; Chen, L.; Ahmed, Y.; Al Bishri, W.; Balamash, K.; McClements, D. J. Encapsulation of curcumin in polysaccharide-based hydrogel beads: impact of bead type on lipid digestion and curcumin bioaccessibility Food Hydrocolloids 2016, 58, 160-170 10.1016/j.foodhyd.2016.02.036
    • (2016) Food Hydrocolloids , vol.58 , pp. 160-170
    • Zhang, Z.1    Zhang, R.2    Zou, L.3    Chen, L.4    Ahmed, Y.5    Al Bishri, W.6    Balamash, K.7    McClements, D.J.8
  • 23
    • 84959265026 scopus 로고    scopus 로고
    • Development of food-grade curcumin nanoemulsion and its potential application to food beverage system: Antioxidant property and in vitro digestion
    • Joung, H. J.; Choi, M.-J.; Kim, J. T.; Park, S. H.; Park, H. J.; Shin, G. H. Development of food-grade curcumin nanoemulsion and its potential application to food beverage system: antioxidant property and in vitro digestion J. Food Sci. 2016, 81, N745-N753 10.1111/1750-3841.13224
    • (2016) J. Food Sci. , vol.81 , pp. N745-N753
    • Joung, H.J.1    Choi, M.-J.2    Kim, J.T.3    Park, S.H.4    Park, H.J.5    Shin, G.H.6
  • 24
    • 84986905134 scopus 로고    scopus 로고
    • Lipid based nanosystems for curcumin: Past, present and future
    • Nayak, A. P.; Mills, T.; Norton, I. Lipid based nanosystems for curcumin: past, present and future Curr. Pharm. Des. 2016, 22, 4247-4256 10.2174/1381612822666160614083412
    • (2016) Curr. Pharm. Des. , vol.22 , pp. 4247-4256
    • Nayak, A.P.1    Mills, T.2    Norton, I.3
  • 25
    • 84954270757 scopus 로고    scopus 로고
    • Enhancing the bioaccessibility of hydrophobic bioactive agents using mixed colloidal dispersions: Curcumin-loaded zein nanoparticles plus digestible lipid nanoparticles
    • Zou, L.; Zheng, B.; Zhang, R.; Zhang, Z.; Liu, W.; Liu, C.; Xiao, H.; McClements, D. J. Enhancing the bioaccessibility of hydrophobic bioactive agents using mixed colloidal dispersions: curcumin-loaded zein nanoparticles plus digestible lipid nanoparticles Food Res. Int. 2016, 81, 74-82 10.1016/j.foodres.2015.12.035
    • (2016) Food Res. Int. , vol.81 , pp. 74-82
    • Zou, L.1    Zheng, B.2    Zhang, R.3    Zhang, Z.4    Liu, W.5    Liu, C.6    Xiao, H.7    McClements, D.J.8
  • 26
    • 67349107075 scopus 로고    scopus 로고
    • Nanoparticle encapsulation improves oral bioavailability of curcumin by at least 9-fold when compared to curcumin administered with piperine as absorption enhancer
    • Shaikh, J.; Ankola, D. D.; Beniwal, V.; Singh, D.; Kumar, M. Nanoparticle encapsulation improves oral bioavailability of curcumin by at least 9-fold when compared to curcumin administered with piperine as absorption enhancer Eur. J. Pharm. Sci. 2009, 37, 223-230 10.1016/j.ejps.2009.02.019
    • (2009) Eur. J. Pharm. Sci. , vol.37 , pp. 223-230
    • Shaikh, J.1    Ankola, D.D.2    Beniwal, V.3    Singh, D.4    Kumar, M.5
  • 27
    • 84855715840 scopus 로고    scopus 로고
    • Nanoemulsion- and emulsion-based delivery systems for curcumin: Encapsulation and release properties
    • Ahmed, K.; Li, Y.; McClements, D. J.; Xiao, H. Nanoemulsion- and emulsion-based delivery systems for curcumin: encapsulation and release properties Food Chem. 2012, 132, 799-807 10.1016/j.foodchem.2011.11.039
    • (2012) Food Chem. , vol.132 , pp. 799-807
    • Ahmed, K.1    Li, Y.2    McClements, D.J.3    Xiao, H.4
  • 28
    • 84929590403 scopus 로고    scopus 로고
    • Oxidative transformation of demethoxy- and bisdemethoxycurcumin: Products, mechanism of formation, and poisoning of human topoisomerase IIα
    • Gordon, O. N.; Luis, P. B.; Ashley, R. E.; Osheroff, N.; Schneider, C. Oxidative transformation of demethoxy- and bisdemethoxycurcumin: products, mechanism of formation, and poisoning of human topoisomerase IIα Chem. Res. Toxicol. 2015, 28, 989-996 10.1021/acs.chemrestox.5b00009
    • (2015) Chem. Res. Toxicol. , vol.28 , pp. 989-996
    • Gordon, O.N.1    Luis, P.B.2    Ashley, R.E.3    Osheroff, N.4    Schneider, C.5
  • 29
    • 0030957856 scopus 로고    scopus 로고
    • Kinetics of alkaline degradation of the food pigments curcumin and curcuminoids
    • Price, L. C.; Buescher, R. W. Kinetics of alkaline degradation of the food pigments curcumin and curcuminoids J. Food Sci. 1997, 62, 267-269 10.1111/j.1365-2621.1997.tb03982.x
    • (1997) J. Food Sci. , vol.62 , pp. 267-269
    • Price, L.C.1    Buescher, R.W.2
  • 30
    • 84982364659 scopus 로고
    • A synthesis of curcumin and related compounds
    • Pabon, H. J. J. A synthesis of curcumin and related compounds Recl. Trav. Chim. Pays-Bas 1964, 83, 379-386 10.1002/recl.19640830407
    • (1964) Recl. Trav. Chim. Pays-Bas , vol.83 , pp. 379-386
    • Pabon, H.J.J.1
  • 31
    • 84943810087 scopus 로고    scopus 로고
    • Lutein-enriched emulsion-based delivery systems: Influence of pH and temperature on physical and chemical stability
    • Davidov-Pardo, G.; Gumus, C. E.; McClements, D. J. Lutein-enriched emulsion-based delivery systems: influence of pH and temperature on physical and chemical stability Food Chem. 2016, 196, 821-827 10.1016/j.foodchem.2015.10.018
    • (2016) Food Chem. , vol.196 , pp. 821-827
    • Davidov-Pardo, G.1    Gumus, C.E.2    McClements, D.J.3
  • 32
    • 0001394917 scopus 로고
    • Studies on curcumin and curcuminoids. 5. Alkaline-degradation of curcumin
    • Tonnesen, H. H.; Karlsen, J. Studies on curcumin and curcuminoids. 5. Alkaline-degradation of curcumin Z. Lebensm.-Unters. Forsch. 1985, 180, 132-134 10.1007/BF01042637
    • (1985) Z. Lebensm.-Unters. Forsch. , vol.180 , pp. 132-134
    • Tonnesen, H.H.1    Karlsen, J.2
  • 33
    • 0030839940 scopus 로고    scopus 로고
    • Stability of curcumin in buffer solutions and characterization of its degradation products
    • Wang, Y. J.; Pan, M. H.; Cheng, A. L.; Lin, L. I.; Ho, Y. S.; Hsieh, C. Y.; Lin, J. K. Stability of curcumin in buffer solutions and characterization of its degradation products J. Pharm. Biomed. Anal. 1997, 15, 1867-1876 10.1016/S0731-7085(96)02024-9
    • (1997) J. Pharm. Biomed. Anal. , vol.15 , pp. 1867-1876
    • Wang, Y.J.1    Pan, M.H.2    Cheng, A.L.3    Lin, L.I.4    Ho, Y.S.5    Hsieh, C.Y.6    Lin, J.K.7
  • 35
    • 84929096317 scopus 로고    scopus 로고
    • Unraveling curcumin degradation autoxidation proceeds through spiroepoxide and vinylether intermediates en route to the main bicyclopentadione
    • Gordon, O. N.; Luis, P. B.; Sintim, H. O.; Schneider, C. Unraveling curcumin degradation autoxidation proceeds through spiroepoxide and vinylether intermediates en route to the main bicyclopentadione J. Biol. Chem. 2015, 290, 4817-4828 10.1074/jbc.M114.618785
    • (2015) J. Biol. Chem. , vol.290 , pp. 4817-4828
    • Gordon, O.N.1    Luis, P.B.2    Sintim, H.O.3    Schneider, C.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.