메뉴 건너뛰기




Volumn 77, Issue 1-4, 2013, Pages 269-277

Inclusion complex formation of β-cyclodextrin and Naproxen: A study on exothermic complex formation by differential scanning calorimetry

Author keywords

Complex; Cyclodextrin; Differential scanning calorimetry; Inclusion; Naproxen

Indexed keywords


EID: 84888354424     PISSN: 09230750     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10847-012-0241-6     Document Type: Article
Times cited : (39)

References (35)
  • 1
    • 0032963089 scopus 로고    scopus 로고
    • A fluorimetric, potentiometric and conductimetric study of the aqueous solutions of Naproxen and its association with hydroxypropyl-beta-cyclodextrin
    • 10.1016/S0378-5173(98)00313-5 1:CAS:528:DyaK1MXnsFahtw%3D%3D
    • Junquera, E., Aicart, E.: A fluorimetric, potentiometric and conductimetric study of the aqueous solutions of Naproxen and its association with hydroxypropyl-beta-cyclodextrin. Int. J. Pharm. 176(2), 169-178 (1999)
    • (1999) Int. J. Pharm. , vol.176 , Issue.2 , pp. 169-178
    • Junquera, E.1    Aicart, E.2
  • 3
    • 80051497162 scopus 로고    scopus 로고
    • Prostaglandin E(2) and pain-an update
    • 10.1248/bpb.34.1170 1:CAS:528:DC%2BC3MXht1antr%2FP
    • Kawabata, A.: Prostaglandin E(2) and pain-an update. Biol. Pharm. Bull. 34(8), 1170-1173 (2011)
    • (2011) Biol. Pharm. Bull. , vol.34 , Issue.8 , pp. 1170-1173
    • Kawabata, A.1
  • 4
    • 35248822616 scopus 로고    scopus 로고
    • The utility of cyclodextrins for enhancing oral bioavailability
    • 10.1016/j.jconrel.2007.07.018 1:CAS:528:DC%2BD2sXhtFyku7fI
    • Carrier, R.L., Miller, L.A., Ahmed, I.: The utility of cyclodextrins for enhancing oral bioavailability. J Control Release 123(2), 78-99 (2007)
    • (2007) J Control Release , vol.123 , Issue.2 , pp. 78-99
    • Carrier, R.L.1    Miller, L.A.2    Ahmed, I.3
  • 5
    • 27744575591 scopus 로고    scopus 로고
    • Cyclodextrins in drug delivery: An updated review
    • 10.1208/pt060243
    • Challa, R., Ahuja, A., Ali, J., Khar, R.K.: Cyclodextrins in drug delivery: an updated review. Aaps Pharmscitech 6(2), E329-E357 (2005)
    • (2005) Aaps Pharmscitech , vol.6 , Issue.2
    • Challa, R.1    Ahuja, A.2    Ali, J.3    Khar, R.K.4
  • 6
    • 1942470488 scopus 로고    scopus 로고
    • Cyclodextrins and their uses: A review
    • 10.1016/S0032-9592(03)00258-9
    • Martin Del Valle, E.M.: Cyclodextrins and their uses: a review. Process. Biochem. 39(9), 1033-1046 (2004)
    • (2004) Process. Biochem. , vol.39 , Issue.9 , pp. 1033-1046
    • Martin Del Valle, E.M.1
  • 7
    • 0029819323 scopus 로고    scopus 로고
    • Pharmaceutical applications of cyclodextrins. 1. Drug solubilization and stabilization
    • 10.1021/js950534b 1:CAS:528:DyaK28XlsFSrsr4%3D
    • Loftsson, T., Brewster, M.E.: Pharmaceutical applications of cyclodextrins. 1. Drug solubilization and stabilization. J. Pharm. Sci. USA 85(10), 1017-1025 (1996)
    • (1996) J. Pharm. Sci. USA , vol.85 , Issue.10 , pp. 1017-1025
    • Loftsson, T.1    Brewster, M.E.2
  • 8
    • 33845573098 scopus 로고    scopus 로고
    • Cyclodextrins and their pharmaceutical applications
    • 10.1016/j.ijpharm.2006.10.044 1:CAS:528:DC%2BD28XhtlCmtLrF
    • Loftsson, T., Duchene, D.: Cyclodextrins and their pharmaceutical applications. Int. J. Pharm. 329(1-2), 1-11 (2007)
    • (2007) Int. J. Pharm. , vol.329 , Issue.1-2 , pp. 1-11
    • Loftsson, T.1    Duchene, D.2
  • 10
    • 78649654159 scopus 로고    scopus 로고
    • Pharmaceutical applications of cyclodextrins: Basic science and product development
    • 10.1111/j.2042-7158.2010.01030.x 1:CAS:528:DC%2BC3cXhtlGlsbbM
    • Loftsson, T., Brewster, M.E.: Pharmaceutical applications of cyclodextrins: basic science and product development. J. Pharm. Pharmacol. 62(11), 1607-1621 (2010)
    • (2010) J. Pharm. Pharmacol. , vol.62 , Issue.11 , pp. 1607-1621
    • Loftsson, T.1    Brewster, M.E.2
  • 12
    • 0034179226 scopus 로고    scopus 로고
    • Fluorometric and NMR studies of the naproxen-cyclodextrin inclusion complexes in aqueous solutions
    • 10.1023/A:1008114815223 1:CAS:528:DC%2BD3cXktFWrurg%3D
    • Sadlej-Sosnowska, N., Kozerski, L., Bednarek, E., Sitkowski, J.: Fluorometric and NMR studies of the naproxen-cyclodextrin inclusion complexes in aqueous solutions. J. Incl. Phenom. Macro. 37(1-4), 383-394 (2000)
    • (2000) J. Incl. Phenom. Macro. , vol.37 , Issue.1-4 , pp. 383-394
    • Sadlej-Sosnowska, N.1    Kozerski, L.2    Bednarek, E.3    Sitkowski, J.4
  • 13
    • 0032934680 scopus 로고    scopus 로고
    • Interaction of Naproxen with alpha-cyclodextrin and its noncyclic analog maltohexaose
    • 10.1023/A:1018872524217 1:CAS:528:DyaK1MXjt1yit74%3D
    • Bettinetti, G., Sorrenti, M., Negri, A., Setti, M., Mura, P., Melani, F.: Interaction of Naproxen with alpha-cyclodextrin and its noncyclic analog maltohexaose. Pharmaceut. Res. 16(5), 689-694 (1999)
    • (1999) Pharmaceut. Res. , vol.16 , Issue.5 , pp. 689-694
    • Bettinetti, G.1    Sorrenti, M.2    Negri, A.3    Setti, M.4    Mura, P.5    Melani, F.6
  • 14
    • 0000800509 scopus 로고
    • Studies of the naproxen-beta-cyclodextrin inclusion complex
    • 10.1006/mchj.1993.1095 1:CAS:528:DyaK2cXhtleltbw%3D
    • Wang, J., Warner, I.M.: Studies of the naproxen-beta-cyclodextrin inclusion complex. Microchem. J. 48(2), 229-239 (1993)
    • (1993) Microchem. J. , vol.48 , Issue.2 , pp. 229-239
    • Wang, J.1    Warner, I.M.2
  • 15
    • 0036173525 scopus 로고    scopus 로고
    • Interaction of Naproxen with noncrystalline acetyl beta- and acetyl gamma-cyclodextrins in the solid and liquid state
    • 10.1016/S0928-0987(01)00199-3 1:CAS:528:DC%2BD38Xms1Gmtg%3D%3D
    • Bettinetti, G., Mura, P., Faucci, M.T., Sorrenti, M., Setti, M.: Interaction of Naproxen with noncrystalline acetyl beta- and acetyl gamma-cyclodextrins in the solid and liquid state. Eur. J. Pharm. Sci. 15(1), 21-29 (2002)
    • (2002) Eur. J. Pharm. Sci. , vol.15 , Issue.1 , pp. 21-29
    • Bettinetti, G.1    Mura, P.2    Faucci, M.T.3    Sorrenti, M.4    Setti, M.5
  • 16
    • 0037038388 scopus 로고    scopus 로고
    • Assessment of solid-state interactions of Naproxen with amorphous cyclodextrin derivatives by DSC
    • 10.1016/S0731-7085(02)00421-1 1:CAS:528:DC%2BD38Xot1Cjs7Y%3D
    • Bettinetti, G.P., Sorrenti, M., Rossi, S., Ferrari, F., Mura, P., Faucci, M.T.: Assessment of solid-state interactions of Naproxen with amorphous cyclodextrin derivatives by DSC. J. Pharmaceut. Biomed. 30(4), 1173-1179 (2002)
    • (2002) J. Pharmaceut. Biomed. , vol.30 , Issue.4 , pp. 1173-1179
    • Bettinetti, G.P.1    Sorrenti, M.2    Rossi, S.3    Ferrari, F.4    Mura, P.5    Faucci, M.T.6
  • 17
    • 0346396111 scopus 로고    scopus 로고
    • Optimisation of supercritical carbon dioxide systems for complexation of naproxen: Beta-cyclodextrin
    • 10.1023/A:1023028815180 1:CAS:528:DC%2BD3sXkvFCqtLc%3D
    • Junco, S., Casimiro, T., Ribeiro, N., Da Ponte, M.N., Marques, H.M.C.: Optimisation of supercritical carbon dioxide systems for complexation of naproxen: beta-cyclodextrin. J. Incl. Phenom. Macro. 44(1-4), 69-73 (2002)
    • (2002) J. Incl. Phenom. Macro. , vol.44 , Issue.1-4 , pp. 69-73
    • Junco, S.1    Casimiro, T.2    Ribeiro, N.3    Da Ponte, M.N.4    Marques, H.M.C.5
  • 18
    • 34047151188 scopus 로고    scopus 로고
    • Solubility-dependent complexation of active pharmaceutical ingredients with trimethyl-beta-cyclodextrin under supercritical fluid condition
    • 10.1007/s10847-006-9175-1 1:CAS:528:DC%2BD2sXjs12lsLk%3D
    • Moribe, K., Fujito, T., Tozuka, Y., Yamamoto, K.: Solubility-dependent complexation of active pharmaceutical ingredients with trimethyl-beta- cyclodextrin under supercritical fluid condition. J. Incl. Phenom. Macro. 57(1-4), 289-295 (2007)
    • (2007) J. Incl. Phenom. Macro. , vol.57 , Issue.1-4 , pp. 289-295
    • Moribe, K.1    Fujito, T.2    Tozuka, Y.3    Yamamoto, K.4
  • 19
    • 9644262342 scopus 로고    scopus 로고
    • Solid-state characterization and dissolution properties of naproxen-arginine-hydroxypropyl-beta-cyclodextrin ternary system
    • 10.1016/j.ejpb.2004.05.005 1:CAS:528:DC%2BD2cXhtValsrjK
    • Mura, P., Bettinetti, G.P., Cirri, M., Maestrelli, F., Sorrenti, M., Catenacci, L.: Solid-state characterization and dissolution properties of naproxen-arginine-hydroxypropyl-beta-cyclodextrin ternary system. Eur. J. Pharm. Biopharm. 59(1), 99-106 (2005)
    • (2005) Eur. J. Pharm. Biopharm. , vol.59 , Issue.1 , pp. 99-106
    • Mura, P.1    Bettinetti, G.P.2    Cirri, M.3    Maestrelli, F.4    Sorrenti, M.5    Catenacci, L.6
  • 20
    • 83655167147 scopus 로고    scopus 로고
    • Beta-cyclodextrin hydrogels as potential drug delivery systems
    • 10.1016/j.carbpol.2011.10.024 1:CAS:528:DC%2BC3MXhs1CgtbbP
    • Machin, R., Isasi, J.R., Velaz, I.: Beta-cyclodextrin hydrogels as potential drug delivery systems. Carbohyd. Polym. 87(3), 2024-2030 (2012)
    • (2012) Carbohyd. Polym. , vol.87 , Issue.3 , pp. 2024-2030
    • MacHin, R.1    Isasi, J.R.2    Velaz, I.3
  • 21
    • 0346396082 scopus 로고    scopus 로고
    • A comparative study of naproxen - Beta cyclodextrin complexes prepared by conventional methods and using supercritical carbon dioxide
    • 10.1023/A:1023022008337 1:CAS:528:DC%2BD3sXkvFCqtbY%3D
    • Junco, S., Casimiro, T., Ribeiro, N., Da Ponte, M.N., Marques, H.C.: A comparative study of naproxen - beta cyclodextrin complexes prepared by conventional methods and using supercritical carbon dioxide. J. Incl. Phenom. Macro. 44(1-4), 117-121 (2002)
    • (2002) J. Incl. Phenom. Macro. , vol.44 , Issue.1-4 , pp. 117-121
    • Junco, S.1    Casimiro, T.2    Ribeiro, N.3    Da Ponte, M.N.4    Marques, H.C.5
  • 22
    • 84862115682 scopus 로고    scopus 로고
    • Interaction of Naproxen with beta-cyclodextrin and its derivatives/polymer: Experimental and molecular modeling studies
    • 10.1007/s10847-011-0014-7 1:CAS:528:DC%2BC38Xjs1Ogsrs%3D
    • Banik, A., Gogoi, P., Saikia, M.D.: Interaction of Naproxen with beta-cyclodextrin and its derivatives/polymer: experimental and molecular modeling studies. J. Incl. Phenom. Macro. 72(3-4), 449-458 (2012)
    • (2012) J. Incl. Phenom. Macro. , vol.72 , Issue.3-4 , pp. 449-458
    • Banik, A.1    Gogoi, P.2    Saikia, M.D.3
  • 23
    • 0038121683 scopus 로고    scopus 로고
    • Ternary systems of Naproxen with hydroxypropyl-beta-cyclodextrin and aminoacids
    • 10.1016/S0378-5173(03)00265-5 1:CAS:528:DC%2BD3sXkvFektLg%3D
    • Mura, P., Maestrelli, F., Cirri, M.: Ternary systems of Naproxen with hydroxypropyl-beta-cyclodextrin and aminoacids. Int. J. Pharm. 260(2), 293-302 (2003)
    • (2003) Int. J. Pharm. , vol.260 , Issue.2 , pp. 293-302
    • Mura, P.1    Maestrelli, F.2    Cirri, M.3
  • 24
    • 0028211336 scopus 로고
    • A proton nuclear-magnetic-resonance study of the inclusion complex of Naproxen with beta-cyclodextrin
    • 10.1016/0378-5173(94)90001-9 1:CAS:528:DyaK2cXktFOrtLg%3D
    • Ganzagonzalez, A., Vilajato, J.L., Anguianoigea, S., Oteroespinar, F.J., Blancomendez, J.: A proton nuclear-magnetic-resonance study of the inclusion complex of Naproxen with beta-cyclodextrin. Int. J. Pharm. 106(3), 179-185 (1994)
    • (1994) Int. J. Pharm. , vol.106 , Issue.3 , pp. 179-185
    • Ganzagonzalez, A.1    Vilajato, J.L.2    Anguianoigea, S.3    Oteroespinar, F.J.4    Blancomendez, J.5
  • 25
    • 0034949265 scopus 로고    scopus 로고
    • Determination of Naproxen in pharmaceutical preparations by room-temperature phosphorescence. A comparative study of several organized media
    • 10.1039/b100252j 1:CAS:528:DC%2BD3MXjvF2nurg%3D
    • Arancibia, J.A., Escandar, G.M.: Determination of Naproxen in pharmaceutical preparations by room-temperature phosphorescence. A comparative study of several organized media. Analyst 126(6), 917-922 (2001)
    • (2001) Analyst , vol.126 , Issue.6 , pp. 917-922
    • Arancibia, J.A.1    Escandar, G.M.2
  • 26
    • 79955977744 scopus 로고    scopus 로고
    • Drug/cyclodextrin: Beyond inclusion complexation
    • 10.1007/s10847-010-9756-x 1:CAS:528:DC%2BC3MXivVCgt70%3D
    • Kurkov, S.V., Ukhatskaya, E.V., Loftsson, T.: Drug/cyclodextrin: beyond inclusion complexation. J. Incl. Phenom. Macro. 69(3-4), 297-301 (2011)
    • (2011) J. Incl. Phenom. Macro. , vol.69 , Issue.3-4 , pp. 297-301
    • Kurkov, S.V.1    Ukhatskaya, E.V.2    Loftsson, T.3
  • 27
    • 0006649536 scopus 로고    scopus 로고
    • Determination of the stoichiometry of 2,3-dichlorophenoxyacetic acid beta-cyclodextrin complexes in solution and in solid state
    • 10.1016/S0040-6031(98)00439-0 1:CAS:528:DyaK1cXmvVyqtb4%3D
    • Gines, J.M., Arias, M.J., Perez-Martinez, J.I., Moyano, J.R., Morillo, E., Sanchez-Soto, P.J.: Determination of the stoichiometry of 2,3-dichlorophenoxyacetic acid beta-cyclodextrin complexes in solution and in solid state. Thermochim. Acta 321(1-2), 53-58 (1998)
    • (1998) Thermochim. Acta , vol.321 , Issue.1-2 , pp. 53-58
    • Gines, J.M.1    Arias, M.J.2    Perez-Martinez, J.I.3    Moyano, J.R.4    Morillo, E.5    Sanchez-Soto, P.J.6
  • 28
    • 80455163456 scopus 로고    scopus 로고
    • Characterization of cyclodextrin inclusion complexes - A review
    • 1:CAS:528:DC%2BC3cXovFGrsL0%3D
    • Singh, R., Bharti, N., Madan, J., Hiremath, S.: Characterization of cyclodextrin inclusion complexes - a review. J. Pharm. Sci. Technol. 2(3), 171-183 (2010)
    • (2010) J. Pharm. Sci. Technol. , vol.2 , Issue.3 , pp. 171-183
    • Singh, R.1    Bharti, N.2    Madan, J.3    Hiremath, S.4
  • 29
    • 0042883856 scopus 로고    scopus 로고
    • Differential scanning calorimetry as an analytical tool in the study of drug-cyclodextrin interactions
    • 10.1023/A:1025494500283 1:CAS:528:DC%2BD3sXnslGitr0%3D
    • Mura, P., Maestrelli, F., Cirri, M., Furlanetto, S., Pinzauti, S.: Differential scanning calorimetry as an analytical tool in the study of drug-cyclodextrin interactions. J. Therm. Anal. Calorim. 73(2), 635-646 (2003)
    • (2003) J. Therm. Anal. Calorim. , vol.73 , Issue.2 , pp. 635-646
    • Mura, P.1    Maestrelli, F.2    Cirri, M.3    Furlanetto, S.4    Pinzauti, S.5
  • 30
    • 34047130130 scopus 로고    scopus 로고
    • Physicochemical characterization of drug-cyclodextrin complexes prepared by supercritical carbon dioxide and by conventional techniques
    • 10.1007/s10847-006-9192-0 1:CAS:528:DC%2BD2sXjs12msbo%3D
    • Al-Marzouqi, A., Jobe, B., Corti, G., Cirri, M., Mura, P.: Physicochemical characterization of drug-cyclodextrin complexes prepared by supercritical carbon dioxide and by conventional techniques. J. Incl. Phenom. Macro. 57(1-4), 223-231 (2007)
    • (2007) J. Incl. Phenom. Macro. , vol.57 , Issue.1-4 , pp. 223-231
    • Al-Marzouqi, A.1    Jobe, B.2    Corti, G.3    Cirri, M.4    Mura, P.5
  • 31
    • 59049099567 scopus 로고    scopus 로고
    • Physicochemical properties of antifungal drug-cyclodextrin complexes prepared by supercritical carbon dioxide and by conventional techniques
    • 10.1016/j.jpba.2008.10.032 1:CAS:528:DC%2BD1MXhs1amu7k%3D
    • Al-Marzouqi, A.H., Elwy, H.M., Shehadi, I., Adem, A.: Physicochemical properties of antifungal drug-cyclodextrin complexes prepared by supercritical carbon dioxide and by conventional techniques. J. Pharmaceut. Biomed. 49(2), 227-233 (2009)
    • (2009) J. Pharmaceut. Biomed. , vol.49 , Issue.2 , pp. 227-233
    • Al-Marzouqi, A.H.1    Elwy, H.M.2    Shehadi, I.3    Adem, A.4
  • 32
    • 84862067753 scopus 로고    scopus 로고
    • The use of lysine to enhance the supercritical complexation of ketoprofen and cyclodextrins
    • 10.1016/j.supflu.2012.03.010 1:CAS:528:DC%2BC38Xnt12nurk%3D
    • Banchero, M., Manna, L.: The use of lysine to enhance the supercritical complexation of ketoprofen and cyclodextrins. J. Supercrit. Fluids 67, 76-83 (2012)
    • (2012) J. Supercrit. Fluids , vol.67 , pp. 76-83
    • Banchero, M.1    Manna, L.2
  • 33
    • 0037242499 scopus 로고    scopus 로고
    • Influence of beta-cyclodextrin complexation on carbamazepine release from hydroxypropyl methylcellulose matrix tablets
    • 10.1016/S0939-6411(02)00127-3 1:CAS:528:DC%2BD3sXmsFegtg%3D%3D
    • Koester, L.S., Xavier, C.R., Mayorga, P., Bassani, V.L.: Influence of beta-cyclodextrin complexation on carbamazepine release from hydroxypropyl methylcellulose matrix tablets. Eur. J. Pharm. Biopharm. 55(1), 85-91 (2003)
    • (2003) Eur. J. Pharm. Biopharm. , vol.55 , Issue.1 , pp. 85-91
    • Koester, L.S.1    Xavier, C.R.2    Mayorga, P.3    Bassani, V.L.4
  • 34
    • 79952211355 scopus 로고    scopus 로고
    • Thermodynamics of pharmaceuticals: Prediction of solubility in pure and mixed solvents with PC-SAFT
    • 10.1016/j.fluid.2010.08.029 1:CAS:528:DC%2BC3MXjt12lsr4%3D
    • Spyriouni, T., Krokidis, X., Economou, I.G.: Thermodynamics of pharmaceuticals: prediction of solubility in pure and mixed solvents with PC-SAFT. Fluid Phase Equilibr. 302(1-2), 331-337 (2011)
    • (2011) Fluid Phase Equilibr. , vol.302 , Issue.1-2 , pp. 331-337
    • Spyriouni, T.1    Krokidis, X.2    Economou, I.G.3
  • 35
    • 0037009336 scopus 로고    scopus 로고
    • Rigidity versus flexibility. A review of experimental and theoretical studies pertaining to the cyclodextrin nonrigidity
    • 10.1016/S0022-2860(02)00236-3 1:CAS:528:DC%2BD38XmslGitb8%3D
    • Dodziuk, H.: Rigidity versus flexibility. A review of experimental and theoretical studies pertaining to the cyclodextrin nonrigidity. J. Mol. Struct. 614(1-3), 33-45 (2002)
    • (2002) J. Mol. Struct. , vol.614 , Issue.1-3 , pp. 33-45
    • Dodziuk, H.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.