메뉴 건너뛰기




Volumn 93, Issue 7, 2004, Pages 1659-1671

NMR spectroscopic characterization of Metoprolol/cyclodextrin complexes in aqueous solution: Cavity size dependency

Author keywords

Cavity size dependency; Cyclodextrins; Inclusion complexes; Metoprolol; Nuclear magnetic resonance spectroscopy; Stoichiometry

Indexed keywords

2 HYDROXYPROPYL BETA CYCLODEXTRIN; ALPHA CYCLODEXTRIN; BENZENE DERIVATIVE; BETA 1 ADRENERGIC RECEPTOR BLOCKING AGENT; BETA CYCLODEXTRIN; CYCLODEXTRIN; GAMMA CYCLODEXTRIN; HYDROXYL GROUP; METHOXYETHYLBENZENE; METOPROLOL; UNCLASSIFIED DRUG;

EID: 3042688331     PISSN: 00223549     EISSN: None     Source Type: Journal    
DOI: 10.1002/jps.20077     Document Type: Article
Times cited : (25)

References (25)
  • 1
    • 0029819323 scopus 로고    scopus 로고
    • Pharmaceutical applications of cyclodextrins
    • Loftsson T, Brewster ME. 1996. Pharmaceutical applications of cyclodextrins. J Pharm Sci 85:1017-1025.
    • (1996) J Pharm Sci , vol.85 , pp. 1017-1025
    • Loftsson, T.1    Brewster, M.E.2
  • 2
    • 8244248457 scopus 로고    scopus 로고
    • Cyclodextrins: Their future in drug formulation and delivery
    • Stella VJ, Rajewski RA. 1997. Cyclodextrins: Their future in drug formulation and delivery. Pharm Res 14:556-567.
    • (1997) Pharm Res , vol.14 , pp. 556-567
    • Stella, V.J.1    Rajewski, R.A.2
  • 3
    • 0032119526 scopus 로고    scopus 로고
    • Cyclodextrin drug carrier systems
    • Uekama K, Hirayama F, Irie T. 1998. Cyclodextrin drug carrier systems. Chem Rev 98:2045-2076.
    • (1998) Chem Rev , vol.98 , pp. 2045-2076
    • Uekama, K.1    Hirayama, F.2    Irie, T.3
  • 4
    • 37049075695 scopus 로고
    • Different photodimerization behavior of tranilast in α-, β- and γ-cyclodextrin complexes: Cavity-size and stoichiometry dependence
    • Utsuki T, Hirayama F, Uekama K. 1993. Different photodimerization behavior of tranilast in α-, β- and γ-cyclodextrin complexes: Cavity-size and stoichiometry dependence. J Chem Soc Perkin Trans 2:109-114.
    • (1993) J Chem Soc Perkin Trans , vol.2 , pp. 109-114
    • Utsuki, T.1    Hirayama, F.2    Uekama, K.3
  • 5
    • 0346396078 scopus 로고    scopus 로고
    • Effect of 2-hydroxypropyl-β-cyclodextrin on release rate of metoprolol from ternary metoprolol/2-hydroxypropyl-β-cyclodextrin/ ethylcellulose tablets
    • Ikeda Y, Motoune S, Marumoto A, Sonoda Y, Hirayama F, Arima H, Uekama K. 2002. Effect of 2-hydroxypropyl-β-cyclodextrin on release rate of metoprolol from ternary metoprolol/2-hydroxypropyl-β-cyclodextrin/ ethylcellulose tablets. J Incl Phenom Macrocycl Chem 44:141-144.
    • (2002) J Incl Phenom Macrocycl Chem , vol.44 , pp. 141-144
    • Ikeda, Y.1    Motoune, S.2    Marumoto, A.3    Sonoda, Y.4    Hirayama, F.5    Arima, H.6    Uekama, K.7
  • 6
    • 0000835931 scopus 로고    scopus 로고
    • NMR studies of cyclodextrins and cyclodextrin complexes
    • Schneider HJ, Hacket F, Rüdiger V, Ikeda H. 1998. NMR studies of cyclodextrins and cyclodextrin complexes. Chem Rev 98:1755-1785.
    • (1998) Chem Rev , vol.98 , pp. 1755-1785
    • Schneider, H.J.1    Hacket, F.2    Rüdiger, V.3    Ikeda, H.4
  • 7
  • 8
    • 84994927106 scopus 로고
    • Pulsed field gradient one-dimensional NMR selective ROE and TOCSY experiments
    • Dalvit C, Bovermann G. 1995. Pulsed field gradient one-dimensional NMR selective ROE and TOCSY experiments. Magn Reson Chem 33:156-159.
    • (1995) Magn Reson Chem , vol.33 , pp. 156-159
    • Dalvit, C.1    Bovermann, G.2
  • 9
    • 16144368813 scopus 로고    scopus 로고
    • Structural and stereochemical assignment of some diastereoisomeric oxaspiro[4.4]nonane derivatives
    • Ortuño RM, Parella T, Planas M, Ventura M. 1996. Structural and stereochemical assignment of some diastereoisomeric oxaspiro[4.4]nonane derivatives. Magn Reson Chem 34:983-988.
    • (1996) Magn Reson Chem , vol.34 , pp. 983-988
    • Ortuño, R.M.1    Parella, T.2    Planas, M.3    Ventura, M.4
  • 10
    • 0035091312 scopus 로고    scopus 로고
    • A preliminary study of β-cyclodextrin/metoprolol tartrate inclusion complex for potential enantiometric separation
    • Radulovic DM, Karljikovic-Rajic KD, Lucic BM, Vujic ZB. 2001. A preliminary study of β-cyclodextrin/metoprolol tartrate inclusion complex for potential enantiometric separation. J Pharm Biol Anal 24:871-876.
    • (2001) J Pharm Biol Anal , vol.24 , pp. 871-876
    • Radulovic, D.M.1    Karljikovic-Rajic, K.D.2    Lucic, B.M.3    Vujic, Z.B.4
  • 11
    • 0037080866 scopus 로고    scopus 로고
    • Enantioselective stabilization of inclusion complexes of metoprolol in carboxymethylated β-cyclodextrin
    • Park KL, Kim KH, Jung SH, Lim HM, Hong CH, Kang JS. 2002. Enantioselective stabilization of inclusion complexes of metoprolol in carboxymethylated β-cyclodextrin. J Pharm Biol Anal 27:569-576.
    • (2002) J Pharm Biol Anal , vol.27 , pp. 569-576
    • Park, K.L.1    Kim, K.H.2    Jung, S.H.3    Lim, H.M.4    Hong, C.H.5    Kang, J.S.6
  • 12
    • 84984155220 scopus 로고
    • Some comments on the Benesi-Hildebrand equation
    • Scott RL. 1956. Some comments on the Benesi-Hildebrand equation. Rec Trav Chim 75:787-789.
    • (1956) Rec Trav Chim , vol.75 , pp. 787-789
    • Scott, R.L.1
  • 14
    • 0000128860 scopus 로고
    • 1H NMR study of conformation of formyl-L-phenylalanyl-6-deoxy- 6-amino-cyclomaltoheptaose that has excellent ability of chiral recognition
    • 1H NMR study of conformation of formyl-L-phenylalanyl-6-deoxy-6- amino-cyclomaltoheptaose that has excellent ability of chiral recognition. Bull Chem Soc Jpn 63:3175-3182.
    • (1990) Bull Chem Soc Jpn , vol.63 , pp. 3175-3182
    • Saka, W.1    Yamamoto, Y.2    Inoue, Y.3    Chujo, R.4    Takahashi, K.5    Hattori, K.6
  • 15
    • 0030891574 scopus 로고    scopus 로고
    • Isolation, purification, and characterization of cyclomaltodecaose (ε-cyclodextrin), cyclomaltoundecaose (ζ-cyclodextrin) and cyclomaltotridecaose (θ-cyclodextrin)
    • Endo T, Nagase H, Ueda H, Kobayashi S, Nagai T. 1997. Isolation, purification, and characterization of cyclomaltodecaose (ε-cyclodextrin), cyclomaltoundecaose (ζ-cyclodextrin) and cyclomaltotridecaose (θ-cyclodextrin). Chem Pharm Bull 45:532-536.
    • (1997) Chem Pharm Bull , vol.45 , pp. 532-536
    • Endo, T.1    Nagase, H.2    Ueda, H.3    Kobayashi, S.4    Nagai, T.5
  • 16
    • 0001511660 scopus 로고
    • Formation and stability of inorganic complexes in solution
    • Job P. 1928. Formation and stability of inorganic complexes in solution. Ann Chem 9:113-203.
    • (1928) Ann Chem , vol.9 , pp. 113-203
    • Job, P.1
  • 17
    • 0036827705 scopus 로고    scopus 로고
    • Inclusion complex formation of captopril with α- and β-cyclodextrins in aqueous solution: NMR spectroscopic and molecular dynamic studies
    • Ikeda Y, Motoune S, Matsuoka T, Arima H, Hirayama F, Uekama K. 2002. Inclusion complex formation of captopril with α- and β-cyclodextrins in aqueous solution: NMR spectroscopic and molecular dynamic studies. J Pham Sci 91:2390-2398.
    • (2002) J Pham Sci , vol.91 , pp. 2390-2398
    • Ikeda, Y.1    Motoune, S.2    Matsuoka, T.3    Arima, H.4    Hirayama, F.5    Uekama, K.6
  • 18
    • 0023189550 scopus 로고
    • The structure of the cyclodextrin complex XX. Crystal structure of uncomplexed hydrated γ-cyclodextrin
    • Harata K. 1987. The structure of the cyclodextrin complex XX. Crystal structure of uncomplexed hydrated γ-cyclodextrin. Bull Chem Soc Jpn 60:2763-2767.
    • (1987) Bull Chem Soc Jpn , vol.60 , pp. 2763-2767
    • Harata, K.1
  • 19
    • 0002086092 scopus 로고
    • Structural elucidation of the inclusion complexes of tolbutamide with α- and β-cyclodextrins in aqueous solution
    • Uekama K, Hirayama F, Matsuo N, Koinuma H. 1978. Structural elucidation of the inclusion complexes of tolbutamide with α- and β-cyclodextrins in aqueous solution. Chem Lett 703-706.
    • (1978) Chem Lett , pp. 703-706
    • Uekama, K.1    Hirayama, F.2    Matsuo, N.3    Koinuma, H.4
  • 21
    • 0005077364 scopus 로고
    • 13C chemical shift as a reference in determining conformation in aqueous solution
    • 13C chemical shift as a reference in determining conformation in aqueous solution. Chem Lett 713-716.
    • (1981) Chem Lett , pp. 713-716
    • Saito, H.1    Tabeta, R.2
  • 22
    • 0037211341 scopus 로고    scopus 로고
    • 13C chemical shifts. Application to the complexation of sodium fusidate and potassium helvolate by β- and γ-cyclodextrin
    • 13C chemical shifts. Application to the complexation of sodium fusidate and potassium helvolate by β- and γ-cyclodextrin. Steroids 68:43-53.
    • (2003) Steroids , vol.68 , pp. 43-53
    • Al-Soufi, W.1    Cabrer, P.R.2    Jover, A.3    Budal, R.M.4    Tato, J.V.5
  • 23
    • 0032586052 scopus 로고    scopus 로고
    • 13C nuclear magnetic resonance spectroscopic study on amorphous solid complexes of tolbutamide with 2-hydroxypropyl-α- and -β-cyclodextrins
    • 13C nuclear magnetic resonance spectroscopic study on amorphous solid complexes of tolbutamide with 2-hydroxypropyl-α- and -β-cyclodextrins. Pharm Res 16:1729-1734.
    • (1999) Pharm Res , vol.16 , pp. 1729-1734
    • Kimura, K.1    Hirayama, F.2    Arima, H.3    Uekama, K.4
  • 24
    • 0019854279 scopus 로고
    • A pharmacokinetic analysis program (MULTI) for microcomputer
    • Yamaoka K, Tanigawara Y, Nakagawa T, Uno T. 1981. A pharmacokinetic analysis program (MULTI) for microcomputer. J Pharm Dyn 4:879-885.
    • (1981) J Pharm Dyn , vol.4 , pp. 879-885
    • Yamaoka, K.1    Tanigawara, Y.2    Nakagawa, T.3    Uno, T.4
  • 25
    • 33845722419 scopus 로고
    • Factor analysis and AIC
    • Akaike H. 1987. Factor analysis and AIC. Psychometrika 52:317-332.
    • (1987) Psychometrika , vol.52 , pp. 317-332
    • Akaike, H.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.