Bulletin of the Korean Chemical Society

  • 제31권3호
  • /
  • Pages.639-644
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  • 2010
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Supramolecular Micelle from Amphiphilic Mn(III)-porphyrin Derivatives as a Potential MRI Contrast Agent

  • 발행 : 2010.03.20
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초록

Amphiphilic porphyrin derivatives have been synthesized and characterized by $^1H$ NMR and MALDI-TOF-MS. All porphyrin derivatives showed very high solubility to aqueous medium as well as hydrophobic organic solvent. The UV-vis absorption of the porphyrin derivatives showed significant broadness and decrease of maximum intensity of absorption in aqueous solution. SEM experiment showed the formation of spherical micellar structure. The $T_1$ relaxation time of aqueous medium was drastically decreased in the presence of Mn(III)-porphyrin derivative, indicating that the supramolecular micelle has strong possibility to use as a $T_1$ contrast agent.

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참고문헌

  1. Gryco, D. T. Eur. J. Org. Chem. 2002, 1735.
  2. Johnson, A. W.Chem. Soc. Rev. 1980, 9, 125. https://doi.org/10.1039/cs9800900125
  3. Li, W.-S.; Aida, T. Chem. Rev. 2009, 109, 6047. https://doi.org/10.1021/cr900186c
  4. Jang, W.-D.;Lee, C.-H.; Choi, M.-S.; Osada, M. J. Porphyr. Phthalocya. 2009,13, 787. https://doi.org/10.1142/S1088424609000966
  5. Choi, M.-S.; Yamazaki, T.; Yamazaki, I.; Aida, T. Angew.Chem. Int. Ed. 2003, 43, 150. https://doi.org/10.1002/anie.200301665
  6. Macdonald, I. J.; Dougherty, T. J. J. Porphyr. Phthalocya. 2001,5, 105. https://doi.org/10.1002/jpp.328
  7. Takeuchi, Y.; Ichikawa, K.; Yonezawa, S.; Kurohane,K.; Koishi, T.; Nango, M.; Namba, Y.; Oku, N. J. Control Release2004, 97, 231. https://doi.org/10.1016/j.jconrel.2004.03.030
  8. Merclin, N.; Bramer, T.; Edsman, K. J. ControlRelease 2004, 98, 57. https://doi.org/10.1016/j.jconrel.2004.04.010
  9. Arnida, Nishiyama, N.; Kanayama, N.;Jang, W.-D.; Yamasaki, Y.; Kataoka, K. J. Control. Release 2006,115, 208. https://doi.org/10.1016/j.jconrel.2006.07.014
  10. Jang, W.-D.; Nakagishi, Y.; Nishiyama, N.; Kawauchi,S.; Morimoto, Y.; Kikuchi, M.; Kataoka, K. J. Control Release2006, 113, 73. https://doi.org/10.1016/j.jconrel.2006.03.009
  11. Nishiyama, N.; Iriyama, A.; Jang, W.-D.; Miyata,K.; Itaka, K.; Inoue, Y.; Takahashi, H.; Yanagi, Y.; Tamaki, Y.;Koyama, H.; Kataoka, K. Nat. Mater. 2005, 4, 934. https://doi.org/10.1038/nmat1524
  12. Kim, J.;Yoon, H.-J.; Kim, S.; Wang, K.; Ishii, T.; Kim, Y.-R.; Jang, W.-D.J. Mater. Chem. 2009, 19, 4627. https://doi.org/10.1039/b904224e
  13. Saini, S. K.; Singh, R. Magnetic Resonance imaging 1995, 13,985. https://doi.org/10.1016/0730-725X(95)00046-J
  14. Brandon, E. J.; Miller, J. S. Inorgan. Chem. 1998, 37, 2792. https://doi.org/10.1021/ic9710768
  15. Pan, D.; Caruthers, S. D.; Hu, G.; Senpan, A.; Lanza, G. M. J.Am. Chem. Soc. 2008, 130, 9186. https://doi.org/10.1021/ja801482d
  16. Charvet, R.; Jiang, D. L.; Aida, T. Chem. Commun. 2004, 2664.
  17. Kabanov, A. V.; Chekhonin, V. P.; Alakhov, V. Y.; Btrakova, E.V.; Lebedev, A. S.; Melik-Nubarov, N. S.; Arzhakov, S. A.; Levashov,A. V.; Morozov, G. V.; Severin, E. S.; Kabanov, V. A. FEBSLett. 1989, 258, 343. https://doi.org/10.1016/0014-5793(89)81689-8
  18. Gabizon, A. A. Adv. Drug Delivery Rev.1995, 16, 285. https://doi.org/10.1016/0169-409X(95)00030-B
  19. Maeda, H.; Wu, J.; Sawa, T.; Matsumura, Y.;Hori, K. J. Control Release 2000, 65, 271. https://doi.org/10.1016/S0168-3659(99)00248-5
  20. Jarayaman, M.; Fréchet, J. M. J. J. Am. Chem. Soc. 1998, 120,12996. https://doi.org/10.1021/ja983229b
  21. Na, H. B.; Hyeon, T. J. Mater. Chem. 2009, 19, 6267. https://doi.org/10.1039/b902685a
  22. Schmiedl, U.; Ogan, M.; Paajanen, H.; Marotti, M.; Crooks, L.E.; Brito, A. C.; Brasch, R. C. Radiology 1987, 162, 205. https://doi.org/10.1148/radiology.162.1.3786763
  23. Wang,S. C.; Wikstroem, M. G.; White, D. L.; Klaveness, J.; Holtz, E.;Rongved, P.; Moseley, M. E.; Brasch, R. C. Radiology 1990, 175,483. https://doi.org/10.1148/radiology.175.2.1691513
  24. Schuhmann-Giampieri, G.; Schmitt-Willich, H.; Frenzel,T.; Press, W. R.; Weinmann, H. J. Invest. Radiol. 1991, 26, 969. https://doi.org/10.1097/00004424-199111000-00008
  25. Stanisz, G. J.; Henkelman, R. M. Mag. Reson. Med. 2000, 44, 665. https://doi.org/10.1002/1522-2594(200011)44:5<665::AID-MRM1>3.0.CO;2-M

피인용 문헌

  1. Water Proton Relaxivity, Superoxide Dismutase-like Activity, and Cytotoxicity of a Manganese(III) Porphyrin Having Four Poly(ethylene glycol) Tails vol.43, pp.5, 2014, https://doi.org/10.1246/cl.140029
  2. Hydrophilic bioconjugatable trans-AB-porphyrins and peptide conjugates vol.19, pp.5, 2015, https://doi.org/10.1142/s1088424615500121
  3. Mn(III) porphyrins as potential MRI contrast agents for diagnosis and MRI-guided therapy vol.445, pp.None, 2010, https://doi.org/10.1016/j.ccr.2021.214069