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Volumn 12, Issue 22, 2002, Pages 3297-3300

Prodrug and covalent linker strategies for the solubilization of dual-action antioxidants/iron chelators

Author keywords

[No Author keywords available]

Indexed keywords

ANTIOXIDANT; DEFERIPRONE; IRON CHELATING AGENT; MACROGOL DERIVATIVE; PRODRUG; SCAVENGER; WATER; BUTYLCRESOL; CROSS LINKING REAGENT; PYRIDONE DERIVATIVE;

EID: 0037131748     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(02)00698-4     Document Type: Article
Times cited : (19)

References (20)
  • 1
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    • Marciniak, G.1    Petty, M.A.2
  • 7
    • 0005227979 scopus 로고    scopus 로고
    • EP 1006108A1
    • (b) See, for example: EP 1006108A1; Chem. Abstr. 2000, 133, 17385. WO 9923075; Chem. Abstr. 1999, 130, 338022.
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  • 8
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    • WO 9923075
    • (b) See, for example: EP 1006108A1; Chem. Abstr. 2000, 133, 17385. WO 9923075; Chem. Abstr. 1999, 130, 338022.
    • (1999) Chem. Abstr. , vol.130 , pp. 338022
  • 12
    • 0005227980 scopus 로고    scopus 로고
    • WO9807713
    • See, for example: WO9807713; Chem. Abstr. 1998, 128, 217533. WO9324476; Chem. Abstr. 1993, 120, 144136.
    • (1998) Chem. Abstr. , vol.128 , pp. 217533
  • 13
    • 0005138852 scopus 로고
    • WO9324476
    • See, for example: WO9807713; Chem. Abstr. 1998, 128, 217533. WO9324476; Chem. Abstr. 1993, 120, 144136.
    • (1993) Chem. Abstr. , vol.120 , pp. 144136
  • 16
    • 0005194558 scopus 로고    scopus 로고
    • Full experimental details for the synthesis of 3-13 and analytical data are provided in ref 3(b).
  • 18
    • 0005227981 scopus 로고    scopus 로고
    • Determination of water solubility. To 5 mg of the test compound in a clear glass vial was added 0.25 mL HPLC grade water and the vial was shaken vigorously for 1 h at room temperature. The sample was viewed by visual inspection to determine whether any particles of compound remained and also the sample was viewed between crossed polarising filters in front of a light source. If undissolved compound remained then a second portion of 0.25 mL HPLC grade water was added and the process repeated until complete dissolution was apparent. Although a more accurate determination of water solubility could be obtained from analysing aqueous solutions by HPLC, the chromatograms obtained from these molecules are characterised by broad, asymmetric peak shapes due to the iron chelating ability of these molecules.
  • 19
    • 0031768177 scopus 로고    scopus 로고
    • . We did not attempt to derivatize the phenolic group in 14, although there is precedent for prodrug formation at hindered phenols as in the related anaesthetic 2,6-diisopropylphenol, Propofol. See: Trapani G., Latrofa A., Franco M., Lopedota A. Maciocco, Liso, G. Int. J. Pharm. 175:1998;195.
    • (1998) Maciocco, Liso, G. Int. J. Pharm. , vol.175 , pp. 195
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  • 20
    • 0033041896 scopus 로고    scopus 로고
    • (a) . The investigation of dual action molecules for neuroprotection is a very active field of research at present: Jarrott B., Callaway J.K., Jackson W.R., Beart P.M. Drug Dev. Res. 46:1999;261 (b) Ohkawa S., Fukatsu K., Miki S., Hashimoto T., Sakamoto J., Doi T., Nagai Y., Aono T. J. Med. Chem. 40:1997;559 (c) Chabrier P.E., Auguet A., Spinnewyn B., Auvin S., Cornet S., Demerlé-Pallardy C., Guilmard-Favre C., Marin J.-G., Pignol B., Gillard Roubert V., Roussillot-Charnet C., Schulz J., Viossat I., Bigg D., Moncada S. Proc. Natl. Acad. Sci. U.S.A. 96:1999;10824 (d) Giblin G.M.P., Box P.C., Campbell I.C., Hancock A.P., Roomans S., Mills G.I., Molloy C., Tranter G.E., Walker A.L., Doctrow S.R., Huffman K., Malfroy B. Bioorg. Med. Chem. Lett. 11:2001;1367 (e) Naughton D.P., Grootveld M. Bioorg. Med. Chem. Lett. 11:2001;2573.
    • (1999) Drug Dev. Res. , vol.46 , pp. 261
    • Jarrott, B.1    Callaway, J.K.2    Jackson, W.R.3    Beart, P.M.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.