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Pecularities of determining the content of 3-substituted 4-hydroxycoumarins in disinfectants and drugs

  • Structure of Chemical Compounds, Methods of Analysis and Process Control
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Pharmaceutical Chemistry Journal Aims and scope

Aspects of the analytical determination of pharmacologically active 4-hydroxycoumarin derivatives that are used for therapeutic purposes and in medical disinfection practice were reviewed. The possibility of determining jointly six derivatives of this series in various objects using reversed-phase HPLC with UV detection was shown.

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References

  1. P. Griminger, J. Nutr., 117, 1325–1329 (1987).

    PubMed  CAS  Google Scholar 

  2. M. A. Stahmann, I. Wolff, K. P. Link, J. Am. Chem. Soc., 65, 2285–2287 (1943).

    Article  CAS  Google Scholar 

  3. M. Ikawa, K. P. Link, M. A. Stahmann, J. Am. Chem. Soc., 66, 902–906 (1944).

    Article  CAS  Google Scholar 

  4. H. G. Shetty, F. Woods, P. A. Routledge, J. Heart Valve Dis., 2, 53–62 (1993).

    PubMed  CAS  Google Scholar 

  5. B. E. Watt, A. T. Proudfoot, S. M. Bradberry, Toxicol. Rev., 24(4), 259–269 (2005).

    Article  PubMed  CAS  Google Scholar 

  6. J. A. O’Connor, Research (London), 1, 334–336 (1948).

    Google Scholar 

  7. V. K. Melkov, L. N. Rumyantseva, V. F. Kolkov (eds.), Rodenticide Market in Russia [in Russian], Proekt, Moscow (2003), p. 328.

  8. N. Back, R. Steger, J. M. Glassman, Pharmacol. Res. Commun., 10(5), 445–452 (1978).

    Article  PubMed  CAS  Google Scholar 

  9. M. D. Mashkovskii, Drugs [in Russian], Vol. 2, Meditsina, Moscow (1994), pp. 38, 688.

  10. O. S. Park, B. S. Jang, Arch. Pharm. Res., 18(4), 277–281 (1995).

    Article  CAS  Google Scholar 

  11. G. Cravotto, G. M. Nano, G. Palmisano, S. Tagliapietra, Tetrahedron: Asymmetry, 12, 707–709 (2001).

    Article  CAS  Google Scholar 

  12. A. Robinson, H.-Y. Li, Tetrahedron Lett., 37, No. 46, 8321–8326 (1996).

    Article  CAS  Google Scholar 

  13. C. E. Cook, C. R. Tallent, N. H. Ballentine, et al., J. Labelled Compd. Radiopharm., 16(4), 623–631 (1978).

    Article  Google Scholar 

  14. N. Halland, T. Hansen, K. A. Jorgensen, Angew. Chem., Int. Ed., 42, 4955–4957 (2003).

    Article  CAS  Google Scholar 

  15. W. R. Porter, K. Kunze, E. J. Valente, W. F. Trager, J. Labelled Compd. Radiopharm., 17(6), 763–773 (1979).

    Article  Google Scholar 

  16. W. Dieterle, J. W. Faigle, C. Montigel, et al., Eur. J. Clin. Pharmacol., 11, 367–375 (1977).

    Article  PubMed  CAS  Google Scholar 

  17. P. S. van Heerden, B. C. B. Bezuidenhoundt, D. Ferrera, J. Chem. Soc. Perkin Trans. 1, 1141–1146 (1997).

    Google Scholar 

  18. L. Gavat, M. Dinescu, F. Iohan, A. B. Susan, J. Radioanal. Chem., 2, 435–438 (1969).

    Article  CAS  Google Scholar 

  19. K. Hunter, E. A. Sharp, A. Newton, J. Chromatogr. A, 435, 83–95 (1988).

    Article  CAS  Google Scholar 

  20. I. Fitos, M. Simonyi, J. Chromatogr. A, 450, 217–220 (1988).

    Article  CAS  Google Scholar 

  21. B. D. West, S. Preis, C. H. Schroeder, K. P. Link, J. Am. Chem. Soc., 83, 2676–2679 (1961).

    Article  CAS  Google Scholar 

  22. J. X. De Vries, U. Volker, J. Chromatogr. B: Biomed. Sci. Appl., 493, 149–156 (1989).

    Article  Google Scholar 

  23. G. L. Jeyaraj, W. R. Porter, J. Chromatogr. A, 315, 378–383 (1984).

    Article  CAS  Google Scholar 

  24. Y. Okamoto, R. Aburatani, K. Hatano, K. Hatada, J. Liq. Chromatogr., 11(9–10), 2147–2163 (1988).

    CAS  Google Scholar 

  25. Y. Sato, Y. Suzuki, Chem. Pharm. Bull., 33(10), 4606–4609 (1985).

    Article  CAS  Google Scholar 

  26. P. Erlandsson, L. Hansson, R. Isaksson, J. Chromatogr. A, 370, 475–483 (1986).

    Article  CAS  Google Scholar 

  27. H. Solni, M. Stefansson, M.-L. Rlekkola, M. V. Novotny, Anal. Chem., 66(20), 3477–3484 (1994).

    Article  Google Scholar 

  28. D. W. Armstrong, E. Y. Zhou, S. Chen, et al., Anal. Chem., 66(23), 4278–4282 (1994).

    Article  CAS  Google Scholar 

  29. J. Zheng, S. A. Shamsi, J. Chromatogr. A, 1005, 177–187 (2003).

    Article  PubMed  CAS  Google Scholar 

  30. L. A. Svensson, P. K. Owens, Analyst, 125, 1037–1039 (2000).

    Article  PubMed  CAS  Google Scholar 

  31. J. X. de Vries, E. Schmitz-Kummer, J. Chromatogr. A, 644, 315–320 (1993).

    Article  Google Scholar 

  32. A. M. Holbrook, J. A. Pereira, R. Labiris, et al., Arch. Intern. Med., 165(10), 1095–1106 (2005).

    Article  PubMed  CAS  Google Scholar 

  33. T.P. Baglin, D. M. Keeling, H. G. Watson, Br. J. Haematol., 132(3), 277–285 (2006).

    Article  PubMed  CAS  Google Scholar 

  34. R. A. Lipton, E. M. Klass, J. Am. Med. Assoc., 252, 3004–3005 (1984).

    Article  CAS  Google Scholar 

  35. S. Stanchev, V. Hadjimitova, T. Traykov, et al., Eur. J. Med. Chem., 44, 3077–3082 (2008).

    Article  PubMed  Google Scholar 

  36. Z. N. Siddiqui, M. Asad, S. Praveen, Med. Chem. Res., 17, 318–325 (2008).

    Article  CAS  Google Scholar 

  37. D. U. Chen, P. Y. Kuo, D. Y. Yang, Bioorg. Med. Chem. Lett., 15(10), 2665–2668 (2005).

    Article  PubMed  CAS  Google Scholar 

  38. M. Gebauer, Bioorg. Med. Chem., 15(6), 2414–2420 (2007).

    Article  PubMed  CAS  Google Scholar 

  39. A. Dolmella, S. Gatto, E. Girardi, G. Bandoli, J. Mol. Struct., 513, 177–199 (1999).

    Article  CAS  Google Scholar 

  40. V. A. Ryl’nikov, Dezinfekts. Delo, 2, 57–60 (2008).

    Google Scholar 

  41. Vidal Handbook, Drugs in Russia: Handbook [in Russian], AstraFarmServis, Moscow (2011), p. 1728.

    Google Scholar 

  42. A. T. Burbello, A. V. Shabrov, Newest Encyclopedia of Modern Drugs [in Russian], OLMA Media Grupp, Moscow (2011), pp. 165, 1152.

  43. K. Hunter, E. A. Sharp, J. Chromatogr. A, 437(1), 301–305 (1988).

    CAS  Google Scholar 

  44. U. P. Magne, K. Gry, L. P. Eystein, K. Stener, Ther. Drug Monit., 7(3), 320–335 (1985).

    Google Scholar 

  45. J. M. Steyn, H. M. Van Der Merwe, M. J. De Kock, J. Chromatogr. B: Biomed. Appl., 378(1), 254–260 (1986).

    Article  CAS  Google Scholar 

  46. G. W. F. Van Der Jansen, H. M. Lambert, Int. J. Pharm., 12(2–3), 231–249 (1982).

    Google Scholar 

  47. M.-C. Jin, X.-H. Chen, Y. Zhu, J. Chromatogr. A, 1155, No. 1, 57–66 (2007).

    Article  PubMed  CAS  Google Scholar 

  48. B. Kammerer, R. Kahlich, M. Ufer, et al., Anal. Bioanal. Chem., 383, 909–917 (2005).

    Article  PubMed  CAS  Google Scholar 

  49. M.-C. Jin, Y.-P. Ren, X.-M. Xu, X.-H. Chen, Forensic Sci. Int., 171(1), 52–56 (2007).

    Article  PubMed  CAS  Google Scholar 

  50. V. Vandenbroucke, N. Desmet, P. De Backer, S. Croubels, J. Chromatogr. B: Anal. Technol. Biomed. Life Sci., 869(1–2), 101–110 (2008).

    Article  CAS  Google Scholar 

  51. F. Guan, A. Ishii, H. Seno, et al., J. Pharm. Biomed. Anal., 21(1), 179–185 (1999).

    Article  PubMed  CAS  Google Scholar 

  52. Y. Gaillard, G. Pepin, J. Chromatogr. A, 763(1–2), 149–163 (1997).

    PubMed  CAS  Google Scholar 

  53. A. Medvedovici, F. David, P. Sandra, Talanta, 44, No. 9, 1633–1640 (1997).

    Article  PubMed  CAS  Google Scholar 

  54. A. J. Kieboom, C. G. Rammel, Bull. Environ. Contam. Toxicol., 26, 674–678 (1981).

    Article  PubMed  CAS  Google Scholar 

  55. K. G. Koubek, J. P. Ussary, R. E. Saulsee, J. Assoc. Off. Anal. Chem., 62, 1297–1301 (1979).

    PubMed  CAS  Google Scholar 

  56. S. H. Lee, L. R. Field, W. N. Howard, W. F. Trager, Anal. Chem., 563, 467–471 (1981).

    Article  Google Scholar 

  57. D. E. Mundy, A. F. Machin, J. Chromatogr. A, 234, 427–435 (1982).

    Article  CAS  Google Scholar 

  58. D. E. Mundy, A. F. Machin, J. Chromatogr. A, 139, 321–329 (1977).

    Article  CAS  Google Scholar 

  59. D. E. Mundy, M. P. Quick, A. F. Machin, J. Chromatogr. A, 121, 335–342 (1976).

    Article  CAS  Google Scholar 

  60. Y. Guo, P. Weller, E. Farrell, et al., Nat. Biotechnol., 24(5), 531–536 (2006).

    Article  PubMed  CAS  Google Scholar 

  61. J. J. Vandelli, E. M. Schulman, Anal. Chem., 56(6), 1030–1033 (1984).

    Article  Google Scholar 

  62. Y. S. Syang, A.-A. Ebenezer, O. Selma, Analyst, 109(8), 1019–1023 (1984).

    Article  Google Scholar 

  63. E. Asafu-Adjaye, S. Y. Su, Anal. Chem., 58(3), 539–543 (1986).

    Article  CAS  Google Scholar 

  64. G. E. Caissie, V. N. Mallet, J. Chromatogr. A, 117, No. 1, 129–136 (1976).

    Article  CAS  Google Scholar 

  65. C.-E. Ha, C. E. Petersen, D. S. Park, et al., J. Biomed. Sci., 7, 114–121 (2000).

    Article  PubMed  CAS  Google Scholar 

  66. S. U. Kreingold, Practical Guide to Chemical Analysis of Disinfectant Preparations [in Russian], Ekspress-print, Moscow (2002), pp. 119–128.

  67. R. E. Kolinski, J. Assoc. Off. Anal. Chem., 58(1), 80–84 (1975).

    PubMed  CAS  Google Scholar 

  68. L. Roman, R. Craciuneanu, E. Florean, et al., Farmacia, 23(2), 89–95 (1975).

    CAS  Google Scholar 

  69. FS 42-490-72.

  70. R. I. Perez, J. Liq. Chromatogr., 6(2), 353–365 (1983).

    Article  CAS  Google Scholar 

  71. S. Akhtar, L. C. Bailey, J. Assoc. Off. Anal. Chem., 68(6), 1130–1142 (1985).

    Google Scholar 

  72. T. A. Bellar, W. L. Budde, Anal. Chem., 60(19), 2076–2083 (1988).

    Article  CAS  Google Scholar 

  73. M. Gergov, I. Ojanpera, E. Vuori, J. Chromatogr. B: Anal. Technol. Biomed. Life Sci., 795, 41–53 (2003).

    Article  CAS  Google Scholar 

  74. E. Moore, C. Lau-cam, J. Assoc. Off. Anal. Chem., 69(4), 629–632 (1986).

    PubMed  CAS  Google Scholar 

  75. K. Hunter, J. Chromatogr. A, 270, 277–283 (1983).

    Article  CAS  Google Scholar 

  76. K. Hunter, J. Chromatogr. A, 270, 267–276 (1983).

    Article  CAS  Google Scholar 

  77. K. Hunter, J. Chromatogr. A, 321, 255–272 (1985).

    Article  CAS  Google Scholar 

  78. A. Jones, Bull. Environ. Contam. Toxicol., 56, 8–15 (1996).

    Article  PubMed  CAS  Google Scholar 

  79. T. Billings, A. R. Hanks, M. Billy, J. Assoc. Off. Anal. Chem., 56(5), 1104–1108 (1976).

    Google Scholar 

  80. J. L. Almeda, L. T. Savoy, C. Higashi, Arq. Inst. Biol., 51(1–4), 5–6 (1985).

    Google Scholar 

  81. N. K. Fedushchak, Author’s Abstract of a Candidate Dissertation in Pharmaceutical Sciences, L’vov (1984).

  82. E. J. Valente, W. F. Trager, J. Med. Chem., 21(1), 141–143 (1978).

    Article  PubMed  CAS  Google Scholar 

  83. W. F. Trager, D. H. Larry, J. Med. Chem., 27(8), 1092–1094 (1984).

    Article  PubMed  Google Scholar 

  84. D. D. Giannini, J. D. Roberts, Proc. Natl. Acad. USA, 71, 4221–4223 (1974).

    Article  CAS  Google Scholar 

  85. E. J. Valente, E. C. Lingafelter, W. R. Porter, W. F. Trager, J. Med. Chem., 20(11), 1489–1493 (1977).

    Article  PubMed  CAS  Google Scholar 

  86. K. K. Chan, D. D. Giannini, A. H. Cain, et al., Tetrahedron, 33, 899–906 (1977).

    Article  CAS  Google Scholar 

  87. G. Bravic, J. Gaultier, C. Hauw, CR Acad. Sci. Paris Ser. C, 277, 1215–1218 (1973).

    CAS  Google Scholar 

  88. E. J. Valente, W. F. Trager, L. H. Jensen, Acta Crystallogr. Sect. B: Struct. Crystallogr. Cryst. Chem., 31, 954–960 (1975).

    Article  Google Scholar 

  89. G. Ruggiero, O. Platt, Jr., E. J. Valente, D. S. Eggleston, Acta Crystallogr. Sect. C: Cryst. Struct. Commun., 45, 1740–1743 (1989).

    Article  Google Scholar 

  90. A. N. Kochetov, L. G. Kuz’mina, Kristallografiya, 52(4), 662–665 (2007).

    Google Scholar 

  91. A. N. Kochetov, L. G. Kuz’mina, Khim.-farm. Zh., 44(2), 9–14 (2010).

    Google Scholar 

  92. G. M. Vishnyakova, T. V. Smirnova, L. N. Kurkovskaya, A. Yu. Panov, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 29(3), 111–113 (1986).

    CAS  Google Scholar 

  93. C. F. Hiskey, V. Melnitchenko, J. Pharm. Sci., 54(9), 1298–1302 (1965).

    Article  PubMed  CAS  Google Scholar 

  94. A. R. Sheth, W. W. Brennesel, V. G. Young, et al., J. Pharm. Sci., 93(11), 2669–2680 (2004).

    Article  PubMed  CAS  Google Scholar 

  95. A. R. Sheth, V. G. Young, D. J. W. Grant, Acta Crystallogr. Sect. E: Struct. Rep. Online, 58, m197–m199 (2002).

    Article  CAS  Google Scholar 

  96. J. M. Kennedy (ed.), The Agrochemical Handbook, Unwin Brothers Ltd., Old Woking, Surrey (1987).

  97. B. Castleberry, E. J. Valente, D. S. Eggleston, J. Crystallogr. Spectrosc. Res., 20(6), 583–593 (1990).

    Article  CAS  Google Scholar 

  98. G. L. Jeyaraj, W. R. Porter, J. Heterocycl. Chem., 22(2), 535 (1985).

    Article  CAS  Google Scholar 

  99. Metoda pentru determinarea spectrofotometrica iiltraviolet a varfarinci: Pat. CPP 62198: G01 No. 2100 / V. Giuran; Central de chimie, No. 62198; appl. 24.04.73; pat. 14.06.77.

  100. M. J. Kelly, J. Chambers, A. D. MacNicoll, J. Chromatogr. B: Biomed. Appl., 620, 105–112 (1993).

    Article  CAS  Google Scholar 

  101. W. D. Wosilait, Comp. Gen. Pharmacol., 3(9), 83–88 (1972).

    Article  Google Scholar 

  102. N. A. Brown, W. F. Mueller, Pharmacology, 17(4), 233–238 (1978).

    Article  PubMed  CAS  Google Scholar 

  103. C.-E. Ha, C. E. Petersen, D. S. Park, et al., J. Biomed. Sci., 7, 114–121 (2000).

    Article  PubMed  CAS  Google Scholar 

  104. L. Brunton, L. Lowenstein, L. Shapiro, Can. Med. Assoc. J., 73(9), 392–395 (1955).

    PubMed  CAS  Google Scholar 

  105. H.-J. Pelz, S. Rost, M. Hunerberg, et al., Genetics, 170(8), 1839–1847 (2005).

    Article  PubMed  CAS  Google Scholar 

  106. A. N. Kochetov, K. A. Shestakov, L. G. Kuz’mina, Dezinfekts. Delo, 2, 68–77 (2009).

    Google Scholar 

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Authors and Affiliations

  1. Moscow City Center for Disinfection (MCCD), Moscow, 129337, Russia

    A. N. Kochetov, K. A. Shestakov & G. M. Shpilevskii

  2. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Kurnakov, 119991, Russia

    L. G. Kuz’mina

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  1. A. N. Kochetov
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  2. K. A. Shestakov
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  3. G. M. Shpilevskii
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  4. L. G. Kuz’mina
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Correspondence to A. N. Kochetov.

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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 47, No. 2, pp. 41 – 50, February, 2013.

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Kochetov, A.N., Shestakov, K.A., Shpilevskii, G.M. et al. Pecularities of determining the content of 3-substituted 4-hydroxycoumarins in disinfectants and drugs. Pharm Chem J 47, 109–117 (2013). https://doi.org/10.1007/s11094-013-0906-5

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