Advertisement

A liquid chromatographic method for the determination of histamine in immunoglobulin preparation using solid phase extraction and pre-column derivatization

  • Nam Hee Kim
  • Youmie Park
  • Eun Sook Jeong
  • Chang-Soo Kim
  • Min Kyo Jeoung
  • Kyoung Soon Kim
  • Seung-Hwa Hong
  • Jong-Keun Son
  • Jin Tae Hong
  • II-young Park
  • Dong-Cheul Moon
Article

Abstract

An immunoglobulin (IgG) preparation with micro-amount of histamine fixed on the active protein fraction has been used to increase the resistance to allergic reactions. However, excessive histamine may cause hypo- or hypertension, headache, or anaphylactic shock and so the histamine content of the drug is strictly controlled by a regulation: 0.15 μg of histamine dihydrochloride is allowed for 12 mg of immunoglobulin. In this study, a liquid Chromatographic method to determine micro-amount of histamine in the pharmaceutical was developed and validated. This method include a sample cleanup by a solid phase extraction (SPE) using a polystyrenedivinyl benzene (PS-DVB) polymeric sorbent and high-performance liquid chromatography after precolumn fluorescent labeling of the histamine with o-phthaldialdehyde. The drug sample was loaded to the SPE cartridge after adjusting to pH 9.5. After successive washings of the cartridge with water and 30% aqueous methanol, histamine was then eluted with 100 mM sodium acetate (pH 9.5)-methanol (20:80, v/v). An aliquot from the eluate was labeled with o-phthaldialdehyde-mercaptoethanol (OPA-ME) for fluorescence detection at the excitation maximum of 340 nm and emission maximum of 450 nm. HPLC analysis was performed on a phenyl-hexyl column with an acetonitrile-phosphate buffer (pH 6.8; 50 μM) (35:65, v/v) as the mobile phase. The retention times of histamine and 3-methylhistamine (IS) were approximately 7.2 and 9.5 min, respectively. The quantitation range was between 0.01-0.2 mg/mL of histamine showing good linearity (r=0.9996). This analytical method would provide a potential mean for the strict control of histamine content in the pharmaceutical product.

Key words

Immunoglobulin preparation Histamine Solid-phase extraction PS-DVB Fluorescent detection o-Phthaldialdehyde 

References

  1. Armagan, O., Current analytical methods for the determination of biogenic amines in foods.Food Chemistry, 103, 1475–1486 (2007).CrossRefGoogle Scholar
  2. Ayoub, M., Mittenbuhler, K., Sutterlin, B. W., and Bessler, W. G, The anti-allergic drug histaglobin inhibits NF-kappaB nuclear translocation and down-regulates proinflammatory cytokines.Int. J. Immunopharmacol., 22, 755–763 (2000).PubMedCrossRefGoogle Scholar
  3. Busto, O., Guasch, J., and Borrul, R, Biogenic amines in wine: A review of analytical methods.J. Int.Sci.Vigne. Vin., 30, 85- 101 (1996).Google Scholar
  4. Gilbert, R. J., Hobbes, G, Murray, C. K., Cruickshank, J. G, and Young, S. E., Scombrotoxic fish poisoning: feature of the first 50 incidents to be reported in Britain (1976’9).Br. Med J., 281, 71–72 (1980).PubMedCrossRefGoogle Scholar
  5. George, J. S., Michelle, C, and David, M. G, Method development and cultivar-related differences of nine biogenic amines in Ontario wines.Food Chemistry, 64, 49–58 (1999).CrossRefGoogle Scholar
  6. Gushchin, I. S., Luss, L V, Nina, N. I., Larina, O. N., and Pakhomova, L. A., Therapeutic activeness of histaglobin preparations in patients with allergic rhinitis and chronic urticaria.Ter. Arkh., 71, 57–62 (1999).PubMedGoogle Scholar
  7. Ishikawa, T, Shimada, T, Kessoku, N., and Kiyoi, M., Inhibition of rat mast cell degranulation and histamine release by histamine-rat gamma-globulin conjugate.Int. Arch. Allergy. Appl. Immunol., 59, 403–407 (1979).PubMedGoogle Scholar
  8. Liebhart, J., Zak-Najmark, T, Malolepszy, J., Nadobna, G, and Liebhart, E., Changes of histaminopexy in patients with bronchial asthma and chronic urticaria after histaglobin administration.Arch. Immunol. Ther. Exp. (Warsz), 34, 385- 389 (1986).Google Scholar
  9. Maurizio, P., Andrea, R., Lucia, B., Alina, P., Debora, B., Cristina, V, Irene, L., Elisa, C, Massimo, S., Francesco, F., Blo G and Capitani S., Determination of histamine in the whole blood of colon cancer patients.J. Chromatogr. B., 780, 331–339 (2002).CrossRefGoogle Scholar
  10. May, S., Sturman, G, and Perrett, D., Determination of histamine in tissues using reversed phase-HPLC with post column fluorimetric detection.Inflamm. Res., 48, S94–95 (1999).PubMedCrossRefGoogle Scholar
  11. Molins-Legua, C, Campins-Falco, P., and Sevillano-Cabeza, A., Automated pre-column derivatization of amines in biological samples with dansyl chloride and with or without post-column chemiluminescence formation by using TCPO-H 2O2. Analyst., 123, 2871–2876 (1998).PubMedCrossRefGoogle Scholar
  12. Molins-Legua, C, Campins-Falco, P., and Sevillano-Cabeza, A., M. Pedron-Pons, Urine polyamines determination using dansyl chloride derivatization in solid-phase extraction cartridges and HPLC.Analyst, 124, 477–482 (2000).CrossRefGoogle Scholar
  13. Oguri, S. and Yoneya, Y, Selective detection of biogenic amines using capillary electrochromatography with an oncolumn derivatization technique.J. Chromatogr. B., 781, 165- 179 (2002).CrossRefGoogle Scholar
  14. Ohnishi, A., Watanabe, K., Nakagawa, T., Morita, Y, and Miyamoto, T, Inhibitory effect of histamine-added human gammaglobulin on histamine release from human leucocytes.Clin. Immunol., 17, 1145–1150 (1985).Google Scholar
  15. Pad, A., Taddeucci-Brunelli, G, Barachini, P., Magliaccio, P., Pierini, G, and Crimaldi, G, Therapy of atopic dermatitis in childern. Study on the use of a desensitizing preparation.Pediatr. Med. Chir, 8, 839–844 (1986).Google Scholar
  16. Parrot, J. L. and Laborde, C, The histamine-fixing power of blood serum; its modification after an injection of normal human serum or of an azoprotein of histamine.J. Physiol. (Paris), 46, 492–495 (1954).Google Scholar
  17. Paul, R. B., Van Dijk, Remmelt, Klaas, M. J., and Louis J. S., Liquid Chromatographic Determination of Histamine in Fish, Sauerkraut, and Wine Interlaboratory Study.J. AOAC. Int., 81, 991–998 (1999).Google Scholar
  18. Simon-Sarkadi, L. and Holzapfel, W. H. Z., Determination of biogenic amines in leafy vegetables by amino acid analyzer.Z. Lebensm. Unters. Forsch., 198, 230–233 (1994).PubMedCrossRefGoogle Scholar
  19. Taylor, S. L. and Speckhard, M. W., Inhibition of bacteria histamine production by sorbate and other antimicrobial agents.J. Food. Prot., 47, 508–511 (1984).Google Scholar
  20. Taylor, S. L, Histamine food poisoning: Toxicology and clinical aspects.Crit. Rev. Toxicol., 17, 91–128 (1986).PubMedCrossRefGoogle Scholar
  21. Valeria, F. and Claudia, L, Histamine and histidine determination in tuna fish samples using high-performance liquid chromatography.J. Chromatogr. A., 809, 241–245 (1998).CrossRefGoogle Scholar
  22. Wollin, A., Soll, A. H., and Samloff, I. M., Actions of histamine, secretin, and PGE2 on cyclic AMP production by isolated canine fundic mucosal cells.Am. J. Physiol., 237, E437–443 (1979).PubMedGoogle Scholar

Copyright information

© The Pharmaceutical Society of Korea 2007

Authors and Affiliations

  • Nam Hee Kim
    • 1
  • Youmie Park
    • 1
  • Eun Sook Jeong
    • 1
  • Chang-Soo Kim
    • 1
  • Min Kyo Jeoung
    • 1
  • Kyoung Soon Kim
    • 1
  • Seung-Hwa Hong
    • 2
  • Jong-Keun Son
    • 3
  • Jin Tae Hong
    • 1
  • II-young Park
    • 1
  • Dong-Cheul Moon
    • 1
  1. 1.College of Pharmacy, CBITRCChungbuk National UniversityCheongjuKorea
  2. 2.Korea Food and Drug Administration (KFDA)SeoulKorea
  3. 3.College of PharmacyYeungnam UniversityGyongsanKorea

Personalised recommendations