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Preparation and biodistribution study of technetium-99m-labeled quercetin as a potential radical scavenging agent

  • Seyed Jalal HosseinimehrEmail author
  • Amirhossein Ahmadi
  • Reza Taghvai
Article

Abstract

Free radicals and oxidative stress are the primary causes of several chronic diseases such as cancer and heart disease. Quercetin is a natural compound with potent antioxidant activity. We have prepared and evaluated technetium-99m (99mTc)-labeled quercetin as a potential radical scavenging radiotracer. A 99mTc-quercetin complex was prepared using quercetin, SnCl2 and Na99mTcO4 in a buffered solution over 30 min. The participation coefficient was measured in octanol and queues solutions. The stability was determined in phosphate buffered saline and serum. The biodistribution in normal mice was evaluated at 0.5, 2, 6 and 24 h post-injection. The radiochemical purity (>99%) was determined by thin layer chromatography (TLC) in normal saline solution as the mobile phase. It has a log P of 0.204. It was mainly cleared by the kidneys and showed negligible brain uptake at four time points measured post-injection. The pharmacological properties of quercetin, mainly its free radical scavenging, may potentially cat as a radiopharmaceutical agent for radical-targeted imaging of tissue with high levels of reactive oxygen species.

Keywords

Radiopharmaceutical Quercetin Radiolabeling Free radical 99mTc 

Notes

Acknowledgment

This research has been supported by a grant from Mazandaran University of Medical Sciences.

References

  1. 1.
    Formica JV, Regelson W (1995) Review of the biology of quercetin and related bioflavonoids. Food Chem Toxicol 33(12):1061–1080CrossRefGoogle Scholar
  2. 2.
    Halliwell B (1995) Antioxidant characterization. Methodology and mechanism. Biochem Pharmacol 149(10):1341–1348CrossRefGoogle Scholar
  3. 3.
    Murakami A, Ashida H, Terao J (2008) Multitargeted cancer prevention by quercetin. Cancer Lett 269(2):315–325CrossRefGoogle Scholar
  4. 4.
    Zhou J, Wang LF, Wang JY, Tang N (2001) Antioxidative anti-tumour activities of solid quercetin metal(II) complexes. Transit Met Chem 26(1–2):57–63CrossRefGoogle Scholar
  5. 5.
    Celen S, de Groot T, Balzarini J et al (2007) Synthesis, evaluation of a (99m)Tc-MAMA-propyl-thymidine complex as a potential probe for in vivo visualization of tumor cell proliferation with SPECT. Nucl Med Biol 34(3):283–291CrossRefGoogle Scholar
  6. 6.
    van Acker SA, van den Berg DJ, Tromp MN et al (1996) Structural aspects of antioxidant activity of flavonoids. Free Radic Biol Med 20(3):331–342CrossRefGoogle Scholar
  7. 7.
    Zhou J, Wang LF, Wang JY, Tang N (2001) Synthesis characterization, antioxidative, antitumor activities of solid quercetin rare earth(III) complexes. J Inorg Biochem 83(1):41–48CrossRefGoogle Scholar
  8. 8.
    de Souza RF, De Giovani WF (2005) Synthesis spectral, electrochemical properties of Al(III), Zn(II) complexes with flavonoids. Spectrochim Acta A Mol Biomol Spectrosc 61(9):1985–1990CrossRefGoogle Scholar
  9. 9.
    Tan J, Wang B, Zhu L (2009) DNA binding, cytotoxicity, apoptotic inducing activity, molecular modeling study of quercetin zinc(II) complex. Bioorg Med Chem 17(2):614–620CrossRefGoogle Scholar
  10. 10.
    Moskaug JO, Carlsen H, Myhrstad M, Blomhoff R (2004) Molecular imaging of the biological effects of quercetin, quercetin-rich foods. Mech Ageing Dev 125(4):315–324CrossRefGoogle Scholar
  11. 11.
    de Souza RF, De Giovani WF (2005) Synthesis spectral, electrochemical properties of Al(III), Zn(II) complexes with flavonoids. Spectrochim Acta A Mol Biomol Spectrosc 61(9):1985–1990CrossRefGoogle Scholar
  12. 12.
    Tan J, Wang B, Zhu L (2009) DNA binding, cytotoxicity, apoptotic inducing activity, molecular modeling study of quercetin zinc(II) complex. Bioorg Med Chem 17(2):614–620CrossRefGoogle Scholar
  13. 13.
    Boots AW, Haenen G, Bast A (2008) Health effects of quercetin: from antioxidant to nutraceutical. Eur J Pharmacol 585(2–3):325–337CrossRefGoogle Scholar
  14. 14.
    Park B, Choe Y, Lee S (2001) Synthesis of iodine-123 labeled quercetin, catechin as radical seeking agents. J Labelled Comp Radiopharm 44:957–958Google Scholar
  15. 15.
    Barolli MG, Pomilio AB (1997) Synthesis of [131-I]-iodinated quercetin. J Labelled Comp Radiopharm 39(11):927–933CrossRefGoogle Scholar

Copyright information

© Akadémiai Kiadó, Budapest, Hungary 2010

Authors and Affiliations

  • Seyed Jalal Hosseinimehr
    • 1
    Email author
  • Amirhossein Ahmadi
    • 2
  • Reza Taghvai
    • 2
  1. 1.Department of Radiopharmacy, Faculty of Pharmacy, Traditional and Complementary Medicinal Research CenterMazandaran University of Medical SciencesSariIran
  2. 2.Student Research Committee, Faculty of PharmacyMazandaran University of Medical SciencesSariIran

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