Pharmaceutical Research

, Volume 28, Issue 2, pp 279–291

An Effective Strategy for the Synthesis of Biocompatible Gold Nanoparticles Using Cinnamon Phytochemicals for Phantom CT Imaging and Photoacoustic Detection of Cancerous Cells

  • Nripen Chanda
  • Ravi Shukla
  • Ajit Zambre
  • Swapna Mekapothula
  • Rajesh R. Kulkarni
  • Kavita Katti
  • Kiran Bhattacharyya
  • Genevieve M. Fent
  • Stan W. Casteel
  • Evan J. Boote
  • John A. Viator
  • Anandhi Upendran
  • Raghuraman Kannan
  • Kattesh V. Katti
Research Paper

ABSTRACT

Purpose

The purpose of the present study was to explore the utilization of cinnamon-coated gold nanoparticles (Cin-AuNPs) as CT/optical contrast-enhancement agents for detection of cancer cells.

Methods

Cin-AuNPs were synthesized by a “green” procedure, and the detailed characterization was performed by physico-chemical analysis. Cytotoxicity and cellular uptake studies were carried out in normal human fibroblast and cancerous (PC-3 and MCF-7) cells, respectively. The efficacy of detecting cancerous cells was monitored using a photoacoustic technique. In vivo biodistribution was studied after IV injection of Cin-AuNPs in mice, and also a CT phantom model was generated.

Results

Biocompatible Cin-AuNPs were synthesized with high purity. Significant uptake of these gold nanoparticles was observed in PC-3 and MCF-7 cells. Cin-AuNPs internalized in cancerous cells facilitated detectable photoacoustic signals. In vivo biodistribution in normal mice showed steady accumulation of gold nanoparticles in lungs and rapid clearance from blood. Quantitative analysis of CT values in phantom model revealed that the cinnamon-phytochemical-coated AuNPs have reasonable attenuation efficiency.

Conclusions

The results indicate that these non-toxic Cin-AuNPs can serve as excellent CT/ photoacoustic contrast-enhancement agents and may provide a novel approach toward tumor detection through nanopharmaceuticals.

KEY WORDS

cancer cells cellular internalization cinnamon-stabilized gold nanoparticles in vivo biodistribution phantom CT imaging photoacoustic detection 

REFERENCES

  1. 1.
    Yang MD, Liu YK, Shen JL, Wu CH, Lin CA, Chang WH, et al. Improvement of conversion efficiency for multi-junction solar cells by incorporation of Au nanoclusters. Opt Express. 2008;16:15754–8.CrossRefPubMedGoogle Scholar
  2. 2.
    Jain PK, Huang X, El-Sayed IH, El-Sayed MA. Noble metals on the nanoscale: optical and photothermal properties and some applications in imaging, sensing, biology, and medicine. Acc Chem Res. 2008;41:1578–86.CrossRefPubMedGoogle Scholar
  3. 3.
    Murphy CJ, Gole AM, Stone JW, Sisco PN, Alkilany AM, Goldsmith EC, et al. Gold nanoparticles in biology: beyond toxicity to cellular imaging. Acc Chem Res. 2008;41:1721–30.CrossRefPubMedGoogle Scholar
  4. 4.
    Wang Y, Mirkin CA, Park SJ. Nanofabrication beyond electronics. ACS Nano. 2009;3:1049–56.CrossRefPubMedGoogle Scholar
  5. 5.
    Esumi K, Kameo A, Suzuki A, Torigoe K. Preparation of gold nanoparticles in formamide and N, N-dimethylformamide in the presence of poly(amidoamine) dendrimers with surface methyl ester groups. Colloids Surf, A Physicochem Eng Asp. 2001;189:155–61.CrossRefGoogle Scholar
  6. 6.
    Feitz A, Guan J, Waite D. Process for producing a nanoscale zero-valent metal. US Patent Application Publication. US2006/0083924 A1 (2006).Google Scholar
  7. 7.
    Fent GM, Casteel SW, Kim DY, Kannan R, Katti K, Chanda N. Biodistribution of maltose and gum arabic hybrid gold nanoparticles after intravenous injection in juvenile swine. Nanomedicine:NBM. 2009;5:128–35.Google Scholar
  8. 8.
    Katti K, Chanda N, Shukla R, Zambre A, Suibramanian T, Kulkarni RR, et al. Nanotechnology from cumin phytochemicals: generation of biocompatible gold nanoparticles. International Journal of Nanotechnology: Biomedicine. 2009;1:B39–52.CrossRefGoogle Scholar
  9. 9.
    Katti KK, Kattamuri V, Bhaskaran S, Kannan R, Katti KV. Facile and general method for synthesis of sugar-coated gold nanoparticles. International Journal of Nanotechnology: Biomedicine. 2009;1:B53–9.CrossRefGoogle Scholar
  10. 10.
    Kattumuri V, Katti K, Bhaskaran S, Boote EJ, Casteel SW, Fent GM, et al. Gum arabic as a phytochemical construct for the stabilization of gold nanoparticles: in vivo pharmacokinetics and X-ray-contrast-imaging studies. Small. 2007;3:333–41.CrossRefPubMedGoogle Scholar
  11. 11.
    Kattumuri V, Chandrasekhar M, Guha S, Kannan R, Katti KV, Ghosh TK, et al. Agarose-stabilized gold nanoparticles for surface-enhanced Raman spectroscopic detection of DNA nucleosides. Appl Phys Lett. 2006;88:153114.CrossRefGoogle Scholar
  12. 12.
    Nune S, Chanda N, Shukla R, Katti K, Kulkarni RR, Thilakavathy S, et al. Green nanotechnology from tea: phytochemicals in tea as building blocks for production of biocompatible gold nanoparticles. J Mater Chem. 2009;19:2912–20.CrossRefPubMedGoogle Scholar
  13. 13.
    Shukla R, Nune SK, Chanda N, Katti K, Mekapothula S, Kulkarni RR, et al. Soybeans as a phytochemical reservoir for the production and stabilization of biocompatible gold nanoparticles. Small. 2008;4:1425–36.CrossRefPubMedGoogle Scholar
  14. 14.
    Shukla R, Nune SK, Chanda N, Katti K, Mekapothula S, Kulkarni RR, et al. Soybeans as a phytochemical reservoir for the production and stabilization of biocompatible gold nanoparticles. Science Editors’ Choice. 2008;322:167.Google Scholar
  15. 15.
    Hoyoku N, Yoshiko S, Harukuni T, Mitsuharu M. Cancer control by phytochemicals. Curr Pharm Des. 2007;13:3394–9.CrossRefGoogle Scholar
  16. 16.
    Johnson IT. Phytochemicals and cancer. Proc Nutr Soc. 2007;66:207–15.CrossRefPubMedGoogle Scholar
  17. 17.
    Dekker M, Verkrek R. Dealing with variability in food production chains: a tool to enhance the sensitivity of epidemiological studies on phytochemicals. Eur J Nutr. 2003;42:67–72.CrossRefPubMedGoogle Scholar
  18. 18.
    Holst B, Williamson G. Nutrients and phytochemicals: from bioavailability to bioefficacy beyond antioxidants. Curr Opin Biotechnol. 2008;19:73–82.CrossRefPubMedGoogle Scholar
  19. 19.
    Gow RT, Li D, Sypert GW, Alberte RS. Extracts and methods comprising cinnamon species. US Patent Application Publication US 2007/0292540 Al (2007).Google Scholar
  20. 20.
    Mathew S, Abraham TE. Studies on the antioxidant activities of cinnamon (Cinnamomum verum) bark extracts, through various in vitro models. Food Chem. 2006;94:520–8.CrossRefGoogle Scholar
  21. 21.
    Lopez P, Sanchez C, Batlle R, Nerin C. Vapor-phase activities of cinnamon, thyme, and oregano essential oils and key constituents against foodborne microorganisms. J Agric Food Chem. 2007;55:4348–56.CrossRefPubMedGoogle Scholar
  22. 22.
    Shan B, Cai YZ, Brooks JD, Corke H. Antibacterial properties and major bioactive components of cinnamon stick (Cinnamomum burmannii): activity against foodborne pathogenic bacteria. J Agric Food Chem. 2007;55:5484–90.CrossRefPubMedGoogle Scholar
  23. 23.
    Shan B, Cai YZ, Sun M, Corke H. Antioxidant capacity of 26 spice extracts and characterization of their phenolic constituents. J Agric Food Chem. 2005;53:7749–59.CrossRefPubMedGoogle Scholar
  24. 24.
    Usta J, Kreydiyyeh S, Barnabe P, Bou-Moughlabay Y, Nakkash-Chmaisse H. Comparative study on the effect of cinnamon and clove extracts and their main components on different types of ATPases. Hum Exp Toxicol. 2003;22:355–62.PubMedGoogle Scholar
  25. 25.
    Schmidt-Kloiber H, Paltauf G. Measuring optical tissue data using pulsed photoacoustic spectroscopy (PPAS). Biomed Tech (Berl). 1997;42(Suppl):227–8.CrossRefGoogle Scholar
  26. 26.
    Faha OR. OSIRIX: An oepn source platform for advanced multimodality medical imaging. IEEE Information & Communications Technology (2006).Google Scholar
  27. 27.
    Chanda N, Shukla R, Katti KV, Kannan R. Gastrin releasing protein receptor—specific gold nanorods: breast and prostate tumor-avid nanovectors for molecular imaging. Nano Lett. 2009;9:1798–805.CrossRefPubMedGoogle Scholar
  28. 28.
    Kannan R, Rahing V, Cutler C, Pandrapragada R, Katti KK, Kattumuri V, et al. Nanocompatible chemistry toward fabrication of target-specific gold nanoparticles. J Am Chem Soc. 2006;128:11342–3.CrossRefPubMedGoogle Scholar
  29. 29.
    Kannan R, Cutler C, Rahing V, Smith C, Katti K. Bioconjugated radioactive gold nanoparticles and their in vivo targeting abilities in small animal models. J Nucl Med. 2006;510(Supplement 1):510.Google Scholar
  30. 30.
    Kannan R, Katti KV, Katti KK, White HW, Cutler CS. Methods and articles for gold nanoparticle production. US 2007/0051202 A1, US Patent Application Publication (2007).Google Scholar
  31. 31.
    Katti K, Kannan R, Katti KK, Bhaskaran S, Pandrapragada RK. Optimization and production of gold and silver nanoparticles for potential imaging applications. Molecular Imaging. 2004;3:278.Google Scholar
  32. 32.
    Chanda N, Kan P, Watkinson LD, Shukla R, Zambre A, Carmack TL, et al. Radioactive gold nanoparticles in cancer therapy: therapeutic efficacy studies of 198AuNP-GA nanoconstruct in prostate tumor bearing mice. Nanomedicine: NBM. 2009;6:201–9.Google Scholar
  33. 33.
    Chanda N, Kattumuri V, Shukla R, Zambre A, Katti K, Upendran A, et al. Bombesin functionalized gold nanoparticles show in vitro and in vivo cancer receptor specificity. Proc Natl Acad Sci USA. 2010;107:8760–5.CrossRefPubMedGoogle Scholar
  34. 34.
    Na H-K, Surh YJ. Intracellular signaling network as a prime chemopreventive target of (-)-epigallocatechin gallate. Mol Nutr Food Res. 2006;50:152–9.CrossRefPubMedGoogle Scholar
  35. 35.
    de Sun J, Liu Y, Lu DC, Kim W, Lee JH, Maynard J, et al. Endothelin-3 growth factor levels decreased in cervical cancer compared with normal cervical epithelial cells. Hum Pathol. 2007;38:1047–56.CrossRefGoogle Scholar
  36. 36.
    Baratta MT, Dorman HJD, Deans SG, Figueiredo AC, Barroso JG, Ruberto G. Antimicrobial and antioxidant properties of some commercial essential oils. Flavour Fragr J. 1998;13:235–44.CrossRefGoogle Scholar
  37. 37.
    Mallidi S, Joshi PP, Sokolov K, Emelianov S. On sensitivity of molecular specific photoacoustic imaging using plasmonic gold nanoparticles. Conf Proc IEEE Eng Med Biol Soc. 6338–6340 (2009).Google Scholar
  38. 38.
    Mallidi S, Larson T, Tam J, Joshi PP, Karpiouk A, Sokolov K, et al. Multiwavelength photoacoustic imaging and plasmon resonance coupling of gold nanoparticles for selective detection of cancer. Nano Lett. 2009;9:2825–31.CrossRefPubMedGoogle Scholar
  39. 39.
    Pan D, Pramanik M, Senpan A, Ghosh S, Wickline SA, Wang LV, et al. Near infrared photoacoustic detection of sentinel lymph nodes with gold nanobeacons. Biomaterials. 2010;31:4088–93.CrossRefPubMedGoogle Scholar
  40. 40.
    Pan D, Pramanik M, Senpan A, Yang X, Song KH, Scott MJ, et al. Molecular photoacoustic tomography with colloidal nanobeacons. Angew Chem Int Ed. 2009;48:4170–3.CrossRefGoogle Scholar
  41. 41.
    Viator J, Gupta S, Goldschmidt BS, Bhattacharyya K, Kannan R, Shukla R, et al. Detection of gold nanoparticle enhanced prostate cancer cells using photoacoustic flowmetry with optical reflectance. Journal of Biomedical Nanotechnology. 2010;6:1–5.CrossRefGoogle Scholar
  42. 42.
    Armstrong NR, Quinn RK, Vanderborgh NE. Voltammetry in sulfolane. Electrochemical behavior of benzaldehyde and substituted benzaldehydes. Anal Chem. 1974;46:1759–64.CrossRefGoogle Scholar
  43. 43.
    Au L, Lu X, Xia Y. A comparative study of galvanic replacement reactions involving Ag Nanocubes and AuCl(2) or AuCl(4). Adv Mater Deerfield. 2008;20:2517–22.CrossRefGoogle Scholar
  44. 44.
    Shaw IC. Gold-based therapeutic agents. Chem Rev. 1999;99:2589–600.CrossRefGoogle Scholar
  45. 45.
    Gratton SE, Ropp PA, Pohlhaus PD, Luft JC, Madden VJ, Napier ME, et al. The effect of particle design on cellular internalization pathways. Proc Natl Acad Sci U S A. 2008;105:11613–8.CrossRefPubMedGoogle Scholar
  46. 46.
    Hauck TS, Ghazani AA, Chan WC. Assessing the effect of surface chemistry on gold nanorod uptake, toxicity, and gene expression in mammalian cells. Small. 2008;4:153–9.CrossRefPubMedGoogle Scholar
  47. 47.
    Galanzha EI, Shashkov EV, Spring PM, Suen JY, Zharov VP. In vivo, noninvasive, label-free detection and eradication of circulating metastatic melanoma cells using two-color photoacoustic flow cytometry with a diode laser. Cancer Res. 2009;69:7926–34.CrossRefPubMedGoogle Scholar
  48. 48.
    Hickling TP, Clark H, Malhotra R, Sim RB. Collectins and their role in lung immunity. J Leukoc Biol. 2004;75:27–33.CrossRefPubMedGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC 2010

Authors and Affiliations

  • Nripen Chanda
    • 1
  • Ravi Shukla
    • 1
  • Ajit Zambre
    • 1
  • Swapna Mekapothula
    • 1
  • Rajesh R. Kulkarni
    • 1
  • Kavita Katti
    • 1
  • Kiran Bhattacharyya
    • 2
  • Genevieve M. Fent
    • 3
  • Stan W. Casteel
    • 3
  • Evan J. Boote
    • 1
  • John A. Viator
    • 2
  • Anandhi Upendran
    • 4
  • Raghuraman Kannan
    • 1
  • Kattesh V. Katti
    • 1
  1. 1.Department of RadiologyUniversity of MissouriColumbiaUSA
  2. 2.Department of Biological EngineeringUniversity of MissouriColumbiaUSA
  3. 3.Department of Veterinary PathobiologyUniversity of MissouriColumbiaUSA
  4. 4.Nanoparticle Biochem, Inc.ColumbiaUSA

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