Skip to main content
Log in

Synthesis and characterization of G5 PAMAM dendrimer containing daunorubicin for targeting cancer cells

  • Research Articles
  • Drug Development
  • Published:
Archives of Pharmacal Research Aims and scope Submit manuscript

Abstract

A multifunctional dendritic nanodevice containing folate (FA) as the targeting molecule and daunorubicin (DNR) as the chemotherapeutic drug has been designed and synthesized. The primary amino groups on the surface of the generation 5 poly(amidoamine) dendrimer (G5 dendrimer) were acetylated partially. FA and DNR were conjugated to the remaining primary amino groups on the G5 dendrimer through amide and ester linkage, respectively, to generate the difunctional dendritic device. The synthetic approach of G5 PAMAM dendrimer containing daunorubicin and folic acid would be useful for targeting the overexpressed membrance-associated folate receptors of KB human carcinoma cell line and discreating them effectively.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  • Agarwal, A., Saraf, S., Asthana, A., Gupta, U., Gajbhiye, V., and Jain, N. K., Ligand based dendritic systems for tumor targeting. Int. J. Pharm., 350, 3–13 (2008).

    Article  PubMed  CAS  Google Scholar 

  • Bosman, A. W., Janssen, H. M., and Meijer, E. W., About dendrimers: Structure, physical properties, and applications. Chem. Rev., 99, 1665–1688 (1999).

    Article  PubMed  CAS  Google Scholar 

  • Esfand, R. and Tomalia, D. A., Poly(amidoamine) (PAMAM) dendrimers: from biomimicry to drug delivery and biomedical applications. Drug Discov. Today, 6, 427–436 (2001).

    Article  PubMed  CAS  Google Scholar 

  • Huang, B., Desai, A., Zong, H., Tang, S., Leroueil, P., and Baker Jr., J. R., Copper-free click conjugation of methotrexate to a PAMAM dendrimer platform. Tetrahedron Lett., 52, 1411–1414 (2011).

    Article  PubMed  CAS  Google Scholar 

  • Kono, K., Liu, M., and Frechet, J. M. J., Design of dendritic macromolecules containing folate or methotrexate residues. Bioconjugate Chem., 10, 1115–1121 (1999).

    Article  CAS  Google Scholar 

  • Majoros, I. J., Keszler, B., and Woehler, S., Acetylation of poly (amidoamine) dendrimers. Macromolecules, 36, 5526–5529 (2003).

    Article  CAS  Google Scholar 

  • Majoros, I. J., Thomas, T. P., Methta, C. B., and Baker Jr., J. R., Poly(amidoamine) dendrimer-based multifunctional engineered nanodevice for cancer therapy. J. Med. Chem., 48, 5892–5899 (2005).

    Article  PubMed  CAS  Google Scholar 

  • Majoros, I. J., Myc, A., Thomas, T., Mehta, C. B., and Baker Jr., J. R., PAMAM dendrimer-based multifunctional conjugate for cancer therapy: Synthesis, characterization, and functionality. Biomacromolecules, 7, 572–579 (2006).

    Article  PubMed  CAS  Google Scholar 

  • Medina, S. H. and El-Sayed, M. E. H., Dendrimers as carriers for delivery of chemotherapeutic agents. Chem. Rev., 109, 3141–3157 (2009).

    Article  PubMed  CAS  Google Scholar 

  • Myc, A., Majoros, I. J., Thomas, T. P., and Baker Jr, J. R., Dendrimer-based targeted delivery of an apoptotic sensor in cancer cells. Biomacromolecules, 8, 13–18 (2007).

    Article  PubMed  CAS  Google Scholar 

  • Singh, P., Gupta, U., Asthana, A., and Jain, N, K., Folate and folate-PEG-PAMAM dendrimers: synthesis, characterization, and targeted anticancer drug delivery potential in tumor bearing mice. Bioconjugate Chem., 19, 2239–2252 (2008).

    Article  CAS  Google Scholar 

  • Sudimack, J. and Lee, R. J., Targeted drug delivery via the folate receptor. Adv. Drug Deliv. Rev., 41, 147–162 (2000).

    Article  PubMed  CAS  Google Scholar 

  • Svenson, S. and Tomalia, D. A., Dendrimers in biomedical applications-reflections on the field. Adv. Drug Deliv. Rev., 57, 2106–2129 (2005).

    Article  PubMed  CAS  Google Scholar 

  • Tekade, R. K., Kumar, P. V., and Jain, N. K., Dendrimers in oncology: An expanding horizon. Chem. Rev., 109, 49–87 (2009).

    Article  PubMed  CAS  Google Scholar 

  • Thomas, T. P., Majoros, I. J., Kotlyar, A., Kukowska-Latallo, J. F., Bielinska, A., Myc, A., and Baker Jr., J. R., Targeting and inhibition of cell growth by an engineered dendritic nanodevice. J. Med. Chem., 48, 3729–3735 (2005).

    Article  PubMed  CAS  Google Scholar 

  • Weiss, R. B., The anthracyclins: Will we ever find a better doxorubicin? Semin. Oncol., 19, 670–686 (1992).

    PubMed  CAS  Google Scholar 

  • Zhu, S., Hong, M., and Tang, G., Partly PEGylated polyamidoamine dendrimer for tumor-selective targeting of doxorubicin: The effects of PEGylation degree and drug conjugation style. Biomaterials, 31, 1360–1371 (2010).

    Article  PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Mi-Kyung Lee or Seung-Yong Seo.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yue, Y., Eun, J.S., Lee, MK. et al. Synthesis and characterization of G5 PAMAM dendrimer containing daunorubicin for targeting cancer cells. Arch. Pharm. Res. 35, 343–349 (2012). https://doi.org/10.1007/s12272-012-0215-7

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12272-012-0215-7

Key words

Navigation