Design, synthesis, and evaluation of curcumin-derived arylheptanoids for glioblastoma and neuroblastoma cytotoxicity

Catherine A. Campos, Joseph B. Gianino, Barbara J. Bailey, Mary E. Baluyut, Constanze Wiek, Helmut Hanenberg, Harlan E. Shannon, Karen E. Pollok, Brandon L. Ashfeld

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Using an innovative approach toward multiple carbon-carbon bond-formations that relies on the multifaceted catalytic properties of titanocene complexes we constructed a series of C1-C7 analogs of curcumin for evaluation as brain and peripheral nervous system anti-cancer agents. C2-Arylated analogs proved efficacious against neuroblastoma (SK-N-SH & SK-N-FI) and glioblastoma multiforme (U87MG) cell lines. Similar inhibitory activity was also evident in p53 knockdown U87MG GBM cells. Furthermore, lead compounds showed limited growth inhibition in vitro against normal primary human CD34+hematopoietic progenitor cells. Taken together, the present findings indicate that these curcumin analogs are viable lead compounds for the development of new central and peripheral nervous system cancer chemotherapeutics with the potential for little effects on normal hematopoietic progenitor cells.

Original languageEnglish (US)
Pages (from-to)6874-6878
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume23
Issue number24
DOIs
StatePublished - Dec 15 2013

Fingerprint

Lead compounds
Curcumin
Peripheral Nervous System
Neurology
Glioblastoma
Cytotoxicity
Hematopoietic Stem Cells
Neuroblastoma
Carbon
Brain
Neoplasms
Central Nervous System
Cells
Cell Line
Growth
In Vitro Techniques
titanocene

Keywords

  • Arylheptanoids
  • Curcumin
  • Glioblastoma
  • Neuroblastoma
  • Relay catalysis

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry
  • Molecular Medicine
  • Molecular Biology
  • Clinical Biochemistry
  • Biochemistry

Cite this

Campos, C. A., Gianino, J. B., Bailey, B. J., Baluyut, M. E., Wiek, C., Hanenberg, H., ... Ashfeld, B. L. (2013). Design, synthesis, and evaluation of curcumin-derived arylheptanoids for glioblastoma and neuroblastoma cytotoxicity. Bioorganic and Medicinal Chemistry Letters, 23(24), 6874-6878. https://doi.org/10.1016/j.bmcl.2013.09.095

Design, synthesis, and evaluation of curcumin-derived arylheptanoids for glioblastoma and neuroblastoma cytotoxicity. / Campos, Catherine A.; Gianino, Joseph B.; Bailey, Barbara J.; Baluyut, Mary E.; Wiek, Constanze; Hanenberg, Helmut; Shannon, Harlan E.; Pollok, Karen E.; Ashfeld, Brandon L.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 23, No. 24, 15.12.2013, p. 6874-6878.

Research output: Contribution to journalArticle

Campos, CA, Gianino, JB, Bailey, BJ, Baluyut, ME, Wiek, C, Hanenberg, H, Shannon, HE, Pollok, KE & Ashfeld, BL 2013, 'Design, synthesis, and evaluation of curcumin-derived arylheptanoids for glioblastoma and neuroblastoma cytotoxicity', Bioorganic and Medicinal Chemistry Letters, vol. 23, no. 24, pp. 6874-6878. https://doi.org/10.1016/j.bmcl.2013.09.095
Campos, Catherine A. ; Gianino, Joseph B. ; Bailey, Barbara J. ; Baluyut, Mary E. ; Wiek, Constanze ; Hanenberg, Helmut ; Shannon, Harlan E. ; Pollok, Karen E. ; Ashfeld, Brandon L. / Design, synthesis, and evaluation of curcumin-derived arylheptanoids for glioblastoma and neuroblastoma cytotoxicity. In: Bioorganic and Medicinal Chemistry Letters. 2013 ; Vol. 23, No. 24. pp. 6874-6878.
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