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Dehydrozingerone, chalcone, and isoeugenol analogues as in vitro anticancer agents.

Abstract
Twenty-eight compounds related to dehydrozingerone (1), isoeugenol (3), and 2-hydroxychalcone (4) were synthesized and evaluated in vitro against human tumor cell replication. Except for isoeugenol analogues 27-35, most compounds exhibited moderate or strong cytotoxic activity against KB, KB-VCR (a multidrug-resistant derivative), and A549 cell lines. In particular, chalcone 15 showed significant cytotoxic activity against the A549 cell line with an IC50 value of 0.6 microg/mL. Furthermore, dehydrozingerone analogue 11 and chalcones 16 and 17 showed significant and similar cytotoxic activity against both KB (IC50 values of 2.0, 1.0, and 2.0 microg/mL, respectively) and KB-VCR (IC50 values of 1.9, 1.0, and 2.0 microg/mL, respectively) cells, suggesting that they are not substrates for the P-glycoprotein drug efflux pump.
AuthorsJin Tatsuzaki, Kenneth F Bastow, Kyoko Nakagawa-Goto, Seiko Nakamura, Hideji Itokawa, Kuo-Hsiung Lee
JournalJournal of natural products (J Nat Prod) Vol. 69 Issue 10 Pg. 1445-9 (Oct 2006) ISSN: 0163-3864 [Print] United States
PMID17067159 (Publication Type: Journal Article, Research Support, N.I.H., Extramural)
Chemical References
  • Antineoplastic Agents
  • Chalcones
  • P-Glycoprotein
  • Styrenes
  • Eugenol
  • methyl-3-methoxy-4-hydroxystyryl ketone
  • isoeugenol
Topics
  • Antineoplastic Agents (chemical synthesis, chemistry, pharmacology)
  • Chalcones (chemical synthesis, chemistry, pharmacology)
  • Drug Resistance, Multiple
  • Drug Resistance, Neoplasm
  • Drug Screening Assays, Antitumor
  • Eugenol (analogs & derivatives, chemical synthesis, chemistry, pharmacology)
  • Humans
  • Inhibitory Concentration 50
  • Molecular Structure
  • P-Glycoprotein (physiology)
  • Styrenes (chemical synthesis, chemistry, pharmacology)
  • Tumor Cells, Cultured

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