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Cytotoxic constituents from Brazilian red propolis and their structure-activity relationship.

Abstract
Several classes of flavonoids [flavanoids (1-10), flavonol (11), isoflavones (12-18), isoflavanones (19-22), isoflavans (23-26), chalcones (27-30), auronol (31), pterocarpans (32-37), 2-arylbenzofuran (38), and neoflavonoid (39)] and lignans (40-42) isolated from the MeOH extract of Brazilian red propolis were investigated for their cytotoxic activity against a panel of six different cancer cell lines including murine colon 26-L5 carcinoma, murine B16-BL6 melanoma, murine Lewis lung carcinoma, human lung A549 adenocarcinoma, human cervix HeLa adenocarcinoma, and human HT-1080 fibrosarcoma cell lines. Based on the observed results, structure-activity relationships were discussed. Among the tested compounds, 7-hydroxy-6-methoxyflavanone (3) exhibited the most potent activity against B16-BL6 (IC(50), 6.66microM), LLC (IC(50), 9.29microM), A549 (IC(50), 8.63microM), and HT-1080 (IC(50), 7.94microM) cancer cell lines, and mucronulatol (26) against LLC (IC(50), 8.38microM) and A549 (IC(50), 9.9microM) cancer cell lines. These activity data were comparable to those of the clinically used anticancer drugs, 5-fluorouracil and doxorubicin, against the tested cell lines, suggesting that 3 and 26 are the good candidates for future anticancer drug development.
AuthorsFeng Li, Suresh Awale, Yasuhiro Tezuka, Shigetoshi Kadota
JournalBioorganic & medicinal chemistry (Bioorg Med Chem) Vol. 16 Issue 10 Pg. 5434-40 (May 15 2008) ISSN: 1464-3391 [Electronic] England
PMID18440233 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
Chemical References
  • 7-hydroxy-6-methoxyflavanone
  • Flavanones
  • Flavonoids
  • Propolis
Topics
  • Animals
  • Brazil
  • Cell Line, Tumor
  • Cell Proliferation (drug effects)
  • Cell Survival (drug effects)
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Flavanones (chemistry, isolation & purification, pharmacology)
  • Flavonoids (chemistry, isolation & purification, pharmacology)
  • HeLa Cells
  • Humans
  • Inhibitory Concentration 50
  • Mice
  • Molecular Structure
  • Neoplasms (drug therapy)
  • Propolis (chemistry)
  • Stereoisomerism
  • Structure-Activity Relationship

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