Chemical modification and anticancer effect of prenylated flavanones from Taiwanese propolis

Chia Nan Chen, Che Jen Hsiao, Shoei Sheng Lee, Jih Hwa Guh, Po Cheng Chiang, Chih Chiang Huang, Wei Jan Huang

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Our previous studies demonstrated that eight prenylated flavanones (1-8), isolated from Taiwanese propolis, were capable of a broad spectrum of biological activities. Among them, nymphaeol A (3), nymphaeol B (4) and nymphaeol C (7), abundant in Taiwanese propolis, exhibited cytotoxicity against cancer cell lines. It therefore seemed interesting to improve their activity via a semi-synthetic strategy. In this study, 12 novel prenylated flavanones were synthesised in our laboratory and their activities were assessed for two human prostate cancer cell lines, PC-3 and DU-145, and a human hepatoma cell line, Hep-3B. Of these compounds, 10c, 11 and 12 showed more potent cytotoxicity against the PC-3 cell line than 5-Fu. Using cytometric analysis followed by double staining with annexin V-FITC and propidium iodide, it was observed that these compounds induced apoptosis as well. This suggests that prenylated flavanones 10c, 11 and 12 may have anticancer potential for further development.

Original languageEnglish
Pages (from-to)116-124
Number of pages9
JournalNatural Product Research
Volume26
Issue number2
DOIs
Publication statusPublished - Jan 1 2012

Fingerprint

Flavanones
Propolis
propolis
flavanones
Chemical modification
Cells
cell lines
Cell Line
Cytotoxicity
cytotoxicity
Propidium
Fluorescein-5-isothiocyanate
Annexin A5
prostatic neoplasms
hepatoma
Bioactivity
bioactive properties
Hepatocellular Carcinoma
Prostatic Neoplasms
apoptosis

Keywords

  • apoptosis
  • cytotoxicity
  • DU-145
  • Hep-3B
  • PC-3
  • prenylated flavanones

ASJC Scopus subject areas

  • Plant Science
  • Biochemistry
  • Analytical Chemistry
  • Organic Chemistry

Cite this

Chemical modification and anticancer effect of prenylated flavanones from Taiwanese propolis. / Chen, Chia Nan; Hsiao, Che Jen; Lee, Shoei Sheng; Guh, Jih Hwa; Chiang, Po Cheng; Huang, Chih Chiang; Huang, Wei Jan.

In: Natural Product Research, Vol. 26, No. 2, 01.01.2012, p. 116-124.

Research output: Contribution to journalArticle

Chen, Chia Nan ; Hsiao, Che Jen ; Lee, Shoei Sheng ; Guh, Jih Hwa ; Chiang, Po Cheng ; Huang, Chih Chiang ; Huang, Wei Jan. / Chemical modification and anticancer effect of prenylated flavanones from Taiwanese propolis. In: Natural Product Research. 2012 ; Vol. 26, No. 2. pp. 116-124.
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