Chemical modification and anticancer effect of prenylated flavanones from Taiwanese propolis.

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.

• Authors: Chia-Nan Chen, Che-Jen Hsiao, Shoei-Sheng Lee, Jih-Hwa Guh, Po-Cheng Chiang, Chih-Chiang Huang, Wei-Jan Huang
• Journal: Natural product research (Nat Prod Res) Vol. 26 Issue 2 Pg. 116-24 ( 2012) ISSN: 1478-6427 [Electronic] England
• PMID: 21790499 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Antineoplastic Agents
• Flavanones
• nymphaeol C
• Propolis

Topics

• Antineoplastic Agents (analysis, pharmacology)
• Apoptosis (drug effects)
• Carcinoma, Hepatocellular (drug therapy, metabolism)
• Cell Line, Tumor
• Drug Discovery
• Flavanones (analysis, chemistry, pharmacology)
• Flow Cytometry
• Humans
• Liver Neoplasms (drug therapy, metabolism)
• Magnetic Resonance Spectroscopy
• Male
• Molecular Structure
• Prenylation
• Propolis (chemistry)
• Prostatic Neoplasms (drug therapy, metabolism)
• Taiwan