Cytotoxic activity of polyacetylenes and polyenes isolated from roots of Echinacea pallida

Chicca, A., Pellati, F., Adinolfi, B., Matthias, A., Massarelli, I., Benvenuti, S., Martinotti, E., Bianucci, A. M., Bone, K., Lehmann, R. and Nieri, P. (2008) Cytotoxic activity of polyacetylenes and polyenes isolated from roots of Echinacea pallida. British Journal of Pharmacology, 153 5: 879-885. doi:10.1038/sj.bjp.0707639


Author Chicca, A.
Pellati, F.
Adinolfi, B.
Matthias, A.
Massarelli, I.
Benvenuti, S.
Martinotti, E.
Bianucci, A. M.
Bone, K.
Lehmann, R.
Nieri, P.
Title Cytotoxic activity of polyacetylenes and polyenes isolated from roots of Echinacea pallida
Formatted title
Cytotoxic activity of polyacetylenes and polyenes isolated from roots of Echinacea pallida
Journal name British Journal of Pharmacology   Check publisher's open access policy
ISSN 0007-1188
1476-5381
Publication date 2008-03
Sub-type Article (original research)
DOI 10.1038/sj.bjp.0707639
Volume 153
Issue 5
Start page 879
End page 885
Total pages 7
Place of publication Chichester, West Sussex, United Kingdom
Publisher John Wiley & Sons
Language eng
Formatted abstract
Background and purpose: The n-hexane extracts of the roots of three medicinally used Echinacea species exhibited cytotoxic activity on human cancer cell lines, with Echinacea pallida found to be the most cytotoxic. Acetylenes are present in E. pallida lipophilic extracts but essentially absent in extracts from the other two species. In the present study, the cytotoxic effects of five compounds, two polyacetylenes (namely, 8-hydroxy-pentadeca-(9E)-ene-11,13-diyn- 2-one (1) and pentadeca-(9E)-ene-11,13-diyne-2,8-dione (3)) and three polyenes (namely, 8-hydroxy-pentadeca-(9E,13Z)-dien-11-yn-2-one (2), pentadeca-(9E,13Z)- dien-11-yne-2,8-dione (4) and pentadeca-(8Z,13Z)-dien-11-yn-2-one (5)), isolated from the n-hexane extract of E. pallida roots by bioassay-guided fractionation, were investigated and the potential bioavailability of these compounds in the extract was studied.
Experimental approach: Cytotoxic effects were assessed on human pancreatic MIA PaCa-2 and colonic COLO320 cancer cell lines. Cell viability was evaluated by the WST-1 assay and apoptotic cell death by the cytosolic internucleosomal DNA enrichment and the caspase 3/7 activity tests. Caco-2 cell monolayers were used to assess the potential bioavailability of the acetylenes.
Key results: The five compounds exhibited concentration-dependent cytotoxicity in both cell types, with a greater potency in the colonic cancer cells. Apoptotic cell death was found to be involved in the cytotoxic effect of the most active, compound 5. Compounds 2and 5were found to cross the Caco-2 monolayer with apparent permeabilities above 10 × 10-6 cm s-1.
Conclusions and implications: Compounds isolated from n-hexane extracts of E. pallida roots have a direct cytotoxicity on cancer cells and good potential for absorption in humans when taken orally.
Keyword Echinacea
Acetylenes
Cancer
MIA PaCa-2
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Non-UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: ERA 2012 Admin Only
School of Biomedical Sciences Publications
 
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Created: Wed, 19 Oct 2011, 08:59:40 EST by Anita Matthias on behalf of School of Biomedical Sciences