Bioactivity‐guided isolation of antiproliferative compounds from Centaurea arenaria

Abstract

The antiproliferative effects of n‐hexane, chloroform and aqueous methanol extracts prepared from the whole plant of Centaurea arenaria M.B. ex Willd. were investigated against cervix adenocarcinoma (HeLa), breast adenocarcinoma (MCF7) and skin epidermoid carcinoma (A431) cells, using the MTT assay. The chloroform extract displayed high tumour cell proliferation inhibitory activity (higher than 85% at 10 μg/mL concentration), and was therefore subjected to a bioassay‐guided multistep separation procedure. Flavonoids (eupatilin, eupatorin, 3′‐methyleupatorin, apigenin and isokaempferid), lignans (arctigenin, arctiin and matairesinol), the sesquiterpene cnicin, serotonin conjugates (moschamine and cis‐moschamine), β‐amyrin and β‐sitosterin‐β‐D‐glycopyranoside, identified by means of UV, MS and NMR spectroscopy, were obtained for the first time from this species. The isolated compounds were also evaluated for their tumour cell growth inhibitory activities on HeLa, MCF7 and A431 cells, and different types of secondary metabolites were found to be responsible for the antitumour effects of the extracts; in addition to moderately active compounds (isokaempferid and moschamine), especially apigenin, eupatorin, arctigenin, arctiin, matairesinol and cnicin exert marked antitumour effects against these cell lines. Copyright © 2010 John Wiley & Sons, Ltd.

Characteristic Features of Cytotoxic Activity of Flavonoids on Human Cervical Cancer Cells

“…Numerous effective anticancer drugs are either isolated from botanical sources or are modifications of natural molecules (Csapi et al, 2010;Al-Hazzani and Alshatwi, 2011;Hirchaud et al, 2013;Kitdamrongtham et al, 2013;Muthusami et al, 2013). Plants have received extensive attention as a source of potential antitumor agents in the past few decades and currently, most of the modern anticancer drugs such as camptothecin, vincristine, vinblastine, adriamycin, taxol, etoposide and paclitaxel are plant-derived compounds (Koppikas et al, 2010;Vidya Priyadarsini et al, 2010;Krifa et al, 2013).…”

“…Plants have received extensive attention as a source of potential antitumor agents in the past few decades and currently, most of the modern anticancer drugs such as camptothecin, vincristine, vinblastine, adriamycin, taxol, etoposide and paclitaxel are plant-derived compounds (Koppikas et al, 2010;Vidya Priyadarsini et al, 2010;Krifa et al, 2013). Due to a significant untapped resource probably still remained in herbal medicines, it is crucial to keep up the search for plants with antitumor activity providing promising new leads for development of novel chemotherapeutics (Csapi et al, 2010;Al-Hazzani and Alshatwi, 2011;Ju et al, 2012;Meiyanto et al, 2012;Alonso-Castro et al, 2013).…”

Sesquiterpenoids in subtribe Centaureinae (Cass.) Dumort (tribe Cardueae, Asteraceae): Distribution, 13C NMR spectral data and biological properties

“…lunensis Nowak et al (1984), Gousiadou and Skaltsa (2003) Centaurea araneosa Farrag et al (1993) Centaurea arenaria Nowak et al (1984), Gousiadou and Skaltsa (2003), Tešević et al (2007), Csapi et al (2010) Centaurea arenaria ssp. majorowii Nowak et al (1984), Gousiadou and Skaltsa (2003) Centaurea arenaria ssp.…”

“…Cnicin (19) showed cytotoxic activity against KB with ED 50 = 3.4 lg/mL (Vanhaelen-Fastre, 1972), against TXL-5 mice lymphoma cells with ID 50 = 6 lg/mL (El-Marsy et al, 1984) and showed moderate antiproliferative effects against HeLa, and A431 human tumor cell lines (Csapi et al, 2010). The cytotoxic activities of some cnicin (19) and salonitenolide (4) derivatives were determined against A549 and MCF-7 tumor cell lines.…”

In vitro Antiproliferative Activity of Endemic Centaurea kilaea Boiss. against Human Tumor Cell Lines

“…In traditional medicine, C. species are used for fever, menstrual disorders, vaginal candidiasis, the treatment of liver, kidney and ulcer diseases, as antidiarrheal, stomachic, tonic, appetitive, antidiabetic, antipyretic, also as a diuretic and expectorant (6,7). Antiproliferative activity studies conducted on some Centaurea species in recent years have found that various extracts of these species significantly have antitumor activity (8)(9)(10)(11)(12)(13). In this study, the different extracts and fractions of active extract from aerial parts of C.kilaea were tested for antiproliferative activity against three human cancer cell lines (Hela; cervix adenocarcinoma, MCF-7; breast adenocarcinoma, PC-3; prostate adenocarcinoma) using MTT assay.…”