Cytotoxic triterpenes fromCrataegus pinnatifida

Abstract

Bioassay-guided fractionation of Crataegus pinnatifida (Rosaceae) gave two cytotoxic ursane-type triterpenes which were identified as uvaol (1) and ursolic acid (2) by physicochemical and spectroscopic methods. 3-Oxo-ursolic acid (3) was synthesized from ursolic acid (2) by Jones method. The cytotoxic activities of these compounds were tested against murine L1210 and human cancer cell lines (A549, SK-OV-3, SK-MEL-2, XF498, and HCT15) in vitro. Compounds 1 and 2 showed moderate cytotoxicities against L1210, whereas they showed weak activities against human cancer cell lines. However, compound 3 exhibited potent cytotoxic activities both in murine and in human cancer cell lines.

Three New Ring-A Modified Ursane Triterpenes from Davidia involucrata

“…In comparison to the common keto carbonyl group of six-membered ring A analogues [15,16], the chemical shift of C-3 was notably downfield shifted due to the higher strain of the contracted five-membered ring A [17]. Further analysis of the NOESY experiment revealed the consistent relative configuration of 2 with that of 1.…”

The genus Crataegus: chemical and pharmacological perspectives

“…Evaluation of anxiolytic effect of this extract on the elevated plusmaze (EPM) was carried out in order to investigate the psychopharmacological profile of CPV extract. CPV extract (430 and 860 mg/kg) presented an anxiolytic effect on rats (increased the number of entries into the open arms in the EPM) and, furthermore, a tendency of slight amnesic effect for the doses (430 and 860 mg/kg), but less intense when compared to diazepam (1.5 mg/kg), (Min et al, 2000;Tabach et al, 2009). …”

“…Uvaol and ursolic acid showed moderate cytotoxicities against L1210, whereas they showed weak activities against human cancer cell lines. However, 3-oxo-ursolic acid exhibited potent cytotoxic activities both in murine and in human cancer cell lines (Min et al, 2000). Another study to clarify the active components in anti-transformation and anti-tumor promotion, involved the collection of the polyphenol fraction (CF-TP) of hot-water extracts from dried fruits of C. pinnatifida and different assays were conducted using this fraction such as anchorageindependent transformation assay.…”

Antibacterial and Antitumor Activities of Some Wild Fruits Grown in Turkey

“…Moreover, anticancer activities of some Crataegus spp. (26,28,40,51) and antibacterial activities of C. tanacetifolia leaves (8) and fruits (24) have been determined. tadic et al (58) reported the anti-inflammatory, gastroprotective, free-radicalscavenging and antimicrobial activities of ethanolic extracts of hawthorn berries mixture (C. monogyna and C. oxycantha).…”