Cytotoxic and antioxidant potentials of ellagic acid derivatives from Conocarpus lancifolius (Combretaceae)

Purpose: Isolation, characterisation and structure elucidation of compounds obtained from Conocarpus lancifolius and screening of their pharmacological effects in vitro.Methods: After collection, authentication and extraction from whole C. lancifolius plants, screening for secondary metabolites, thin-layer chromatography and subsequent open column chromatography were performed for phytochemical analysis and subsequent purification of the compounds. The chemical structures of the isolated compounds were elucidated using spectroscopic (UV-visible, infrared and mass) spectroscopy, and nuclear magnetic resonance (1H-NMR, 13C-NMR including BB, DEPT-135, 90 and two-dimensional correlation techniques, including HMBC and HSQC). The cytotoxic and antioxidant potentials of extracts and compounds obtained from C. lancifolius were evaluated using in vitro models.Results: Two ellagic acid derivatives, 2,3,8-tri-o-methylellagic acid (A) and 3-O-methylellagic acid 4-O-β-D-glucopyranoside (B), were isolated. Both compounds (A and B) were cytotoxic in a variety of cancer cell lines, including murine lymphocytic leukaemia (P-388, half-maximal inhibitory concentration (IC50) =3.60 and 2.40 μg/mL, respectively), human colon cancer (Col-2, IC50 = 0.76 and 0.92 μg/mL, respectively) and human breast cancer (MCF-7, IC50 = 0.65 and 0.54 μg/mL, respectively). Moreover, both compounds showed significant antioxidant potential in vitro.Conclusion: C. lancifolius extract and isolated ellagic acid derivatives (compounds A and B) possess cytotoxic and antioxidant properties. These findings suggest that C. lancifolius contains bioactive compounds that can be potentially developed as natural cytotoxic and antioxidant compounds. Keywords: Conocarpus lancifolius, Ellagic acid, Combretaceae, Cytotoxic activity, Antioxidant

The anti-diabetic effect of eight Lagerstroemia speciosa leaf extracts based on the contents of ellagitannins and ellagic acid derivatives

Anti-diabetic effects of eight extracts from leaves of L. speciosa using different manufacturing processes based on the contents of active ellagitannins and inhibitory ellagic acid derivatives.

Profiling of Gallic and Ellagic Acid Derivatives in Different Plant Parts of Terminalia Arjuna by HPLC-ESI-QTOF-MS/MS

Terminalia arjuna is a medicinal plant used in ethnomedicine and the codified traditional medicine. A number of active constituents are reported, but there is no information on the whole range of gallic and ellagic acid derivatives present in this plant. A rapid and sensitive analytical method was developed using reverse phase high-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry (HPLC-ESI-QTOF-MS/MS) for qualitative analysis to determine the array of bioactive phytochemicals and their variations in different plant parts viz. bark, unripe fruit, ripe fruit, leaf, root and stem. Separation was performed on a Thermo Betasil C8 column (250 mm×4.5 mm, 5μm) with a mobile phase consisted of 0.1% formic acid aqueous solution and acetonitrile at a flow rate of 0.5 mL/min in 55 min. A wide range of constituents of T. arjuna were characterized and broadly grouped as 27 gallic acid and 52 ellagic acid derivatives.

Measuring the three forms of ellagic acid: suitability of extraction solvents

Accurate quantification of ellagic acid and its derivatives, ellagic acid glycosides and ellagitannins, present in plant-based foods is a vital prerequisite for any study of their health-promoting properties. This goal is impeded by the lack of commercially available standards and the fact that these three forms differ widely in solubility. This disparity necessitates careful attention being paid to the choice of extraction solvents to ensure that precise and reproducible content measurements are achieved. This work sought to devise an extraction protocol that is effective for all ellagic acid forms whilst keeping the water-insoluble free ellagic acid solubilised during all analysis stages. To overcome this unavailability of commercial standards, the designated “targeted” ellagic acid derivatives identified in the selected fruit were monitored during the course of extraction that employed a number of commonly used solvents. Large variations in the extraction yield of the solvents tested for the ellagic acid and its derivatives were identified, extending even to the different fruit samples for the same form. It is regarded as unlikely that any selected extraction solvent could be universally employed to effectively extract all the ellagic acid compounds; however, the use of the solvent 50 : 50 vol. methanol–dimethylformamide satisfied most requirements.