Paper · 2023 · Natural Product Research

Isolation and characterisation of secondary metabolites from Trifolium vesiculosum Savi and their antiproliferative activities

Dicle Çevik; Basak Aru; Sanem Karagoz; et al.

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Abstract

One unreported flavonol namely morin-7-O-methyl ether (1) along with seven known compounds were isolated from the aerial parts of Trifolium vesiculosum Savi which were elucidated by using extensive spectroscopic methods such as 1D and 2D NMR and HR-MS. According to the cell viability assay (MTS) on the purified compounds (1-8), quercetin-3-O-(6’’-trans-p-coumaroyl)-β-galactoside (4) revealed remarkable antiproliferative activity most particularly against breast cancer cells (IC50 = 2.90 ± 0.25 µM in HCC1937 and 7.98 ± 0.57 µM in MCF7) while moderate inhibitory activity (IC50 = 17.96 ± 0.51-51.70 ± 2.69 µM) on prostate, colorectal and liver cancer cell viability was observed. Further mechanistic examinations (Annexin V/PI staining, DNA content and detection of reactive oxygen species analyses) showed that compound 4 significantly induced apoptosis, enhanced mitochondrial reactive oxygen species (ROS) accumulation, and caused cell cycle arrest in cancer cells by increasing accumulation of cells at G0/G1 and/or G2/M phases of the cell cycle.

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Claims 1

Observationobservedoriginal resultmeasured

Claim · model-written summary

An unreported flavonol and seven known compounds were isolated from aerial parts.

Taxon
Trifolium vesiculosum SaviTrifolium vesiculosume0
Organ / stage
aerial partse0
Outcome
morin-7-O-methyl ether (1) along with seven known compoundse0

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Trifolium vesiculosum
Trifolium vesiculosum · TaxonHarry Rose from South West Rocks, Australia · CC BY 2.0 · Wikimedia Commons ↗

Verbatim

e0

“One unreported flavonol namely morin-7-O-methyl ether (1) along with seven known compounds were isolated from the aerial parts of Trifolium vesiculosum Savi”

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