Dibenzofuran, 4-Chromanone, Acetophenone, and Dithiecine Derivatives: Cytotoxic Constituents from Eupatorium fortunei

Abstract

Five new compounds, eupatodibenzofuran A (1), eupatodibenzofuran B (2), 6-acetyl-8-methoxy-2,2-dimethylchroman-4-one (3), eupatofortunone (4), and eupatodithiecine (5), have been isolated from the aerial part of Eupatorium fortunei, together with 11 known compounds (6‒16). Compounds 1 and 2 featured a new carbon skeleton with an unprecedented 1-(9-(4-methylphenyl)-6-methyldibe nzo[b,d]furan-2-yl)ethenone. Among the isolates, compound 1 exhibited potent inhibitory activity with IC50 values of 5.95 ± 0.89 and 5.55 ± 0.23 μM, respectively, against A549 and MCF-7 cells. The colony-formation assay demonstrated that compound 1 (5 μM) obviously decreased A549 and MCF-7 cell proliferation, and Western blot test confirmed that compound 1 markedly induced apoptosis of A549 and MCF-7 cells through mitochondrial- and caspase-3-dependent pathways.

Natural-derived acetophenones: chemistry and pharmacological activities

“…Regarding 125, the inhibition was observed at the IC 50 value of 82.15 and 86.63 µM, respectively. In another study, 126 showed no the antiproliferation effect (IC 50 values of > 100 µM) for both cell lines [59]. Trang et al also extracted 126 from the aerial parts of E. stoechadosmum [60].…”

“…Acetophenones discovered in some genera of Asteraceae have proven to contribute to the pertaining properties of the family species. Embarking on the attempt to explore the cytotoxic constituents of Eupatorium fortune, Chang et al isolated an acetophenone derivative, known as eupatofortunone (125) that was elucidated to contribute to the therapeutic values of the host plant [59]. 2-Hydroxy-4-methylacetophenone (126) [60] was also extracted during the process.…”

Integrative Metabolomics and Proteomics Detected Hepatotoxicity in Mice Associated with Alkaloids from Eupatorium fortunei Turcz.

“…Modern pharmacological studies have revealed that E. fortunei extracts induce various biological actions such as anti-inflammation, antibiosis, antiviral, antioxidation, and others [2][3][4]. Therefore, E. fortunei extracts have been widely used in Chinese herb compounds to treat nausea, diabetes, siriasis, poor appetite, and so on [5]. Furthermore, E. fortunei has also been adopted for treating severe acute respiratory syndrome coronavirus 2 infections; it also successfully ameliorates pulmonary symptoms in patients with COVID-19 infections [6].…”