New Phenolic Glycosides from Coelogyne fuscescens Lindl. var. brunnea and Their Cytotoxicity against Human Breast Cancer Cells.
May Thazin ThantNarumol BhummaphanJittima WuttiinCharoenchai PuttipanyalearsWaraluck ChaichompooPornchai RojsitthisakYanyong PunpreukChotima BöttcherKittisak LikhitwitayawuidBoonchoo SritularakPublished in: ACS omega (2024)
The phytochemical investigation of the whole plants of Coelogyne fuscescens Lindl. var. brunnea led to the discovery of three new phenolic glycosides, i.e., coelofusides A-C ( 1-3 ) and 12 known compounds ( 4-15 ). For the first time, we reported the nuclear magnetic resonance (NMR) data of 4- O -(6'- O -glucosyl-4″-hydroxybenzoyl)-4-hydroxybenzyl alcohol ( 4 ) in this study. The identification of the structures of newly discovered compounds was done through the analysis of their spectroscopic data [NMR, mass spectrometry, ultraviolet, Fourier transform infrared, optical rotation, and circular dichroism (CD)]. In comparison to anticancer drugs (i.e., etoposide and carboplatin), we evaluated anticancer potential of the isolated compounds on two different breast cancer cell lines, namely, T47D and MDA-MB-231. Human fibroblast HaCaT cells were used as the control cells. After a 48 h incubation, flavidin ( 8 ), coelonin ( 10 ), 3,4-dihydroxybenzaldehyde ( 11 ), and oxoflavidin ( 12 ) showed significant cytotoxic effects against breast cancer cells. Among them, oxoflavidin ( 12 ) exhibited the most potent cytotoxicity on MDA-MB-231 with an IC 50 value of 26.26 ± 4.33 μM. In the nuclear staining assay, oxoflavidin induced apoptosis after 48 h in both T47D and MDA-MB-231 cells in a dose-dependent manner. Furthermore, oxoflavidin upregulated the expression of apoptotic genes, such as p53, Bax, poly(ADP-ribose) polymerase, caspase-3, and caspase-9 genes while significantly decreasing antiapoptotic protein (Bcl-2) expression levels.
Keyphrases
- induced apoptosis
- breast cancer cells
- endoplasmic reticulum stress
- signaling pathway
- oxidative stress
- magnetic resonance
- cell cycle arrest
- cell death
- high resolution
- mass spectrometry
- poor prognosis
- endothelial cells
- small molecule
- clinical trial
- genome wide
- bioinformatics analysis
- magnetic resonance imaging
- molecular docking
- binding protein
- pi k akt
- risk assessment
- data analysis
- induced pluripotent stem cells
- human health
- cell proliferation
- high performance liquid chromatography
- artificial intelligence
- alcohol consumption
- protein protein
- transcription factor
- genome wide analysis