[CAS NO. 614-47-1] trans-Chalcone
PRODUCTS SPECIFICATIONS [614-47-1]
DESCRIPTION [614-47-1]
Overview
| MDL | MFCD00003082 |
|---|---|
| Molecular Weight | 208.26 |
| Molecular Formula | C15H12O |
| SMILES | O=C(C1=CC=CC=C1)/C=C/C2=CC=CC=C2 |
Summary
trans-Chalcone, isolated from Aronia melanocarpa skin, is a biphenolic core structure of flavonoids precursor. trans-Chalcone is a potent fatty acid synthase (FAS) and α-amylase inhibitor. trans-Chalcone causes cellcycle arrest and induces apoptosis in the breastcancer cell line MCF-7. trans-Chalcone has antifungal and anticancer activity [1] [2] [3] .
In Vitro
trans-Chalcone competitively inhibits porcine pancreatic α-amylase with a K
i
of 48 μM
[2]
.
trans-Chalcone (30.23-98.03 μM; 24 hours) induces cell cycle arrest and apoptosis in MCF-7 cells
[1]
.
trans-Chalcone (20-80 μM; 24, 48 hours) reduces the expression of the apoptosis-related protein Bcl-2
[1]
.
trans-Chalcone (58.25 μM; 6, 24 hours) has greater inhibition of Bcl-2, induction of APAF1 and BAX, and strong induction of CIDEA in 24 hours
[1]
.
trans-Chalcone (24 hours) inhibits MCF-7 cell viability (IC
20
=30.23 μM; IC
50
=58.25 μM; IC
80
=98.03 μM). trans-Chalcone (48 h) has IC
50
s of 41.53 μM and 48.41 μM for MCF-7 and 3T3 cell lines, respectively. trans-Chalcone exhibits a pronounced cytotoxicity activity
[1]
.
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Apoptosis Analysis [1]
| Cell Line: | MCF-7 cell |
| Concentration: | 30.23, 58.25, 98.03 μM |
| Incubation Time: | 24 hours |
| Result: | Induced apoptosis of the breast cancer cell line. |
Cell Cycle Analysis [1]
| Cell Line: | MCF-7 cell |
| Concentration: | 30.23, 58.25, 98.03 μM |
| Incubation Time: | 24 hours |
| Result: | Caused cell cycle arrest in G1. |
Western Blot Analysis [1]
| Cell Line: | MCF-7 cell |
| Concentration: | 20, 40, 80 μM |
| Incubation Time: | 24, 48 hours |
| Result: |
Reduced the expression of the apoptosis-related protein Bcl-2 and induced the expression of the CIDEA gene.
There was marked degradation of cyclin D1 at 48 h. |
RT-PCR [1]
| Cell Line: | MCF-7 cell |
| Concentration: | 58.25 μM |
| Incubation Time: | 6, 24 hours |
| Result: | Had greater inhibition of Bcl-2, induction of APAF1 and BAX, and strong induction of CIDEA in 24 hours. |
Appearance
Solid
Source
Shipping
Room temperature in continental US; may vary elsewhere.
Storage
| Powder | -20°C | 3 years |
|---|---|---|
| 4°C | 2 years | |
| In solvent | -80°C | 6 months |
| -20°C | 1 month |
Solvent & Solubility
DMSO : 100 mg/mL ( 480.17 mM ; Need ultrasonic)
Stock Solutions
| Concentration Solvent Mass | 1 mg | 5 mg | 10 mg |
|---|
| 1 mM | 4.8017 mL | 24.0085 mL | 48.0169 mL |
| 5 mM | 0.9603 mL | 4.8017 mL | 9.6034 mL |
| 10 mM | 0.4802 mL | 2.4008 mL | 4.8017 mL |
References
- [1] Luis Felipe Buso Bortolotto, et al. Cytotoxicity of trans-chalcone and licochalcone A against breast cancer cells is due to apoptosis induction and cell cycle arrest. Biomed Pharmacother. 2017 Jan;85:425-433.
- [2] Mahmoud Najafian, et al. Trans-chalcone: a novel small molecule inhibitor of mammalian alpha-amylase. Mol Biol Rep. 2011 Mar;38(3):1617-20.
- [3] Tamires Aparecida Bitencourt, et al. Trans-chalcone and quercetin down-regulate fatty acid synthase gene expression and reduce ergosterol content in the human pathogenic dermatophyte Trichophyton rubrum. BMC Complement Altern Med. 2013 Sep 17;13:229.
Synonyms