Asaraldehyde, a natural COX-2 inhibitor, exhibits 17-fold selectivity than COX-1.
Images & Validation
−
Key Properties
−
CAS Number
4460-86-0
MW
196.2
Purity
>98% (HPLC)
Formula
C10H12O4
SMILES
COc1cc(c(cc1C=O)OC)OC
Target
Antioxidant
Solubility
H2O : < 0.1 mg/mL
Bioactivity
−
In Vitro
Asarylaldehyde (2, 4, 5-TMBA) is a natural COX-2 inhibitor, which isolated from carrot (Daucus carota L. ) seeds significantly inhibits cyclooxygenase II (COX-2) activity at the concentration of 100 μg/mL compared to three commercial nonsteroidal anti-inflammatory drugs Aspinin, Ibuprofen, and Naproxen at their IC50 values 180, 2.52, and 2.06 μg/mL, respectively. 2, 4, 5-TMBA, a natural inhibitor of cyclooxygenase-2, suppresses adipogenesis and oromotes lipolysis in 3T3-L1 adipocytes. 2, 4, 5-Trimethoxybenzaldehyde (2, 4, 5-TMBA) present in plant roots, seeds, and leaves is reported to be a significant inhibitor of cyclooxygenase-2 (COX-2) activity at the concentration of 100 μg/mL. Because COX-2 is associated with differentiation of preadipocytes, the murine 3T3-L1 cells are cultured with 100 μg/mL of 2, 4, 5-TMBA during differentiation and after the cells are fully differentiated to study the effect of 2, 4, 5-TMBA on adipogenesis and lipolysis. Oil Red O staining and triglyceride assay revealed that 2, 4, 5-TMBA inhibited the formation of lipid droplets during differentiation; moreover, 2, 4, 5-TMBA down-regulated the protein levels of adipogenic signaling molecules and transcription factors MAP kinase kinase (MEK), extracellular signal-regulated kinase (ERK), CCAAT/enhancer binding protein (C/EBP)α, β, and δ, peroxisome proliferator-activated receptor (PPAR)γ, adipocyte determination and differentiation-dependent factor 1 (ADD1), and the rate-limiting enzyme for lipid synthesis acetyl-CoA carboxylase (ACC). In fully differentiated adipocytes, treatment with 2, 4, 5-TMBA for 72 h significantly decreased lipid accumulation by increasing the hydrolysis of triglyceride through suppression of perilipin A (lipid droplet coating protein) and up-regulation of hormone-sensitive lipase (HSL). When treated with 100 μg/mL of 2, 4, 5-TMBA for 24, 48, or 72 h, the viability of fully differentiated 3T3-L1 adipocytes is decreased by 8.35, 15.54, and 27.26%, respectively. When the preadiocytes are treated with 100 μg/mL of 2, 4, 5-TMBA for 24 h before differentiation medium is supplemented, the cell viability is decreased by 26.46%. A COX-2 inhibitor 2, 4, 5-trimethoxybenzaldehyde (TMBA) is found to be the most abundant constituent, but is totally absent in its cultured broth and its natural host, C. kanehirae wood. 2, 4, 5-trimethoxybenzaldehyde (TMBA) is the major constituent in fruiting bodies.
Explore bioreagents carefree to elevate your research. All our products are rigorously tested for performance. If a product does not perform as described on its datasheet, our scientific support team will provide expert troubleshooting, a prompt replacement, or a refund. For full details, please see our Terms & Conditions and Buying Guide. Contact us at support@biorbyt.com.
