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Inhibitor of Lipoxygenase and COX
Dual inhibitor of 5-lipoxygenase (IC50=8µM) and cyclooxygenase (COX) (IC50=52µM). Also inhibits glutathione S-transferase, induction of nitric oxide (NO) in activated macrophages and inhibits EGF-induced tyrosine phosphorylation of EGF receptors. Antioxidant. Inhibitor of NAD(P)H:quinone oxidoreductase 1 (NQO1), disrupting the binding of NQO1 to wild type p53 inducing ubiquitin-independent degradation of p53 and inhibits p53-mediated apoptosis in normal thymocytes and myeloid leukemic cells. Has been shown to inhibit NF-κB, possibly through inhibition of JNK (IC50=10µM), the COP9 signalosome kinase (IC50=10µM) and p300/CBP.
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Product Details
| Alternative Name |
1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Diferuloylmethane |
|---|---|
| Appearance |
Orange-yellow crystalline powder. |
| CAS |
458-37-7 |
| Couple Target |
COX, GST, Lipoxygenase, NF-kappaB, NQO |
| Couple Type |
Inhibitor |
| Formula |
C21H20O6 |
| MI |
14: 2673 |
| MW |
368.4 |
| Purity |
≥98% (HPLC) |
| Solubility |
Soluble in acetic acid, 100% ethanol (at about 1mg/ml) or DMSO (25mg/ml). |
| Source |
Isolated from turmeric (Curcuma longa). |
Handling & Storage
| Use/Stability |
As indicated on product label or CoA when stored as recommended. |
|---|---|
| Handling |
Protect from light. |
| Long Term Storage |
Ambient |
| Shipping |
Ambient Temperature |
| Regulatory Status |
RUO – Research Use Only |
|---|
- Protective Effect of Curcumin on D-Galactose-Induced Senescence and Oxidative Stress in LLC-PK1 and HK-2 Cells: García-Trejo, S. S., Gómez-Sierra, T., et al.; Antioxidants (Basel) 13, (2024), Abstract
- Combined Curcumin and Lansoprazole-Loaded Bioactive Solid Self-Nanoemulsifying Drug Delivery Systems (Bio-SSNEDDS): A. Alshaddi, et al.; Pharmaceutics 14, 2 (2022), Abstract
- Three-Dimensional Printing of a Container Tablet: A New Paradigm for Multi-Drug-Containing Bioactive Self-Nanoemulsifying Drug-Delivery Systems (Bio-SNEDDSs): V.R. Kulkarni, et al.; Pharmaceutics 14, 1082 (2022), Abstract
- Curcumin alleviates oxidative stress and mitochondrial dysfunction in astrocytes: A. Daverey, et al.; Neuroscience 333, 92 (2016), Application(s): Culture treatment, Abstract
- Induction of Glucocorticoid-induced Leucine Zipper (GILZ) Contributes to Anti-inflammatory Effects of the Natural Product Curcumin in Macrophages: Hoppstädter, J., Hachenthal, N., et al.; J. Biol. Chem. 291, 22949 (2016), Abstract
- Comparative Proteomics Reveals Strain-Specific β-TrCP Degradation via Rotavirus NSP1 Hijacking a Host Cullin-3-Rbx1 Complex: Ding, S., Mooney, N., et al.; PLoS Pathog. 12, e1005929 (2016), Abstract
- Curcumin Inhibits 3T3-L1 Preadipocyte Proliferation by Mechanisms Involving Post-transcriptional p27 Regulation: B.S. Ferguson, et al.; Biochem. Biophys. Rep. 5, 16 (2015), Application(s): Cell culture, Abstract — Full Text
- Inhibition of lung cancer cells A549 and H460 by curcuminoid extracts and nanoemulsions prepared from Curcuma longa Linnaeus: Chang, H. B., Chen, B. H., et al.; Int. J. Nanomedicine 10, 5059 (2015), Abstract
- Expression of Ceramide Synthase 6 Transcriptionally Activates Acid Ceramidase in a c-Jun N-Terminal Kinase (JNK)-Dependent Manner: T. S. Tirodkar, et al.; J. Biol. Chem. 290, 13157 (2015), Application(s): Cell Culture, Abstract — Full Text
- Curcumin pretreatment induces Nrf2 and an antioxidant response and prevents hemin-induced toxicity in primary cultures of cerebellar granule neurons of rats: González-Reyes, S., Guzmán-Beltrán, S., et al.; Oxid. Med. Cell. Longev. 2013, 801418 (2014), Abstract
- Curcumin Extract for Prevention of Type 2 Diabetes: S. Chuengsamarn, et al.; Diabetes Care 35, 2121 (2012), Abstract
- Targeting pioneering factor and hormone receptor cooperative pathways to suppress tumor progression: S.A. Shah, et al.; Cancer Res. 72, 1248 (2012), Abstract
- Development of a high-throughput cell-based reporter assay for screening of JAK3 inhibitors: Yin, C. H., Bach, E. A., et al.; J. Biomol. Screen. 16, 443 (2011), Abstract
- The dietary compound curcumin inhibits p300 histone acetyltransferase activity and prevents heart failure in rats: T. Morimoto, et al.; J. Clin. Invest. 118, 868 (2008), Abstract — Full Text
- Notch-1 down-regulation by curcumin is associated with the inhibition of cell growth and the induction of apoptosis in pancreatic cancer cells: Z. Wang, et al.; Cancer 106, 2503 (2006), Abstract
- Curcumin is an inhibitor of p300 histone acetylatransferase: M.G. Marcu, et al.; Med. Chem. 2, 169 (2006), Abstract
- Multiple biological activities of curcumin: a short review: R.K. Maheshwari, et al.; Life Sci. 78, 2081 (2006), (Review), Abstract
- Curcumin, an atoxic antioxidant and natural NFkappaB, cyclooxygenase-2, lipooxygenase, and inducible nitric oxide synthase inhibitor: a shield against acute and chronic diseases: S. Bengmark; JPEN J. Parenter. Enteral. Nutr. 30, 45 (2006), (Review), Abstract
- Curcumin inhibits hypoxia-induced angiogenesis via down-regulation of HIF-1: M.K. Bae, et al.; Oncol. Rep. 15, 1557 (2006), Abstract
- Curcumin improves wound healing by modulating collagen and decreasing reactive oxygen species: M. Panchatcharam, et al.; Mol. Cell Biochem. 290, 87 (2006), Abstract
- Inhibitory effect of curcumin on nitric oxide production from lipopolysaccharide-activated primary microglia: K.K. Jung, et al.; Life Sci. 79, 2022 (2006), Abstract
- Immunomodulatory effects of curcumin: V.S. Yadav, et al.; Immunopharmacol. Immunotoxicol. 27, 485 (2005), Abstract
- Curcuma longa L. constituents inhibit sortase A and Staphylococcus aureus cell adhesion to fibronectin: B.S. Park, et al.; J. Agric. Food Chem. 53, 9005 (2005), Abstract
- Inhibition of NAD(P)H:quinone oxidoreductase 1 activity and induction of p53 degradation by the natural phenolic compound curcumin: P. Tsvetkov, et al.; PNAS 102, 5535 (2005), Abstract
- Biological properties of curcumin-cellular and molecular mechanisms of action: B. Joe, et al.; Crit. Rev. Food Sci. Nutr. 44, 97 (2004), (Review), Abstract
- Curcumin, a major constituent of turmeric, corrects cystic fibrosis defects: M.E. Egan, et al.; Science 304, 600 (2004), Abstract
- Suppression of nitric oxide oxidation to nitrite by curcumin is due to the sequestration of the reaction intermediate nitrogen dioxide, not nitric oxide: B.D. Johnston & E.G. DeMaster; Nitric Oxide 8, 231 (2003), Abstract
- Effect of curcumin on the production of nitric oxide by cultured rat mammary gland: M. Onoda & H. Inano; Nitric Oxide 4, 505 (2000), Abstract
- In vivo inhibition of nitric oxide synthase gene expression by curcumin, a cancer preventive natural product with anti-inflammatory properties: M.M. Chan, et al.; Biochem. Pharmacol. 55, 1955 (1998), Abstract
- Nitric oxide scavenging by curcuminoids: Sreejayan & M.N. Rao; J. Pharm. Pharmacol. 49, 105 (1997), Abstract
- Inhibitory effects of curcumin on tumorigenesis in mice: M.T. Huang, et al.; J. Cell. Biochem. (Suppl.) 27, 26 (1997), Abstract
- Cytotoxicity and cytoprotective activities of natural compounds. The case of curcumin: J.N. Commandeur & N.P. Vermeulen; Xenobiotica 26, 667 (1996), Abstract
- Curcumin inhibits the proliferation and cell cycle progression of human umbilical vein endothelial cell: A.K. Singh, et al.; Cancer Lett. 107, 109 (1996), Abstract
- Curcumin induces apoptosis in immortalized NIH 3T3 and malignant cancer cell lines: M.C. Jiang, et al.; Nutr. Cancer 26, 111 (1996), Abstract
- Curcumin, an antioxidant and anti-tumor promoter, induces apoptosis in human leukemia cells: M.L. Kuo, et al.; Biochim. Biophys. Acta 1317, 95 (1996), Abstract
- Curcumin, an anti-tumour promoter and anti-inflammatory agent, inhibits induction of nitric oxide synthase in activated macrophages: I. Brouet & H. Okshima; BBRC 206, 533 (1995), Abstract
- Inhibitory effect of curcumin on epidermal growth factor receptor kinase activity in A431 cells: L. Korutla & R. Kumar; Biochim. Biophys. Acta 1224, 597 (1994), Abstract
- Inhibition of 5-hydroxy-eicosatetraenoic acid (5-HETE) formation in intact human neutrophils by naturally-occurring diarylheptanoids: inhibitory activities of curcuminoids and yakuchinones: D.L. Flynn, et al.; Prostaglandins Leukot. Med. 22, 357 (1986), Abstract
- Modification of certain inflammation-induced biochemical changes by curcumin: R. Srivastava & R.C. Srimal; Indian J. Med. Res. 81, 215 (1985), Abstract
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