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AdipoGen Life Sciences
10Z-Hymenialdisine
270
CHF
CHF 270.00
In stock
AG-CN2-0067-C500500 µgCHF 270.00
| Product Details | |
|---|---|
| Synonyms | Hymenialdisine; 4-(2-Amino-4-oxo-2-imidazolidin-5-ylidene)-2-bromo-4,5,6,7-tetrahydropyrrolo[2,3-c]azepin-8-one |
| Product Type | Chemical |
| Properties | |
| Formula |
C11H10BrN5O2 |
| MW | 324.1 |
| CAS | 82005-12-7 |
| Source/Host Chemicals | Isolated from sponge Axinella carteri. |
| Purity Chemicals | ≥97% (HPLC) (Contains traces of the 10E-isomer) |
| Appearance | Light yellow solid. |
| Solubility | Soluble in DMSO. |
| Identity | Determined by 1H-NMR. |
| InChi Key | ATBAETXFFCOZOY-DAXSKMNVSA-N |
| Smiles | NC1=NC(=O)\C(N1)=C1/CCNC(=O)C2=C1C=C(Br)N2 |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice |
Keep cool and dry. Keep under inert gas. Protect from light. |
| Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Insecticidal and cytotoxic [1].
- Potent NF-κB inhibitor. Inhibits various pro-inflammatory cytokines such as IL-1, IL-2, IL-6, IL-8, TNF-α and nitric oxide (NO) in a variety of cell lines [2, 3, 4, 9].
- ATP-competitive kinase inhibitor. Inhibits DNA damage checkpoint at G2, cyclin-dependent kinases CDK1/cyclin B, CDK2/cyclin A, CDK2/cyclin E, CDK4/cyclin D1, CDK5/p25, GSK-3β and casein kinase 1 (CK1) [5, 6].
- Potent mitogen-activated protein kinase kinase-1 (MEK-1) inhibitor [7].
- MARK (microtubule affinity-regulating kinase) inhibitor [8].
Product References
- Bioactive alkaloids from the tropical marine sponge Axinella carteri: A. Supriyono, et al.; Z. Naturforsch. [C] 50, 669 (1995)
- The natural product hymenialdisine inhibits interleukin-8 production in U937 cells by inhibition of nuclear factor-kappaB: J.J. Breton & M.C. Chabot-Fletcher; J. Pharmacol. Exp. Ther. 282, 459 (1997)
- Inhibition of NFkappaB-mediated interleukin-1beta-stimulated prostaglandin E2 formation by the marine natural product hymenialdisine: A. Roshak, et al.; J. Pharmacol. Exp. Ther. 283, 955 (1997)
- Inhibition of interleukin-1-induced proteoglycan degradation and nitric oxide production in bovine articular cartilage/chondrocyte cultures by the natural product, hymenialdisine: A.M. Badger, et al.; J. Pharmacol. Exp. Ther. 290, 587 (1999)
- Inhibition of cyclin-dependent kinases, GSK-3beta and CK1 by hymenialdisine, a marine sponge constituent: L. Meijer, et al.; Chem. Biol. 7, 51 (2000)
- Inhibition of the G2 DNA damage checkpoint and of protein kinases Chk1 and Chk2 by the marine sponge alkaloid debromohymenialdisine: D. Curman, et al.; J. Biol. Chem. 276, 17914 (2001)
- Aldisine alkaloids from the Philippine sponge Stylissa massa are potent inhibitors of mitogen-activated protein kinase kinase-1 (MEK-1): D. Tasdemir, et al.; J. Med. Chem. 45, 529 (2002)
- Protein kinase MARK/PAR-1 is required for neurite outgrowth and establishment of neuronal polarity: J. Biernat et al.; Mol. Biol. Cell. 13, 4013 (2002)
- Inhibition of cytokine production by hymenialdisine derivatives: V. Sharma, et al.; J. Med. Chem. 47, 3700 (2004)
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