110659-91-1
Chemical Structure
Psammaplin A
- CAS No.: 110659-91-1
- Formula:C22H24Br2N4O6S2
- Molecular Weight:664.39
IUPAC Name: (2E,2'E)-N,N'-(disulfanediylbis(ethane-2,1-diyl))bis(3-(3-bromo-4-hydroxyphenyl)-2-(hydroxyimino)propanamide)
InChIKey: LMAFSGDNHVBIHU-XUIWWLCJSA-N
SMILES: O=C(NCCSSCCNC(/C(CC1=CC(Br)=C(O)C=C1)=N/O)=O)/C(CC2=CC(Br)=C(O)C=C2)=N/O
Biological Activity: Psammaplin A is a marine metabolite. Psammaplin A is a selective HDAC1 (IC50: 45 nM), DNA methyltransferases (IC50: 18.6 nM) and aminopeptidase N (APN) (IC50: 18 μM) inhibitor. Psammaplin A also inhibits DNA topoisomerase and farnesyl protein transferase. Psammaplin A is a PPARγ activator and induces apoptosis. Psammaplin A has antitumor and anti-inflammatory activities. Psammaplin A has antibacterial activity against Gram-positive bacteria and inhibits DNA synthesis and DNA gyrase activity. Psammaplin A inhibits angiogenesis[1][2][3][4][5][6][7][8].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Psammaplin A | 96.0% | Psammaplin A is a marine metabolite. Psammaplin A is a selective HDAC1 (IC50: 45 nM), DNA methyltransferases (IC50: 18.6 nM) and aminopeptidase N (APN) (IC50: 18 μM) inhibitor. Psammaplin A also inhibits DNA topoisomerase and farnesyl protein transferase. Psammaplin A is a PPARγ activator and induces apoptosis. Psammaplin A has antitumor and anti-inflammatory activities. Psammaplin A has antibacterial activity against Gram-positive bacteria and inhibits DNA synthesis and DNA gyrase activity. Psammaplin A inhibits angiogenesis. | ||||||||||||||||||||
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References
- [1]. Baud MG, et al. Defining the mechanism of action and enzymatic selectivity of psammaplin A against its epigenetic targets. J Med Chem. 2012 Feb 23;55(4):1731-50. [Content Brief]
- [2]. Hong S, et al. Efficient synthesis and biological activity of Psammaplin A and its analogues as antitumor agents. Eur J Med Chem. 2015;96:218-30. [Content Brief]
- [3]. Shim JS, et al. Psammaplin A, a marine natural product, inhibits aminopeptidase N and suppresses angiogenesis in vitro. Cancer Lett. 2004 Jan 20;203(2):163-9. [Content Brief]
- [4]. Lee BC, et al. In vitro and in vivo anti-Vibrio vulnificus activity of psammaplin A, a natural marine compound. Mol Med Rep. 2016 Sep;14(3):2691-6. [Content Brief]
- [5]. Piña IC, et al. Psammaplins from the sponge Pseudoceratina purpurea: inhibition of both histone deacetylase and DNA methyltransferase. J Org Chem. 2003 May 16;68(10):3866-73. [Content Brief]
- [6]. Jiang Y, et al. Cytotoxicity of psammaplin A from a two-sponge association may correlate with the inhibition of DNA replication. BMC Cancer. 2004 Sep 30;4:70. [Content Brief]
- [7]. Jongheon S, et al, New Bromotyrosine Metabolites from the Sponge Aplysinella rhax, Tetrahedron, Volume 56, Issue 46, 2000, Pages 9071-9077, ISSN 0040-4020
- [8]. Mora FD, et al. Bioassay for the identification of natural product-based activators of peroxisome proliferator-activated receptor-gamma (PPARgamma): the marine sponge metabolite psammaplin A activates PPARgamma and induces apoptosis in human breast tumor cells. J Nat Prod. 2006 Apr;69(4):547-52. [Content Brief]
