Date published: 2025-11-29

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Psammaplin A (CAS 110659-91-1)

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Alternate Names:
Bisprasin
Application:
Psammaplin A is a DNA methyltransferase inhibitor
CAS Number:
110659-91-1
Purity:
≥96%
Molecular Weight:
664.39
Molecular Formula:
C22H24Br2N4O6S2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Psammaplin A is an antibiotic, anti-tumor, DNA methyltransferase (Dnmt) inhibitor. It is a symmetrical conjugate of cystamine, which was can be isolated from the Psammaplinaplysilla sponge. It impedes angiogenesis as well as bacterial and tumor cell growth. It inhibits the activities of several key enzymes in prokaryotic and eukaryotic systems including those involved in epigenetic control of gene expression, DNA replication, angiogensis, and microbial detoxification.


Psammaplin A (CAS 110659-91-1) References

  1. Psammaplin A, a natural bromotyrosine derivative from a sponge, possesses the antibacterial activity against methicillin-resistant Staphylococcus aureus and the DNA gyrase-inhibitory activity.  |  Kim, D., et al. 1999. Arch Pharm Res. 22: 25-9. PMID: 10071955
  2. Psammaplin A, a chitinase inhibitor isolated from the Fijian marine sponge Aplysinella rhax.  |  Tabudravu, JN., et al. 2002. Bioorg Med Chem. 10: 1123-8. PMID: 11836123
  3. Psammaplin A, a marine natural product, inhibits aminopeptidase N and suppresses angiogenesis in vitro.  |  Shim, JS., et al. 2004. Cancer Lett. 203: 163-9. PMID: 14732224
  4. Cytotoxicity of psammaplin A from a two-sponge association may correlate with the inhibition of DNA replication.  |  Jiang, Y., et al. 2004. BMC Cancer. 4: 70. PMID: 15456519
  5. Psammaplin A as a general activator of cell-based signaling assays via HDAC inhibition and studies on some bromotyrosine derivatives.  |  McCulloch, MW., et al. 2009. Bioorg Med Chem. 17: 2189-98. PMID: 19022675
  6. Indole-derived psammaplin A analogues as epigenetic modulators with multiple inhibitory activities.  |  Pereira, R., et al. 2012. J Med Chem. 55: 9467-91. PMID: 23030799
  7. Psammaplin A inhibits hepatitis C virus NS3 helicase.  |  Salam, KA., et al. 2013. J Nat Med. 67: 765-72. PMID: 23359228
  8. Psammaplin A induces Sirtuin 1-dependent autophagic cell death in doxorubicin-resistant MCF-7/adr human breast cancer cells and xenografts.  |  Kim, TH., et al. 2015. Biochim Biophys Acta. 1850: 401-10. PMID: 25445714
  9. Efficient synthesis and biological activity of Psammaplin A and its analogues as antitumor agents.  |  Hong, S., et al. 2015. Eur J Med Chem. 96: 218-30. PMID: 25884112
  10. Triggering of Suicidal Erythrocyte Death by Psammaplin A.  |  Al Mamun Bhuyan, A., et al. 2016. Cell Physiol Biochem. 39: 908-18. PMID: 27497787
  11. Camptothecin-psammaplin A hybrids as topoisomerase I and HDAC dual-action inhibitors.  |  Cincinelli, R., et al. 2018. Eur J Med Chem. 143: 2005-2014. PMID: 29150335
  12. Marine-Derived Natural Lead Compound Disulfide-Linked Dimer Psammaplin A: Biological Activity and Structural Modification.  |  Jing, Q., et al. 2019. Mar Drugs. 17: PMID: 31252563
  13. Targeting Histone Methyltransferase DOT1L by a Novel Psammaplin A Analog Inhibits Growth and Metastasis of Triple-Negative Breast Cancer.  |  Byun, WS., et al. 2019. Mol Ther Oncolytics. 15: 140-152. PMID: 31720371

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Psammaplin A, 1 mg

sc-258049
1 mg
$88.00

Psammaplin A, 5 mg

sc-258049A
5 mg
$414.00

Is Psammaplin A synthetic or from a native source, such as a sponge?

Asked by: ChemSynth123
Thank you for your question. Psammaplin A (CAS 110659-91-1): sc-258049 is synthetic and not derived from a biological source.
Answered by: Chemical Support 7
Date published: 2017-03-11
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Rated 5 out of 5 by from KimKim, TH. et al. (PubMed 25445714) found that Psammaplin A, a DNA methyltransferase inhibitor, induces SIRT1-dependent autophagic cell death in doxorubicin-resistant MCF-7/adr human breast cancer cells and xenografts. -SCBT Publication Review
Date published: 2015-03-18
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Psammaplin A is rated 5.0 out of 5 by 1.
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