Date published: 2025-9-11

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Isofistularin-3 (CAS 87099-50-1)

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Application:
Isofistularin-3 is a cytotoxic alkaloid with antibiotic properties
CAS Number:
87099-50-1
Molecular Weight:
1114.0
Molecular Formula:
C31H30Br6N4O11
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Isofistularin-3, with the CAS number 87099-50-1, is a bioactive compound classified as a brominated indole alkaloid, predominantly derived from marine sponges of the genus Aplysina. This compound boasts a distinctive structure featuring a brominated indole core, which is key to its bioactivity. Isofistularin-3 operates through a mechanism that involves the inhibition of DNA methyltransferases (DNMTs), enzymes responsible for adding methyl groups to the DNA molecule, typically at cytosine bases in the context of CpG dinucleotides. This methylation is crucial for regulating gene expression and maintaining the integrity of the genome. By inhibiting DNMTs, isofistularin-3 can alter the methylation status of DNA, potentially leading to changes in gene expression patterns. In research, isofistularin-3 has been utilized as a tool to study epigenetic regulation and its implications in cellular processes. The ability of isofistularin-3 to modulate DNA methylation makes it especially valuable in studies focused on understanding the epigenetic mechanisms underlying cellular differentiation, development, and the maintenance of genomic stability. This compound′s unique properties and actions have also sparked interest in its potential as a reference compound in the development of novel epigenetic modulators, aiding in the exploration of epigenetic therapies and the biological effects of altered gene expression patterns.


Isofistularin-3 (CAS 87099-50-1) References

  1. Chemical defense of Mediterranean sponges Aplysina cavernicola and Aplysina aerophoba.  |  Thoms, C., et al. 2004. Z Naturforsch C J Biosci. 59: 113-22. PMID: 15018063
  2. Depth-related alkaloid variation in Mediterranean Aplysina sponges.  |  Putz, A., et al. 2009. Z Naturforsch C J Biosci. 64: 279-87. PMID: 19526725
  3. Morphological, bacterial, and secondary metabolite changes of Aplysina aerophoba upon long-term maintenance under artificial conditions.  |  Gerçe, B., et al. 2009. Microb Ecol. 58: 865-78. PMID: 19588186
  4. Exploring the links between natural products and bacterial assemblages in the sponge Aplysina aerophoba.  |  Sacristán-Soriano, O., et al. 2011. Appl Environ Microbiol. 77: 862-70. PMID: 21115701
  5. Relevant spatial scales of chemical variation in Aplysina aerophoba.  |  Sacristan-Soriano, O., et al. 2011. Mar Drugs. 9: 2499-2513. PMID: 22363236
  6. Temporal trends in the secondary metabolite production of the sponge Aplysina aerophoba.  |  Sacristán-Soriano, O., et al. 2012. Mar Drugs. 10: 677-693. PMID: 22690137
  7. Discovery and characterization of Isofistularin-3, a marine brominated alkaloid, as a new DNA demethylating agent inducing cell cycle arrest and sensitization to TRAIL in cancer cells.  |  Florean, C., et al. 2016. Oncotarget. 7: 24027-49. PMID: 27006469
  8. Anti-Tumorigenic and Anti-Metastatic Activity of the Sponge-Derived Marine Drugs Aeroplysinin-1 and Isofistularin-3 against Pheochromocytoma In Vitro.  |  Bechmann, N., et al. 2018. Mar Drugs. 16: PMID: 29783778
  9. Marine biomaterials: Biomimetic and pharmacological potential of cultivated Aplysina aerophoba marine demosponge.  |  Binnewerg, B., et al. 2020. Mater Sci Eng C Mater Biol Appl. 109: 110566. PMID: 32228987
  10. Marine Sponge-Derived Secondary Metabolites Modulate SARS-CoV-2 Entry Mechanisms.  |  Steenblock, C., et al. 2024. Horm Metab Res. 56: 308-317. PMID: 37793428
  11. Comparative Chemical Profiling and Antimicrobial/Anticancer Evaluation of Extracts from Farmed versus Wild Agelas oroides and Sarcotragus foetidus Sponges.  |  Varamogianni-Mamatsi, D., et al. 2023. Mar Drugs. 21: PMID: 38132933

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Isofistularin-3, 1 mg

sc-203087
1 mg
$163.00