Equisetin A tetramic acid with antibiotic and cytotoxic activity, and a potent inhibitor of HIV-1 integrase

Equisetin (CAS 57749-43-6)

Equisetin | CAS 57749-43-6 is rated 5.0 out of 5 by 1.
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Synonym: LS-64262
Application: A tetramic acid with antibiotic and cytotoxic activity, and a potent inhibitor of HIV-1 integrase
CAS Number: 57749-43-6
Purity: >99%
Molecular Weight: 373.5
Molecular Formula: C22H31NO4
* Refer to Certificate of Analysis for lot specific data (including water content).
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Equisetin is an N-methylserine-derived acyl tetramic acid produced by a number of Fusarium species with antibiotic and cytotoxic activity. The compound has displayed inhibitory activity against mitochondrial ATPases and HIV-1 integrase in vitro. In a study of mitochondrial inorganic pyrophosphatase (PPase) in the yeast Saccharomyces cerevisiae, Equisetin is observed to increase mitochondrial PPase activity several folds. Data has shown that Equisetin specifically inhibits the substrate anion carriers of the inner membrane of mitochondria while acts nonspecifically on protein membranes and protein hydrophobic domains.


References

1. Burmeister, H.R., et al. 1974. Antimicrob. Agents Chemother. 5: 634-639. PMID: 15825417
2. Nyrén, P., et al. 1989. Arch. Biochem. Biophys. 268: 659-666. PMID: 2536535
3. Lundin, M., et al. 1992. Biochim. Biophys. Acta. 1098: 217-223. PMID: 1309654
4. König, T., et al. 1993. J. Bioenerg. Biomembr. 25: 537-545. PMID: 8132493
5. Burke, L.T., et al. 2000. Org. Lett. 2: 3611-3613. PMID: 11073657
6. Desjardins, A.E., et al. 2007. Int. J. Food Microbiol. 119: 47-50. PMID: 17707105
7. Rai, M., et al. 2009. Crit. Rev. Microbiol. 35: 182-196. PMID: 19624254

Appearance :
Lyophilized
Physical State :
Solid
Derived From :
Fusarium equiseti
Solubility :
Soluble in DMSO, and 100% ethanol.
Storage :
Store at -20° C
Melting Point :
223.22° C (Predicted)
Boiling Point :
513.57° C at 760 mmHg (Predicted)
Density :
1.19 g/cm3 (Predicted)
Refractive Index :
n20D 1.59 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
5458342
MDL Number :
MFCD01729357
SMILES :
C/C=C/[C@@H]1C=C[C@@H]2C[C@@H](CC[C@H]2[C@]1(C)C(=O)C3=C(N([C@H](C3=O)CO)C)O)C

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Certificate of Analysis

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Equisetin  Product Citations

See how others have used Equisetin. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 28379186  Janevska, S. et al. 2017. Toxins (Basel). 9:

PMID: # 27869761  Springler, A. et al. 2016. Toxins (Basel). 8:

Citations 1 to 2 of 2 total
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Rated 5 out of 5 by from Hazuda et al Hazuda et al. (PubMed ID 10335400) found that Equisetin inhibited HIV-1 3' end-processing and strand transfer via HIV-1 integrase inactivation -SCBT Publication Review
Date published: 2015-02-10
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