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Chemical Structure
Chemical Structure
Chemical Structure

Psammaplin A [110659-91-1]

Research Use Only
AG-CN2-0088
AdipoGen Life Sciences
CAS Number110659-91-1
Product group Chemicals
Estimated Purity>98%
Molecular Weight664.4
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Psammaplin A
  • Delivery Days Customer
    10
  • CAS Number
    110659-91-1
  • Certification
    Research Use Only
  • Estimated Purity
    >98%
  • Hazard Information
    Warning
  • Molecular Formula
    C22H24Br2N4O6S2
  • Molecular Weight
    664.4
  • Scientific Description
    Antibiotic [1]. Caffeine-like Ca2+ releaser in heavy sarcoplasmic reticulum (HSR) [2]. Antifungal [3]. Chitinase inhibitor [3]. DNA methyltransferase inhibitor [4]. Histone deacetylase (HDAC) inhibitor [4, 5]. Anticancer compound. Angiogenesis suppressor [5]. - Chemical. CAS: 110659-91-1. Formula: C22H24Br2N4O6S2. MW: 664.4. Isolated from Psammaplysilla purpurea. Antibiotic. Caffeine-like Ca2+ releaser in heavy sarcoplasmic reticulum (HSR). Antifungal. Chitinase inhibitor. DNA methyltransferase inhibitor. Histone deacetylase (HDAC) inhibitor. Anticancer compound. Angiogenesis suppressor.
  • SMILES
    O\N=C(\CC1=CC(Br)=C(O)C=C1)C(=O)NCCSSCCNC(=O)C(\CC1=CC(Br)=C(O)C=C1)=N/O
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • Psammaplin A, a natural bromotyrosine derivative from a sponge, possesses the antibacterial activity against methicillin-resistant Staphylococcus aureus and the DNA gyrase-inhibitory activity: D. Kim, et al.; Arch. Pharm. Res. 22, 25 (1999)
  • Bisprasin, a novel Ca(2+) releaser with caffeine-like properties from a marine sponge, Dysidea spp. acts on Ca(2+)-induced Ca(2+) release channels of skeletal muscle sarcoplasmic reticulum: A. Suzuki, et al.; J. Pharmacol. Exp. Ther. 292, 725 (2000)
  • Psammaplin A, a chitinase inhibitor isolated from the Fijian marine sponge Aplysinella rhax: J.N. Tabudravu, et al.; Bioorg. Med. Chem. 10, 1123 (2002)
  • Psammaplins from the sponge Pseudoceratina purpurea: inhibition of both histone deacetylase and DNA methyltransferase: I.C. Pina, et al.; J. Org. Chem. 68, 3866 (2003)
  • Psammaplin A, a marine natural product, inhibits aminopeptidase N and suppresses angiogenesis in vitro: J.S. Shim, et al.; Cancer Lett. 203, 163 (2004)
  • Psammaplin A is a natural prodrug that inhibits class I histone deacetylase: D.H. Kim, et al.; Exp. Mol. Med. 39, 47 (2007)
  • Defining the mechanism of action and enzymatic selectivity of psammaplin A against its epigenetic targets: M.B. Baud, et al.; J. Med. Chem. 55, 1731 (2012)