AdipoGen Life Sciences

Psammaplin A

CHF 150.00
In stock
AG-CN2-0088-C100100 µgCHF 150.00
More Information
Product Details
Synonyms Bisprasin; NSC-614495
Product Type Chemical
Properties
Formula

C22H24Br2N4O6S2

MW 664.4
CAS 110659-91-1
Source/Host Chemicals Isolated from Psammaplysilla purpurea.
Purity Chemicals ≥98% (HPLC)
Appearance Off-white solid.
Solubility Soluble in DMSO, MeOH/H2O(40:60) or CH3CN/H2O(40:60). Insoluble in water.
InChi Key LMAFSGDNHVBIHU-HJTNQMAYSA-N
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
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
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].
Product 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: D. Kim, et al.; Arch. Pharm. Res. 22, 25 (1999)
  2. 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)
  3. Psammaplin A, a chitinase inhibitor isolated from the Fijian marine sponge Aplysinella rhax: J.N. Tabudravu, et al.; Bioorg. Med. Chem. 10, 1123 (2002)
  4. 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)
  5. Psammaplin A, a marine natural product, inhibits aminopeptidase N and suppresses angiogenesis in vitro: J.S. Shim, et al.; Cancer Lett. 203, 163 (2004)
  6. Psammaplin A is a natural prodrug that inhibits class I histone deacetylase: D.H. Kim, et al.; Exp. Mol. Med. 39, 47 (2007)
  7. 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)
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