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Principaux documents

P8749

Sigma-Aldrich

Psammaplin A

≥97% (HPLC), solid

Synonyme(s) :

Bisprasin, N,N"-(dithiodi-2,1-ethanediyl)bis[3-bromo-4-hydroxy-a-(hydroxyimino)-benzenepropanamide

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About This Item

Formule empirique (notation de Hill) :
C22H24Br2N4O6S2
Numéro CAS:
Poids moléculaire :
664.39
Code UNSPSC :
12352200
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Essai

≥97% (HPLC)

Forme

solid

Solubilité

DMSO: >10 mg/mL
H2O: insoluble

Température de stockage

2-8°C

Chaîne SMILES 

O\N=C(\Cc1ccc(O)c(Br)c1)C(=O)NCCSSCCNC(=O)C(\Cc2ccc(O)c(Br)c2)=N/O

Actions biochimiques/physiologiques

Psammaplin A is an antibiotic, anti-tumor, DNA methyltransferase inhibitor.
Psammaplin A is an antibiotic, anti-tumor, DNA methyltransferase inhibitor. It is a bromotyrosine-derived, symmetrical conjugate of cystamine, which was first isolated from the Psammaplinaplysilla sponge. Psammaplin A impedes angiogenesis as well as bacterial and tumor cell growth. Psammaplin A 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.

Pictogrammes

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Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

13 - Non Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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Consulter la Bibliothèque de documents

Raquel Pereira et al.
Journal of medicinal chemistry, 55(22), 9467-9491 (2012-10-04)
A SAR study has been carried out around a modified scaffold of the natural product psammaplin A obtained by replacing the o-bromophenol unit by an indole ring. A series of indole psammaplin A constructs were generated in a short synthetic
Hak Jae Kim et al.
Archives of pharmacal research, 35(10), 1849-1854 (2012-11-10)
This study reports the pharmacokinetics and tissue distribution of a novel histone deacetylase and DNA methyltransferase inhibitor, psammaplin A (PsA), in mice. PsA concentrations were determined by a validated LC-MS/MS assay method (LLOQ 2 ng/mL). Following intravenous injection at a
Natural product family 18 chitinase inhibitors.
Ole A Andersen et al.
Natural product reports, 22(5), 563-579 (2005-09-30)
Julien Saguez et al.
Pest management science, 62(12), 1150-1154 (2006-09-06)
Four chitinase inhibitors, cyclo-(Proline-Tyrosine), cyclo-(Histidine-Proline), allosamidin and psammaplin A, were selected for in vitro feeding experiments with the peach-potato aphid, Myzus persicae (Sulzer), under controlled photoperiod and temperature conditions. Artificial diets were used to provide chitinase inhibitors at 10, 50
Fabia Hentschel et al.
Organic & biomolecular chemistry, 10(35), 7120-7133 (2012-08-09)
The symmetrical disulfide psammaplin A from the marine sponge Pseudoceratina sp. was synthesized and structurally altered by replacement of one of the α-(hydroxyimino)acyl units by a fluorescent 4-coumarinacetyl moiety. Thus, the first fluorescent analogs of psammaplin A were obtained. Structural

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