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Cat. Number
P2922
Chemical Name
Phenylhexyl isothiocyanate
CAS Number
133920-06-6
Mol. Formula
C13H17NS
Mol. Weight
219.35
Qty 1
25mg
Appearance
Clear colorless liquid
Application Notes
≥98%
Synonym
6-Phenylhexyl isothiocyanate, PHITC
Solubility
Soluble in oraganic solvents.
Storage condition
-20°C
References

Isothiocyanates are compounds typically found in plants of the Brassicaceae family, including broccoli, cabbage, and radish. Isothiocyanates are best known for their antioxidative, anticancer chemotherapeutic, chemopreventive, anti-angiogenic, and antibiotic properties. In vitro, phenhexyl isothiocyanate (PHITC) increases caspase 3 activity and cleavage of poly(ADP)-ribose polymerase (PARP), inducing caspase-mediated apoptosis in cellular models. This compound decreases oxidation of carcinogen NNK and increases activity of NADPH:quinone oxidoreductase and glutathione S-transferase in vitro and in vivo. PHITC inhibits histone deacetylase (HDAC) activity, IL-6 receptor production, and VEGF expression; it also induces mitochondrial membrane depolarization and apoptosis in myeloma cells. In leukemia cells, PHITC inhibits expression of cyclin and increases expression of cyclin dependent kinase (CDK) inhibitors, inducing apoptosis and inhibiting growth of xenografts of these cells in animals.

References

Lu Q, Lin X, Feng J, et al. Phenylhexyl isothiocyanate has dual function as histone deacetylase inhibitor and hypomethylating agent and can inhibit myeloma cell growth by targeting critical pathways. J Hematol Oncol. 2008 Jun 9;1:6. PMID: 18577263.

Lu L, Liu D, Ma X, et al. The phenylhexyl isothiocyanate induces apoptosis and inhibits leukemia cell growth in vivo. Oncol Rep. 2006 Dec;16(6):1363-7. PMID: 17089062.

Morse MA, Eklind KI, Hecht SS, et al. Structure-activity relationships for inhibition of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone lung tumorigenesis by arylalkyl isothiocyanates in A/J mice. Cancer Res. 1991 Apr 1;51(7):1846-50. PMID: 2004368.

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