Phenylhexyl isothiocyanate | Chemopreventive/HDAC inhibitor/p53 reactivator

Isothiocyanate constituents of cruciferous vegetables are potent chemopreventive agents for carcinogen-induced cancers in rodents.¹ Phenylhexyl isothiocyanate (PHITC; CAS 133920-06-6) was the most potent in a series of synthetic arylalkyl isothiocyanates at inhibition of tumorigenicity by NNK, a tobacco-derived nitrosamine, in a mouse model.² It was also found to induce apoptosis and inhibit leukemia cell growth in vivo³ and was shown to have dual function as a histone deacetylase inhibitor and hypomethylating agent⁴. PHITC was also shown to restore the activity of mutant p53 and reactivate the p53 pathway in human myeloid leukemia M2 cells.⁵

References/Citations:

1. Srivastava et al. (2003), Allyl isothiocyanate, a constituent of cruciferous vegetables, inhibits growth of PC-3 human prostate cancer xenografts in vivo; Carcinogenesis, 24 1665
2. Morse et al. (1991), Structure-activity relationships for inhibition of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone lung tumorigenesis by arylalkyl isothiocyanates in A/J mice; Cancer Res., 51 1846
3. Lu et al. (2006), The phenylhexyl isothiocyanate induces apoptosis and inhibits leukemia cell growth in vivo; Oncol. Rep., 16 1363
4. Lu et al. (2008), Phenylhexyl isothiocyanate has dual function as histone deacetylase inhibitor and hypomethylating agent and can inhibit myeloma cell growth by targeting critical pathways; Haematol. Oncol., 1 6
5. Zou et al. (2019), Phenylhexyl isothiocyanate suppresses cell proliferation and promotes apoptosis via repairing mutant P53 in human myeloid leukemia M2 cells; Oncol. Lett., 18 3358