TPh A

• CAT Number: I015037
• CAS Number: 21306-65-0
• Molecular Formula: C21H21NO3S2
• Molecular Weight: 399.53
• Purity: ≥95%
• Synonyms: (NE)-4-methyl-N-[methyl-(4-phenylmethoxyphenyl)-λ4-sulfanylidene]benzenesulfonamide
• InChI: InChI=1S/C21H21NO3S2/c1-17-8-14-21(15-9-17)27(23,24)22-26(2)20-12-10-19(11-13-20)25-16-18-6-4-3-5-7-18/h3-15H,16H2,1-2H3
• InChIKey: IMUPOWQOXOCVBN-UHFFFAOYSA-N
• SMILES: CC1=CC=C(C=C1)S(=O)(=O)N=S(C)C2=CC=C(C=C2)OCC3=CC=CC=C3

TPh A (Triphenyl Compound A) is a potent inhibitor of the nuclear protein pirin and binds specifically to pirin with a Ki of 0.6 uM. TPh A disrupts the formation of the bcl3–pirin complex. TPh A can be used as a novel small molecule tool to regulate pirin in cells[1].
The Pirin is a nuclear protein with the nuclear factor I/CCAAT box transcription factor (NFI/CTF). Pirin proteins are highly conserved between mammals, plants, fungi, and prokaryotic organisms and are considered to belong to the cupin superfamily.TPh A (20 μM; 5 hours) reduces the amount of pirin-bound Bcl3 and inhibits the interaction between pirin and Bcl3 in HEK293T cells in a glutathione S-transferase (GST) pulldown assay (HEK293T cells are transfected with vectors that encoded bcl3-Myc and pirin-His6 for 43 h of transfection)[1].TPh A (0-100 μM; 48 hours) does not exert any potent cytotoxic activity against many human cancer cell lines, it against MCF7, MDA-MB231, HeLa, DU145, HepG2, A549, HT1080, WM266-4, and SK-MEL-28 cells with IC50 values >50 μM, and exhibits IC50 values of 27 μM, 20 μM and 26 μM for PC3 HL60 and HT29 cells, respectively[1].TPhA (0-50 μM; 48 hours) inhibits cell migration in WM266-4 cells, SK-MEL-28 cell in a concentration-dependent manner[1].

Reference

[1]. Isao Miyazaki, et al. A Small-Molecule Inhibitor Shows That Pirin Regulates Migration of Melanoma Cells. Nat Chem Biol. 2010 Sep;6(9):667-73.
 [Content Brief]