CPTH2 (357649-93-5) is a selective inhibitor of the histone acetyltransferase Gcn5P bothin vitroandin vivo(IC50= 0.8 mM).In vitro, the HAT inhibitory activity of CPTH2 was caused via bridge-interaction with histone H3. It’sin vivoactivity may involve more histonic and/or non-histonic Gcn5p substrates.
CPTH2 is a histone acetyltransferase inhibitor that modulates Gcn5p dependent functional network in vitro and in vivo.
Histone acetylation plays an important role in regulating the chromatin structure and is tightly regulated by two classes of enzyme, histone acetyltransferases (HAT) and histone deacetylases (HDAC). Deregulated HAT and HDAC activity plays a role in the development of a range of cancers. Consequently, inhibitors of these enzymes have potential as anticancer agents.
CPTH2 has been used for the inhibition of histone acetyltransferase in cortical cultures, bud cells and natural killer T cells (iNKT).
ChEBI: Cyclopentylidene-[4-(4-chlorophenyl)thiazol-2-yl]hydrazone is a member of the class of 1,3-thiazole bearing 2-cyclopentylidenehydrazino and 4-chlorophenyl substituents at positions 2 and 4 respectively. It has a role as an EC 2.3.1.48 (histone acetyltransferase) inhibitor. It is a member of 1,3-thiazoles, a hydrazone and a member of monochlorobenzenes.
CPTH2 ((3-methylcyclopentylidene-[4-(4′-chlorophenyl)thiazol-2-yl]hydrazone)) inhibits histone acetyltransferase functionality and reduces acetylation of histone H3 and H4. CPTH2 promotes apoptosis in lymphoma cell lines. It may serve as an anticancer agent. CPTH2 inhibits α-tubulin acetylation and modulates autophagic pathway in human acute myeloid leukemia cell lines.
CPTH2 is a histone acetyltransferase (HAT) inhibitor modulating the Gcn5 network. Histone Acetyltransferase (HAT) inhibitor modulating Gcn5 network. Histone acetyltransferases (HATs) act as transcriptional coactivators. Histone acetylation plays an important role in regulating the chromatin structure and is tightly regulated by two classes of enzyme, histone acetyltransferases (HAT) and histone deacetylases (HDAC). Deregulated HAT and HDAC activity plays a role in the development of a range of cancers. Consequently, inhibitors of these enzymes have potential as anticancer agents.
General procedure for the synthesis of 4-(4-chlorophenyl)-2-(2-cyclopentylidenehydrazinyl)thiazole from 2-cyclopentylidenehydrazine-1-carbothioamide and α-bromo-4-chloroacetophenone: Accurately weighed 0.157 g of cyclopentanone condensed thiosemicarbazone Schiff base and 0.234 g of p-chloro-α-bromoacetophenone were placed in a reaction vial, and 15 mL of isopropanol was added as solvent. The reaction mixture was stirred at room temperature and the progress of the reaction was monitored by thin layer chromatography (TLC, unfolding agent ratio of ethyl acetate: petroleum ether = 1:2). After 4 hours of reaction, no significant change in the reaction system was observed and the reaction was terminated. The reaction mixture was filtered and the resulting filter cake was washed with ethanol to yield 0.271 g of white solid product.
[1] FRANCO CHIMENTI. A Novel Histone Acetyltransferase Inhibitor Modulating Gcn5 Network: Cyclopentylidene-[4-(4′-chlorophenyl)thiazol-2-yl)hydrazone[J]. Journal of Medicinal Chemistry, 2008, 52 2: 530-536. DOI:
10.1021/jm800885d
