1110776-90-3Relevant articles and documents
Synthesis of 4-(2-phenylhydrazono)-1-(4-phenylthiazol-2-yl)-1H-pyrazol- 5(4H)-one compounds and characterization of their affinities to anti-apoptotic Bcl-2 family proteins
Shi, Shicheng,Han, Li,Zhou, Mi,Li, Yangfeng,Liu, Zhen,Yu, Biao,Wang, Renxiao
, p. 1133 - 1138 (2013)
Organic compounds containing the thiazol-2-yl-1H-pyrazol-5(4H)-one moiety are known to be associated with versatile pharmacological applications. In this study, we describe the methods for preparing 4-(2-phenylhydrazono)-1-(4- phenylthiazol-2-yl)-1H-pyrazol-5(4H)-one compounds. A set of 26 compounds were synthesized with overall yields ranging between 37% -92%. They were tested in a fluorescence polarization-based binding assay against three anti-apoptotic Bcl-2 family proteins, including Bcl-xL, Bcl-2, and Mcl-1. Our results indicate that this class of compounds are not effective inhibitors of these anti-apoptotic Bcl-2 family proteins. Their apoptosis-inducing effects are possibly due to BAX activation as suggested by Gavathiotis et al. in their recent study. However, other possibilities should not be ignored. In addition, a crystal structure obtained by us reveals that the exocyclic double bond in the molecular structure of this class of compounds is in the (Z)-configuration This class of compounds are not effective binders of anti-apoptotic Bcl-2 family proteins. Their apoptosis-inducing effects are possibly due to BAX activation rather than Bcl-2 inhibition as suggested by a recent study. Copyright
