20760-17-2Relevant articles and documents
Towards the discovery of drug-like epigallocatechin gallate analogs as Hsp90 inhibitors
Bhat, Rohit,Adam, Amna T.,Lee, Jungeun Jasmine,Gasiewicz, Thomas A.,Henry, Ellen C.,Rotella, David P.
, p. 2263 - 2266 (2014/05/20)
(-)-Epigallocatechin gallate (EGCG) is the major flavonoid of green tea and has been widely explored for a range of biological activities including anti-infective, anti-inflammatory, anti-cancer, and neuroprotection. Existing structure-activity data for EGCG has been largely limited to exploration of simple ethers and hydroxyl deletion. EGCG has poor drug-like properties because of multiple phenolic hydroxyl moieties and a metabolically labile ester. This work reports a substantial expansion of structure-activity understanding by exploring a range of semi-synthetic and synthetic derivatives with ester replacements and variously substituted aromatic and alicyclic groups containing more drug-like substituents. Structure-activity relationships for these molecules were obtained for Hsp90 inhibition. The results indicate that amide and sulfonamide linkers are suitable ester replacements. Hydroxylated aromatic rings and the cis-stereochemistry in EGCG are not essential for Hsp90 inhibition. Selected analogs in this series are more potent than EGCG in a luciferase refolding assay for Hsp90 activity.
A Novel One-Pot Synthesis of 2-Aryl-2H-1-benzopyran-3(4H)-ones
Rao, T. Sudhakar,Trivedi, G. K.
, p. 1159 - 1160 (2007/10/02)
2-Aryl-3-nitro-2H-1-benzopyrans (1-8) on reduction with sodium borohydride followed by reaction with chromous chloride afford 2-aryl-2H-1-benzopyran-3(4H)-ones (1a-8a).
