111316-17-7Relevant articles and documents
Dihydrochalcones: Evaluation as novel radical scavenging antioxidants
Nakamura, Yoshimasa,Watanabe, Shigeo,Miyake, Nobuyuki,Kohno, Hiroyuki,Osawa, Toshihiko
, p. 3309 - 3312 (2003)
Dihydrochalcones are a family of bicyclic flavonoids, defined by the presence of two benzene rings joined by a saturated three carbon bridge. In the present study, we systematically examined the antioxidant activities of dihydrochalcones against the stable free radical (1,1-diphenyl-2-picrylhydrazyl) and lipid peroxidation in the erythrocyte membrane. All dihydrochalcones exhibited higher antioxidant activities than the corresponding flavanones. The 1H NMR analysis indicated that the active dihydrochalcone has a time-averaged conformation in which the aromatic A ring is orthogonal to the carbonyl group, while the inactive dihydrochalcone such as 2′-O-methyl-phloretin has a strongly hydrogen-bonded phenolic hydroxyl group, suggestive of a coplanar conformation. A hydroxyl group at the 2′-position of the dihydrochalcone A ring, newly formed by reduction of the flavanone C ring, is an essential pharmacophore for its radical scavenging potential.
Synthesis, crystal structure, and biological evaluation of a series of phloretin derivatives
Wang, Li,Li, Zheng-Wei,Zhang, Wei,Xu, Rui,Gao, Fei,Liu, Yang-Feng,Li, Ya-Jun
, p. 16447 - 16457 (2014/12/12)
A one-step synthesis of phloretin derivatives 2-11 from phloretin in good to excellent yields is reported. Their structures were characterized by 1H-NMR, 13C-NMR and MS, and the structures of 8 and 11 were determined by X-ray diffrac