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Identification and Synthesis of Impurities in Pinocembrin–A New Drug for the Treatment of Ischemic Stroke
Author(s) -
Yang Qingyun,
Tong Yuanfeng,
Chen Feng,
Qi Yan,
Li Wei,
Wu Song
Publication year - 2012
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201200201
Subject(s) - chemistry , pinocembrin , impurity , benzopyran , drug , high performance liquid chromatography , combinatorial chemistry , stereochemistry , organic chemistry , pharmacology , antioxidant , medicine , flavonoid
Four minor impurities in pinocembrin ( 1 )–a new drug to treat ischemic stroke, were analysed and identified by means of HPLC‐UV‐MS analysis, spectroscopic evidences and chemical synthetic methods. Their chemical structures were identified as 5,7‐dihydroxy‐2‐phenyl‐4 H ‐1‐benzopyran‐4‐one ( 2 ), 3‐phenyl‐1‐(2,4,6‐trihydroxyphenyl)‐1‐propanone ( 3 ), 5,7‐dihydroxy‐2‐cyclohexyl‐4 H ‐1‐benzopyran‐4‐one ( 4 ), and 2,3‐dihydro‐5,7‐dihydroxy‐2‐cyclohexyl‐4 H ‐1‐benzopyran‐4‐one ( 5 ), respectively. All of the impurities were side products of excessive hydrogenation of the target product 1 or the starting material 2 in the course of synthesis, and 5 was a new compound.