Document Detail


A novel process related impurity and forced degradation study of synthetic wogonin: Development of a liquid chromatographic method for purity control.
MedLine Citation:
PMID:  22906689     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Although the chemical synthesis of wogonin (5,7-dihydroxy-8-methoxy-2-phenyl-4H-chromen-4-one) has been established, the impurity profile of this pharmaceutical agent is still not fully understood. In this study, a novel process related impurity present in the synthetic wogonin was isolated by preparative HPLC. Its structure elucidation was unambiguously carried out by NMR, HRMS and IR spectra, and it was characterized as 6-chloro-5,7-dihydroxy-8-methoxy-2-phenyl-4H-chromen-4-one (imp-1), a new compound which had never been reported before. Moreover, forced degradation studies were also carried out, and wogonin was shown to undergo isomerzation under basic stress condition to form a major degradant, 5,7-dihydroxy-6-methoxy-2-phenyl-4H-chromen-4-one (imp-2) using HPLC-Q-TOF-MS/MS technique. Finally, a selective and simple routine HPLC method was developed for simultaneous quantification of wogonin and the two related compounds. The proposed method is useful for purity control during the process development of wogonin and laboratory-prepared preparations. Their formation pathways were also discussed.
Authors:
Ying Xia; Chunyong Wu; Wenyuan Liu; Feng Feng; Zhiyu Li
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-8-3
Journal Detail:
Title:  Journal of pharmaceutical and biomedical analysis     Volume:  -     ISSN:  1873-264X     ISO Abbreviation:  J Pharm Biomed Anal     Publication Date:  2012 Aug 
Date Detail:
Created Date:  2012-8-21     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  8309336     Medline TA:  J Pharm Biomed Anal     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Copyright Information:
Copyright © 2012 Elsevier B.V. All rights reserved.
Affiliation:
Department of Pharmaceutical Analysis, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing 210009, China.
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