tetano
Editor, Senior Moderator
Chem Pharm Bull (Tokyo). 2014 Feb 25. [Epub ahead of print]
Synthesis and Anti-influenza Activities of Novel Baicalein Analogs.
Chung ST1, Chien PY, Huang WH, Yao CW, Lee AR.
Author information
Abstract
A series of novel flavones derivatives were synthesized based on modification of the active ingredients of a traditional Chinese medicine Scutellaria baicalensis Georgi and screened for anti-influenza activity. The synthetic baicalein (flavone) analogs, especially with the B-rings substituted with bromine atoms, were much more potent than oseltamivir or ribavirin against H1N1 Tamiflu-resistant (H1N1 TR) virus and usually with more favorable selectivity. The most promising were 5b, 5c, 6b and 6c, all displaying an EC50 at around 4.0-4.5 μM, and a selective index (SI = CC50/EC50) > 70. For seasonal H3N2-infected influenza virus, both 5a and 5b with SI > 17.3 indicated superior to ribavirin. The flavonoids having both not-naturally-occurring bromo-substituted B-rings and appropriate hydroxyls positioning on the A-rings might be critical in determining the activity and selectivity against H1N1-Tamiflu-resistant infected influenza viruses.
PMID:
24572377
[PubMed - as supplied by publisher]
Free full text
http://www.ncbi.nlm.nih.gov/pubmed/24572377
Synthesis and Anti-influenza Activities of Novel Baicalein Analogs.
Chung ST1, Chien PY, Huang WH, Yao CW, Lee AR.
Author information
Abstract
A series of novel flavones derivatives were synthesized based on modification of the active ingredients of a traditional Chinese medicine Scutellaria baicalensis Georgi and screened for anti-influenza activity. The synthetic baicalein (flavone) analogs, especially with the B-rings substituted with bromine atoms, were much more potent than oseltamivir or ribavirin against H1N1 Tamiflu-resistant (H1N1 TR) virus and usually with more favorable selectivity. The most promising were 5b, 5c, 6b and 6c, all displaying an EC50 at around 4.0-4.5 μM, and a selective index (SI = CC50/EC50) > 70. For seasonal H3N2-infected influenza virus, both 5a and 5b with SI > 17.3 indicated superior to ribavirin. The flavonoids having both not-naturally-occurring bromo-substituted B-rings and appropriate hydroxyls positioning on the A-rings might be critical in determining the activity and selectivity against H1N1-Tamiflu-resistant infected influenza viruses.
PMID:
24572377
[PubMed - as supplied by publisher]
Free full text
http://www.ncbi.nlm.nih.gov/pubmed/24572377