Inventors:
Gary H. Posner - Baltimore MD
Soon Hyung Woo - Pointe-Claire, CA
Michael H. Parker - Baltimore MD
Theresa A. Shapiro - Towson MD
Jeffrey S. Elias - Baltimore MD
John Northrop - Baltimore MD
Qun Y. Zheng - Wayne NJ
Christopher Murray - Longmont CO
Randall J. Daughenbaugh - Longmont CO
Assignee:
Hauser, Inc. - Boulder CO
Johns Hopkins University - Baltimore MD
International Classification:
A61K 31335, C07D49318
Abstract:
The present invention provides a two-step procedure for the replacement of the pyranose anomeric 10-OH group in dihydroartemisinin by a variety of carbon nucleophiles, resulting in the novel C-10 carbon-substituted trioxanes of structure: ##STR1## wherein, when n is 1, R is selected from a group of unsubstituted or substituted aryls, heteroaryls, polyethylene glycol, acetylenics, or benzoylmethylenes, or alkanoylmethylenes; or when n is 2, R is selected from a group of unsubstituted or substituted aryls, heteroaryls, polyethylene glycol, alkenyls, alkyls, diketones or bis-acetylenes; or when n is 3, R is selected from a group of unsubstituted or substituted aryls, heteroaryls, polyethylene glycol, alkenyls, alkyls, diketones or bis-acetylenes.