Patent number: 6160004
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.
Type:
Grant
Filed:
October 30, 1998
Date of Patent:
December 12, 2000
Assignees:
Hauser, Inc., Johns Hopkins University
Inventors:
Gary H. Posner, Soon Hyung Woo, Poonsakdi Ploypradith, Michael H. Parker, Theresa A. Shapiro, Jeffrey S. Elias, John Northrop, Qun Y. Zheng, Christopher Murray, Randall J. Daughenbaugh