Anthracycline prodrugs and methods of making and using the same
The present invention includes compounds of the class anthracycline that have been modified to include photo-activated prodrug anthracycline compounds that are useful in the treatment of cancer. One example composition of the invention may include photodoxazolidine which may be synthesized in two steps from 4,5-dimethoxy-2-nitrobenzyl alcohol and doxazolidine. In this embodiment commercial 4,5-dimethoxyl-2-nitrobenzyl alcohol reacts with p-nitrophenylchloroformate to give the p-nitrophenyl carbonate of the benzyl alcohol derivative. The p-nitrophenyl carbonate is then reacted with doxazolidine to give the exemplary photodoxazolidine composition.
1. A compound having a chemical structure selected from the group consisting of:
and pharmaceutically-acceptable salts thereof.
2. A pharmaceutical composition comprising a compound of claim 1 , and at least one excipient.
3. The pharmaceutical composition of claim 2 , further comprising wherein the composition is formulated for parenteral administration.
4. The pharmaceutical composition of claim 2 , further comprising wherein the composition is formulated for oral administration.
5. A method of treating cancer, comprising the step of administering an effective amount of at least one compound of claim 1 to a subject in need thereof and further photo-activating said at least one compound of claim 1 wherein the cancer is selected from the group consisting of ovarian cancer and breast cancer.
6. The method of claim 5 , wherein the at least one compound of claim 1 is co-administered with at least one of the following: 18-F-deoxyglucose (18-FDG), UV light, a PET scan, and Cherenkov radiation.