Claims
- 1. A method for treating cancer, which comprises administering to a patient suffering from said cancer a trioxane dimer of the formula: ##STR28## or an enantiomer thereof, wherein: R.sub.1 is H, CH.sub.3, PhCH.sub.2 Cl, PhCH.sub.2 or PhCl.sub.2 ; and
- R is a linker when T is CH.sub.2 O; or
- R is oxygen when T is CH.sub.2.
- 2. A method according to claim 1, wherein T is CH.sub.2 O and said R is arylene, hetero-arylene, lower alkylene, lower alkenylene, a bivalent phosphate group, S, O, --(CH.sub.2 CH.sub.2 O).sub.n -- wherein n is 1-20 or --CH.sub.2 CH.sub.2 --(XCH.sub.2 CH.sub.2).sub.n1 -- where X is O, S or NY where Y is H (hydrogen) or alkyl and n1 is 0-20, or R is -W-Z-W- where W is a bivalant ester, carbamate or carbonate and Z is arylene, polyethylene glycol (PEG), hetero-arylene, lower alkylene, or lower alkenylene, and R.sub.1 is hydrogen, a methyl group, chloromethylphenyl (PhCH.sub.2 Cl), dichlorophenyl (PhCl.sub.2) or a benzyl group (PhCH.sub.2) or when T is a CH.sub.2 group, R is oxygen and R.sub.1 is hydrogen, a methyl group, chloromethylphenyl (PhCH.sub.2 Cl), dichlorophenyl (PhCl.sub.2) or a benzyl group (PhCH.sub.2).
- 3. The method according to claim 1, wherein said R is (CH.sub.2 CH.sub.2 O).sub.n and n is 1-20.
- 4. The method according to claim 3, where n is 2.
- 5. The method according to claim 3, where n is 3.
- 6. The method according to claim 3, where n is 6.
- 7. The method according to claim 1, wherein said R is selected from the group of linkers consisting of: ##STR29##
- 8. The method according to claim 1, wherein T is CH.sub.2, R is oxygen and R.sub.1 is hydrogen.
- 9. The method according to claim 1, wherein T is CH.sub.2, R is oxygen and R.sub.1 is a methyl group.
- 10. The method according to claim 1, wherein T is CH.sub.2, R is oxygen and R.sub.1 is chloromethylphenyl.
- 11. The method according to claim 1, wherein said cancer is selected from the group of cancers consisting of leukemia, non-small-cell lung cancer, colon cancer, central nervous system cancer, melanoma, ovarian cancer, renal cancer, prostate cancer, and breast cancer.
- 12. A method for treating cancer, which comprises administering to a patient suffering from said cancer a trioxane dimer of the formula: or an enantiomer thereof, wherein:
- R is arylene, hetero-arylene, lower alkylene, lower alkenylene, a bivalent phosphorous species, bivalent sulfur species, bivalent oxygen species, --(CH.sub.2 CH.sub.2 O).sub.n -- wherein n is 1-20 or --CH.sub.2 CH.sub.2 --(XCH.sub.2 CH.sub.2).sub.n1 -- where X is O, S or NY where Y is H (hydrogen) or alkyl and n1 is 1-20, or R is -W-Z-W- where W is a bivalent ester, carbamate or carbonate and Z is arylene, polyethylene glycol (PEG), hetero-arylene, lower alkylene, or lower alkenylene.
- 13. The method according to claim 12, wherein said cancer is selected from the group of cancers consisting of leukemia, non-small-cell lung cancer, colon cancer, central nervous system cancer, melanoma, ovarian cancer, renal cancer, prostate cancer, and breast cancer.
- 14. The method according to claim 12, wherein R is ##STR30##
CROSS-REFERENCE TO OTHER APPLICATIONS
This patent application is a continuation of U.S. patent application Ser. No. 08/759,254, filed Dec. 2, 1996 now U.S. Pat. No. 5,840,925, which is a continuation-in-part of U.S. patent application Ser. No. 08/496,771, filed Jun. 29, 1995 now U.S. Pat. No. 5,677,468, and entitled Artemisinin Dimer Compounds Having Anticancer Activities.
CONTRACTUAL ORIGIN OF THE INVENTION
The study was supported by National Institutes of Health grant AI 34885 (to G.H.P.) and joint inventors G.H.P. and P.P. have assigned their rights to the Johns Hopkins University.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
5225437 |
Posner et al. |
Jul 1993 |
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Non-Patent Literature Citations (4)
Entry |
"Extraordinarily Potent Antimalarial Compounds: New, Structurally Simple, Easily Synthesized, Tricyclic 1,2,4-Trioxanes," Gary H. Posner, et al., J. Med. Chem., 35:2459-2467 (1992). |
"Cytotoxicity of Artemisinin-Related Endoperoxides to Ehlrich Ascites Tumor Cells," J. of Natural Products, 56(6):849-856 (1993). |
"Antimalarial Activity of Novel Ring-Contracted Artemisinin Derivatives," B. Venugoplalan, et al., J. Med. Chem., 38:1922-1927(1995). |
"Antimalarial activity of new ethers and thioethers if dihydroartemisinin," B. Venugopalan, et al., Eur. J. Med. Chem. 30:697-706 (1995). |
Continuations (1)
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Number |
Date |
Country |
Parent |
759254 |
Dec 1996 |
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Continuation in Parts (1)
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Number |
Date |
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Parent |
496771 |
Jun 1995 |
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