Ethylene glycol esters as photoactive agents
View Patent ↗New compounds useful in photodynamic therapy are of the formula and their 1,4-diene isomers and the metallated and/or labeled and/or conjugated forms thereof wherein each R 1 is independently alkyl (1–6C); each n is independently an integer of 0–6; and R 2 is vinyl or a derivative form thereof.
1. A method for modulating the activity of a kinase involved in signal transduction in a subject in need thereof comprising irradiating said subject with light after administration of a compound of the formula
or their 1,4-diene isomers
or the metallated and/or labeled and/or conjugated forms thereof
wherein each R 1 is independently alkyl (1–6C);
each n is independently an integer of 0–6; and
R 2 is vinyl or a derivative thereof,
thereby modulating the activity of said kinase involved in signal transduction.
2. The method of claim 1 wherein in said compound, R 2 is vinyl, —CHOR′, —CHO, —COOR′, —CH(OR′)CH 3 , —CH(OR′)CH 2 OR′, —CH(SR′)CH 3 , —CH(NR′) 2 CH 3 , —CH(CN)CH 3 , —CH(COOR′)CH 3 , —CH(OOCR′)CH 3 , —CH(NR′COR′)CH 3 , —CH(CONR′ 2 )CH 3 , —CH(halo)CH 3 , or —CH(halo)CH 2 (halo) wherein R′ is H, or a hydrocarbon radical (1–6C) optionally substituted with a heteroatom substituent.
3. The method of claim 1 wherein in said compound, R 2 is an organic group of less than 12C resulting from derivatization of a vinyl substituent.
4. The method of claim 1 wherein in said compound, R 2 is a group containing 1–3 tetrapyrrole nuclei.
5. The method of claim 1 wherein said compound is in a metallated form.
6. The method of claim 1 wherein said compound is in conjugated form.
7. The method of claim 1 wherein said compound is labeled.
8. The method of claim 1 wherein said compound does not contain a metal ion.
9. The method of claim 1 wherein in said compound, R 2 is vinyl.
10. The method of claim 1 wherein in said compound, each R 1 is methyl.
11. The method of claim 1 wherein in said compound, both n are 2.
12. The method of claim 11 wherein in said compound, R 2 is vinyl and both R 1 are methyl.
13. The method of claim 1 wherein said compound is selected from formulae 1–4.
14. The method of claim 13 wherein in said compound, R 2 is vinyl, —CHOR′, —CHO, —COOR′, —CH(OR′)CH 3 , —CH(OR′)CH 2 OR′, —CH(SR′)CH 3 , —CH(NR′) 2 CH 3 , —CH(CN)CH 3 , —CH(COOR′)CH 3 , —CH(OOCR′)CH 3 , —CH(NR′COR′)CH 3 , —CH(CONR′ 2 )CH 3 , —CH(halo)CH 3 , or —CH(halo)CH 2 (halo) wherein R′ is H, or a hydrocarbon radical (1–6C) optionally substituted with a heteroatom substituent.
15. The method of claim 13 wherein in said compound, R 2 is an organic group of less than 12C resulting from derivatization of a vinyl substituent.
16. The method of claim 13 wherein in said compound, R 2 is vinyl.
17. The method of claim 13 wherein in said compound, each R 1 is methyl.
18. The method of claim 13 wherein in said compound, both n are 2.
19. The method of claim 18 wherein in said compound, R 2 is vinyl and both R 1 methyl.
20. The method of claim 12 wherein said compound is A-EA6 or B-EA6 or the metallated and/or labeled and/or conjugated forms thereof.
21. The method of claim 20 wherein said compound is in a metallated form.
22. The method of claim 20 wherein said compound is in conjugated form.
23. The method of claim 20 wherein said compound is labeled.
24. The method of claim 20 wherein said compound does not contain a metal ion.
25. The method of claim 1 wherein said kinase is a mitogenic pathway kinase or a stress pathway kinase.
26. The method of claim 25 , wherein said kinase is p70 S6K, c-jun or HSP27.