Photolabile Compounds
AssigneeThe Trustees of Columbia University in the City of New York
InventorsRoberto Etchenique, Rafael Yuste, Luis Baraldo
Life of this patent
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Abstract
The present invention describes Photolabile Compounds methods for use of the compounds. The Photolabile Compounds have a photoreleasable ligand, which can be biologically active, and which is photoreleased from the compound upon exposure to light. In one embodiment, the light is visible light, which is not detrimental to the viability of biological samples, such as cells and tissues, in which the released organic molecule is bioactive and can have a therapeutic effect.
Claims83
1-32. (canceled)
A compound of Formula II:
- wherein M is Ru or Os;
- each L1 is independently an organic molecule having:
- (a) a 5-membered monocyclic aromatic ring, one of the ring's members being a nitrogen atom that forms a bond with M;
- (b) a 6-membered monocyclic aromatic ring, one of the ring's members being a nitrogen atom that forms a bond with M;
- (c) an 8-10-membered bicyclic ring, one of the bicyclic rings being aromatic and having a nitrogen atom member that forms a bond with M;
- (d) an —NH2 group whose nitrogen atom forms a bond with M;
- or
- (e) a —COOH group, one of whose oxygen atoms forms a bond with M;
- L2 is (R2)3P, (R20)3P, or L1, wherein each R2 is independently —C1-C18 alkyl, —C3-C8 cycloalkyl, or phenyl, and m is 2;
- or L2 is —CN and m is 1;
- R1-R8 are independently —H, —C1-C18 alkyl, —NH2, —COOH, —(C1-C18 alkyl)-O—(C1-C18 alkyl), or —OC(O)(C1-C18 alkyl);
- and
- X is Cl−, F−, Br−, I−, PF6−, CF3SO3−, (C1-C18 alkyl)-CO2−, or (C1-C18 alkyl)-SO3−.
42-45. (canceled)
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56-63. (canceled)
65-96. (canceled)
A compound of Formula IVa:
- wherein:
- each L1 is independently an organic molecule having:
- (a) a tetrazolyl group, one of its nitrogen atoms forming a bond with Ru;
- (b) nicotine or caffeine, whose pyridyl nitrogen atom forms a bond with Ru;
- (c) an 8-10-membered bicyclic ring, one of the bicyclic rings being aromatic and having a nitrogen atom member that forms a bond with Ru;
- (d) an —NH2 group whose nitrogen atom forms a bond with Ru;
- or
- (e) a —COOH group, one of whose oxygen atoms forms a bond with Ru;
- L1 is (R2)3P, (R20)3P, or L1, wherein each R2 is independently —C1-C18 alkyl, —C3-C8 cycloalkyl, or phenyl, and m is 2;
- or L2 is —CN and m is 1;
- R1 to R8 are independently —H, —C1-C18 alkyl;
- —NH2, —COOH, —(C1-C18 alkyl)-O—(C1-C18 alkyl), or —OC(O)(C1-C18 alkyl);
- and
- X is Cl−, F−, Br−, I−, PF6−, CF3SO3−, (C1-C18 alkyl)-CO2−, or (C1-C18 alkyl)-SO3−.
105-110. (canceled)
(canceled)
119-126. (canceled)
A compound of Formula IVb:
- wherein:
- L1 is 4-aminopyridine, whose pyridyl nitrogen atom forms a bond with Ru;
- L2 is (R2)3P, (R20)3P, or L1, wherein each R2 is independently —C1-C18 alkyl, —C3-C8 cycloalkyl, or phenyl, and m is 2;
- or L2 is —CN and m is 1;
- R1 to R8 are independently —H, —C1-C18 alkyl, —NH2, —COOH, —(C1-C18 alkyl)-O—(C1-C18 alkyl), or —OC(O)(C1-C18 alkyl);
- and
- X is Cl−, F−, Br−, I−, PF6−, CF3SO3−, (C1-C18 alkyl)-CO2−, or (C1-C18 alkyl)-SO3−.
130-133. (canceled)
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144-151. (canceled)
A compound of Formula V:
- wherein M1 is Li+, Na+, or K+;
- and M2 is Fe, Ru, or Os;
- and
- L1 is independently an organic molecule having:
- (a) a 5-membered monocyclic aromatic ring, one of the ring's members being a nitrogen atom that forms a bond with M2;
- (b) a 6-membered monocyclic aromatic ring, one of the ring's members being a nitrogen atom that forms a bond with M2;
- (c) an 8-10-membered bicyclic ring, one of the bicyclic rings being aromatic and having a nitrogen atom member that forms a bond with M2;
- (d) an —NH2 group whose nitrogen atom forms a bond with M 2;
- or
- (e) a —COOH group, one of whose oxygen atoms forms a bond with M2;
- and
- X is Cl−, F−, Br−, I−, PF6−, CF3SO3−, (C1-C18 alkyl)-CO2−, or (C1-C18 alkyl)-SO3−.
(canceled)
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175-182. (canceled)
Dependencies are inferred from the claim text.