Patent US5120411A successfully refreshed from Google Patents.
US5120411A
Expired / Lapsed
US
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Photodynamic activity of sapphyrins
Assignee: Pharmacyclics LLC
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Filing: 1989-12-21
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Granted: 1992-06-09
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Expires: 2009-12-21
Abstract
Abstract The present invention includes a method to produce singlet oxygen from molecular oxygen generated by reaction with a sapphyrin compound excited at an absorbing wavelength to form a triplet species. Specifically, the sapphyrin compound is an alkylated sapphyrin, most preferably diprotonated 3,8,12,13,17,22-hexaethyl-2,7,18,23-tetramethylsapphyrin. Generation of the triplet species may be accomplished in an organic solvent, of which the most preferable solvents are chloroform, methanol or acetonitrile. Also encompassed within the present invention is a method to selectively produce singlet oxygen in an aqueous environment. A sapphyrin compound is incorporated within a membranous vesicle, the vesicle is illuminated with exciting light and the resultant excited triplet state sapphyrin compound reacts with molecular oxygen to produce singlet oxygen. Singlet oxygen was not generated external to the vesicle where the sapphyrin compound is present in an aqueous medium.
Inventors
- 👤 Jonathan L. Sessler
- 👤 Anthony Harriman
- 👤 Bhaskar G. Maiya
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 04:11
CPC Classifications
A; A61; A61K; A61K41/00; A61K41/0057; A61K41/0076; C; C01; C01B; C01B13/00; C01B13/02
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
43 words
A method of producing singlet oxygen, comprising: dissolving a diprotonated sapphyrin conjugate diacid in a solvent; exciting said diprotonated sapphyrin conjugate diacid at an absorbing wavelength to form a triplet species; and generating singlet oxygen by reacting molecular oxygen with said triplet species.
Claim 2
Independent Claim
43 words
A method of producing singlet oxygen, comprising: dissolving a diprotonated sapphyrin conjugate diacid in a solvent; exciting said diprotonated sapphyrin conjugate diacid at an absorbing wavelength to form a triplet species; and generating singlet oxygen by reacting molecular oxygen with said triplet species.
Claim 3
Dependent Claim
16 words
The method of claim 1 wherein the sapphyrin compound is an alkylated diprotonated sapphyrin conjugate diacid.
Claim 4
Dependent Claim
14 words
The method of claim 1 wherein the diprotonated sapphyrin conjugate diacid is diprotonated 3,8,12,13,17,22-hexaethyl-2,7,18,23-tetramethylsapphyrin.
Claim 5
Dependent Claim
12 words
The method of claim 1 wherein the solvent is an organic solvent.
Claim 6
Dependent Claim
14 words
The method of claim 1 wherein the exciting wavelength is in the visible range.
Claim 7
Dependent Claim
18 words
The method of claim 1 wherein the exciting wavelength is between about 450 nm and about 600 nm.
Claim 8
Dependent Claim
16 words
The method of claim 4 wherein the organic solvent is characterized as being of low polarity.
Claim 9
Dependent Claim
15 words
The method of claim 4 wherein the organic solvent is characterized as having high polarity.
Claim 10
Dependent Claim
15 words
The method of claim 1 wherein the excitation is produced by photons from a laser.
Claim 11
Independent Claim
72 words
A method of selective production of singlet oxygen, comprising: incorporating a diprotonated sapphyrin conjugate diacid into a suitable biological carrier in an aqueous environment; illuminating said aqueous environment at a wavelength effective to excite said diprotonated sapphyrin conjugate diacid to triplet state species; generating singlet oxygen by allowing molecular oxygen dissolved in said environment to react with said triplet state species; and terminating said singlet oxygen generation by cessation of said illumination.
Claim 12
Independent Claim
72 words
A method of selective production of singlet oxygen, comprising: incorporating a diprotonated sapphyrin conjugate diacid into a suitable biological carrier in an aqueous environment; illuminating said aqueous environment at a wavelength effective to excite said diprotonated sapphyrin conjugate diacid to triplet state species; generating singlet oxygen by allowing molecular oxygen dissolved in said environment to react with said triplet state species; and terminating said singlet oxygen generation by cessation of said illumination.
Claim 13
Dependent Claim
16 words
The method of claim 10 wherein the biological carrier is a positively or negatively charged liposome.
Claim 14
Dependent Claim
13 words
The method of claim 10 wherein the biological carrier is a membranous vesicle.
Claim 15
Independent Claim
72 words
A method of modulating production of singlet oxygen in organic solvents, comprising: dissolving a diprotonated sapphyrin conjugate diacid in an organic solvent to form a solution; introducing molecular oxygen into said solution; illuminating said solution sufficiently to cause excitation of said diprotonated sapphyrin conjugate diacid to excited triplet species; and adding at least one moderator to said solution, said moderator comprising ampholytic biologically compatible materials to which said sapphyrin compound will bind.
Claim 16
Independent Claim
72 words
A method of modulating production of singlet oxygen in organic solvents, comprising: dissolving a diprotonated sapphyrin conjugate diacid in an organic solvent to form a solution; introducing molecular oxygen into said solution; illuminating said solution sufficiently to cause excitation of said diprotonated sapphyrin conjugate diacid to excited triplet species; and adding at least one moderator to said solution, said moderator comprising ampholytic biologically compatible materials to which said sapphyrin compound will bind.
Claim 17
Dependent Claim
11 words
The method of claim 13 wherein the moderator is a protein.
Claim 18
Dependent Claim
10 words
The method of claim 13 wherein the moderator is albumin.
Claim 19
Dependent Claim
12 words
The method of claim 13 wherein the moderator is a membranous material.
Claim 20
Dependent Claim
15 words
The method of claim 13 wherein the moderator is a positively or negatively charged liposome.
Claim 21
Dependent Claim
20 words
The method of claim 13 wherein the organic solvent is selected from a group consisting of chloroform, methanol, and acetonitrile.
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| 7.5 Years (Year 8) | 1999-06-09 | 1999-12-09 | 2000-06-09 | $3760.00 | Window Closed / Lapsed |
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