US4196281A
Expired / Lapsed
US
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Psoralens
Assignee: University of California, San Diego
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Filing: 1978-08-31
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Granted: 1980-04-01
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Expires: 1998-08-31
Abstract
Abstract New psoralen compounds have been synthesized. The compounds all include the addition of substituent groups at the 4' position on the basic trioxsalen structure. Specifically, the compounds have the structure: <IMAGE> wherein X may be any desired substituent such as halogenated alkyls, alcohols, ethers, aminoalkyls, etc. The new substituted psoralens exhibit high solubility in aqueous solution and low dissociation constants from deoxyribonucleic acid (DNA), as well as a reactivity with ribonucleic acids (RNA). The psoralen-DNA and psoralen-RNA adducts are useful as a substrate for studying the secondary structures of nucleic acids.
Inventors
- 👤 John E. Hearst
- 👤 Henry Rapoport
- 👤 Stephen Isaacs
- 👤 Che-Kun J. Shen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 00:47
CPC Classifications
C; C07; C07H; C07H21/00
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
52 words
Deoxyribonucleic acid having a substituted 4,5',8-trimethyl psoralen having an organic functional substituent on the 4' carbon atom said subtituent being selected from the group consisting of halogenated lower alkyl, hydroxy lower alkyl, lower alkoxy lower alkyl and primary amino lower alkyl covalently bonded thereto on at at least one binding site thereon.
Claim 2
Dependent Claim
52 words
Deoxyribonucleic acid having a substituted 4,5',8-trimethyl psoralen having an organic functional substituent on the 4' carbon atom said subtituent being selected from the group consisting of halogenated lower alkyl, hydroxy lower alkyl, lower alkoxy lower alkyl and primary amino lower alkyl covalently bonded thereto on at at least one binding site thereon.
Claim 3
Dependent Claim
12 words
The deoxyribonucleic acid of claim 1, wherein said psoralen is 4'-hydroxymethyl-4,5',8-trimethyl psoralen.
Claim 4
Dependent Claim
12 words
The deoxyribonucleic acid of claim 1, wherein said psoralen is 4'-methoxymethyl-4,5',8-trimethyl psoralen.
Claim 5
Dependent Claim
12 words
The deoxyribonucleic acid of claim 1, wherein said psoralen is 4'-aminomethyl-4,5',8-trimethyl psoralen.
Claim 6
Dependent Claim
49 words
Ribonucleic acid having a 4,5',8-trimethylpsoralen having an organic functional substituent on the 4' carbon atom said substitutent being selected from the group consisting of halogenated lower alkyl, hydroxy lower alkyl, lower alkoxy lower alkyl and primary amino lower alkyl covalently bonded thereto on at least one binding site thereon.
Claim 7
Dependent Claim
49 words
Ribonucleic acid having a 4,5',8-trimethylpsoralen having an organic functional substituent on the 4' carbon atom said substitutent being selected from the group consisting of halogenated lower alkyl, hydroxy lower alkyl, lower alkoxy lower alkyl and primary amino lower alkyl covalently bonded thereto on at least one binding site thereon.
Claim 8
Dependent Claim
13 words
The ribonucleic acid of claim 5, wherein said psoralen is 4'-hydroxymethyl 4,5',8-trimethyl psoralen.
Claim 9
Dependent Claim
12 words
The ribonucleic acid of claim 5, wherein said psoralen is 4'-methoxymethyl-4,5',8-trimethyl psoralen.
Claim 10
Dependent Claim
12 words
The ribonucleic acid of claim 5, wherein said psoralen is 4'-aminomethyl-4,5',8-trimethyl psoralen.
Claim 11
Independent Claim
54 words
A method for interfering with the replication of nucleic acids comprising cross-linking the helices thereof with covalently bonded 4,5',8-trimethyl psoralen having an organic functional substituent on the 4' carbon atom said substituent being selected from the group consisting of halogenated lower alkyl, hydroxy lower alkyl, lower alkoxy lower alkyl and primary amino lower alkyl.
Claim 12
Independent Claim
54 words
A method for interfering with the replication of nucleic acids comprising cross-linking the helices thereof with covalently bonded 4,5',8-trimethyl psoralen having an organic functional substituent on the 4' carbon atom said substituent being selected from the group consisting of halogenated lower alkyl, hydroxy lower alkyl, lower alkoxy lower alkyl and primary amino lower alkyl.
Claim 13
Dependent Claim
12 words
The method of claim 9, wherein the psoralen adducts are 4'-hydroxymethyl-4,5',8-trimethyl psoralen.
Claim 14
Dependent Claim
12 words
The method of claim 9, wherein the psoralen adducts are 4'-methoxymethyl-4,5',8-trimethyl psoralen.
Claim 15
Dependent Claim
12 words
The method of claim 9, wherein the psoralen adducts are 4'-aminomethyl-4,5',8-trimethyl psoralen.
References Cited (Backward Citations)
US3201421A
Cited
US4123610A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-04-01 | 1983-10-01 | 1984-04-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-04-01 | 1987-10-01 | 1988-04-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-04-01 | 1991-10-01 | 1992-04-01 | $7700.00 | Window Closed / Lapsed |