Diazonium compounds and methods of use for dna cleavage
AssigneeNew York University
InventorsTianning DIAO, Benjamin BEN-ZVI, Christina LIAN, Maureen BRUSCO
Life of this patent
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Abstract
The present disclosure relates to aryl diazonium compounds and methods of cleaving DNA using the diazonium compounds as described herein. Further, the present disclosure relates to said aryl diazonium compounds conjugated to additional compounds as described herein.
Claims33
A compound having the structure according to Formula (I):
- or a pharmaceutically acceptable salt thereof, wherein:
- X is selected from the group consisting of S, Se, P, NH, and O;
- and
- L is selected from the group consisting of S, Se, P, bond, and NH;
- wherein:
- when X is NH and L is bond, N2+ in ring a is not located at the 4 position.
-11. (canceled)
A compound having the structure selected from the group consisting of Formula (II), Formula (III), Formula (IV), Formula (XVII), Formula (XVIII), Formula (XIX), Formula (XX), Formula (XXI), Formula (XXII), and Formula (XXIII), Formula (XXV), Formula (XXVI), Formula (XXVII), Formula (XXVIII), Formula (XXIX), Formula (XXX), and Formula (XXXI):
- or a pharmaceutically acceptable salt thereof, wherein:
- X and Y are independently selected from the group consisting of bond, alkyl, S, Se, P, C═O, NH, NR′, O, amide, and ester;
- k is independently at each occurrence from 0 to 4;
- G is independently at each occurrence selected from the group consisting of H, halogen, carbonyl, ester, ketone, amide, alkyl, cycloalkyl, aryl, arylalkyl, alkenyl, heteroalkyl, cyano, alkoxy, amine, haloalkyl, heteroatoms, and heterocycle;
- E is selected from the group consisting of CN, CO2Me, OMe, and NO2;
- L is selected from the group consisting of S, Se, P, bond, and NH;
- n is selected from the group consisting of 1, 2, 3, 4, 5, 6, 7, 8, 9, and 10;
- R is selected from the group consisting of methyl, ethyl, isopropyl, mesityl, and alkyl sulfonate;
- and
- R′ is selected from the group consisting of H, alkyl, cycloalkyl, halogen, alkenyl, aryl, arylalkyl, haloalkyl, heteroalkyl, acetyl, heterocycle, amine, amide, ether, and carbonyl, and any combination thereof.
A compound having the structure selected from the group consisting of Formula (I), Formula (II), Formula (III), Formula (IV), Formula (VI), Formula (VII), Formula (VIII), Formula (IX), Formula (X), Formula (XI), Formula (XII), Formula (XVII), Formula (XVIII), Formula (XIX), Formula (XX), Formula (XXI), Formula (XXII), Formula (XXIII), Formula (XXIV), Formula (XXV), Formula (XXVI), Formula (XXVII), Formula (XXVIII), Formula (XXIX), Formula (XXX), Formula (XXXI), and Formula (XXXII):
- or a pharmaceutically acceptable salt thereof, wherein:
- X is selected from the group consisting of S, Se, P, bond, alkyl, C═O, NH, NR′, amide, ester, and O;
- L is selected from the group consisting of S, Se, P, bond, and NH;
- Y is selected from the group consisting of bond, alkyl, S, Se, P, NH, NR′, amide, ester, O, and C═O;
- A is selected from the group consisting of CO2Me and H;
- E is selected from the group consisting of CN, CO2Me, OMe, and NO2;
- G is independently at each occurrence selected from the group consisting of H, halogen, carbonyl, ester, ketone, amide, alkyl, cycloalkyl, aryl, arylalkyl, alkenyl, heteroalkyl, cyano, alkoxy, amine, haloalkyl, heteroatoms, and heterocycle;
- n is selected from the group consisting of 1, 2, 3, 4, 5, 6, 7, 8, 9, and 10;
- k is independently at each occurrence from 0 to 4;
- R is selected from the group consisting of methyl, ethyl, isopropyl, mesityl, and alkyl sulfonate;
- and
- R′ is selected from the group consisting of H, alkyl, cycloalkyl, halogen, alkenyl, aryl, arylalkyl, haloalkyl, heteroalkyl, acetyl, heterocycle, amine, amide, ether, and carbonyl, and any combination thereof, wherein said compound, optionally in addition to more than one molecule of said compound, is conjugated to a compound selected from the group consisting of a sugar, a heterocycle, an antibody, a minor groove binder, an intercalator, an amino acid, and a peptide.
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-17. (canceled)
-22. (canceled)
-25. (canceled)
-36. (canceled)
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-45. (canceled)
-51. (canceled)
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-79. (canceled)
-86. (canceled)
-90. (canceled)
Dependencies are inferred from the claim text.