Quinone protected forms and conjugates
AssigneeCambridge Enterprise Limited
InventorsGonçalo BERNARDES, Lavinia COUTURIER, Julie BECHER, Enrique GIL DE MONTES ROJAS
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Abstract
The invention provides protected ortho-quinone compounds comprising a group represented by: where —Ar— is optionally substituted phenylene, —X is selected from —NH2, —OH and —SH, and the protected forms of each, —W— is optionally substituted methylene, such as methylene, and d is a double or single bond, and the salts and solvates thereof
Claims32
A protected ortho-quinone compound comprising a group represented by:
- where —Ar— is a phenylene or a substituted phenylene,
- —X is selected from —NH2, —OH and —SH, and the protected forms of each,
- —W— is a methylene or a substituted methylene, and
- d is a double or single bond,
- the ortho-quinone is selected from the group consisting of β-Lapachone, Rhinacanthone, Dunnione, Biflorin, Tanshinone I, Tanshinone IIA. Tanshinone IIB, Dihydrotanshinone I, Cryptotanshinone, Mansonone A, C, D, E, F, and G, Miltirone, Salvicine, Caryopteron A, Lantalucratin A, B and C, pyrroloquinolone quinone and 3-hydroxy-β-lapachone, and the salts and solvates thereof.
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A conjugate of formula:
- Z-(L-D)p
- where:
- —Z is a polypeptide,
- -L- is a linker,
- p is an integer from 1 to 8,
- D is a protected ortho-quinone compound comprising a group represented by:
- Where:
- Ar— is a phenylene or a substituted phenylene,
- —X is selected from —NH2, —OH and —SH, and the protected forms of each,
- —W— is a methylene or a substituted methylene, and
- d is a double or single bond,
- and the salts, solvates and protected forms thereof.
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A method of treating a microbial infection or parasitic infection, comprising:
- administering to a subject a therapeutically-effective amount of a protected ortho-quinone, a conjugate or a pharmaceutical composition, wherein the protected ortho-quinone comprises a group represented by:
- where —Ar— is optionally substituted phenylene,
- —X is selected from —NH2, —OH and —SH, and the protected forms of each,
- —W— is optionally substituted methylene, and
- d is a double or single bond,
- and the salts and solvates thereof, the conjugate is of formula:
- Z-(L-D)p
- where:
- —Z is a polypeptide,
- -L- is a linker,
- D is the protected ortho-quinone, and
- p is an integer from 1 to 8,
- and the salts, solvates and protected forms thereof, and the pharmaceutical composition comprises the protected ortho-quinone or the conjugate optionally together with one or more pharmaceutically acceptable excipients.
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Dependencies are inferred from the claim text.