Synthesis of derivatives of siphonochilone and therapeutic use thereof
OwnerLuke INVERNIZZI, Phanankosi MOYO +1inventors
InventorsLuke INVERNIZZI, Phanankosi MOYO, Vinesh MAHARAJ
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Abstract
THIS invention relates to the synthesis of derivatives of siphonochilone and therapeutic use thereof in the treatment and CN prevention of respiratory virus disease, in particular influenza or a coronavirus disease.
Claims26
A process provided for preparing (4aR,5S,8aS,9aR)-9a-hydroxy-3,5,8a-trimethyl-4a,5,9,9a-tetrahydronaphtho[2,3-b]furan-2,8(4H,8aH)-dione and/or derivatives thereof, comprising of the following steps:
- (a) dissolving (4aS,5R,8aR)-3,5,8a-Trimethyl-4a,5,8a,9-tetrahydronaphtho[2,3-b]furan-8(4H)-one in a polar protic/aprotic solvent,
- (b) adding an oxidizing agent to step (a) to form a mixture, and
- (c) agitating the mixture obtained in step (b) in the presence of UV light, sunlight, or infrared light;
- thereby
- producing (4aR,5S,8aS,9aR)-9a-hydroxy-3,5,8a-trimethyl-4a,5,9,9a-tetrahydronaphtho[2,3-b]furan-2,8(4H,8aH)-dione, and/or derivatives thereof.
A compound which is a lactone derivative of (4aR,5S,8aS,9aR)-9a-hydroxy-3,5,8a-trimethyl-4a,5,9,9a-tetrahydronaphtho[2,3-b]furan-2,8(4H,8aH)-dione selected from:
- wherein R is OCH3, NH2, CH2OCH3, C(O)CH3 or CH2OH.
A method for treating a respiratory virus disease, the method comprising of the administration of a therapeutically effective amount of ene-(4aR,5S,8aS,9aR)-9a-hydroxy-3,5,8a-trimethyl-4a,5,9,9a-tetrahydronaphtho[2,3-b]furan-2,8(4H,8aH)-dione or a derivative thereof.
A compound (4aR,5S,8aS,9aR)-9a-hydroxy-3,5,8a-trimethyl-4a,5,9,9a-tetrahydronaphtho[2,3-b]furan-2,8(4H,8aH)-dione or a derivative thereof, for use in a method for treating a respiratory virus disease, the method comprising administering a therapeutically effective amount of the compound or derivative to a subject in need thereof.
A method for preventing or reducing the transmission of a respiratory virus disease, the method comprising administrating a therapeutically effective amount of (4aR,5S,8aS,9aR)-9a-hydroxy-3,5,8a-trimethyl-4a,5,9,9a-tetrahydronaphtho[2,3-b]furan-2,8(4H,8aH)-dione or a derivative thereof to a subject in need thereof.
A compound (4aR,5S,8aS,9aR)-9a-hydroxy-3,5,8a-trimethyl-4a,5,9,9a-tetrahydronaphtho[2,3-b]furan-2,8(4H,8aH)-dione or a derivate thereof, for use in a method for preventing or reducing the transmission of a respiratory virus disease, the method comprising administering a therapeutically effective amount of the compound or derivative to a subject in need thereof.
Dependencies are inferred from the claim text.