Lysergic acid derivatives and methods
AssigneeThe Florida State University Research Foundation, Inc.
InventorJoel Michael Smith
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Abstract
Methods of preparation of lysergic acid and derivatives thereof. Methods of using lysergic acid and derivatives thereof, such as methods of treating neurodegenerative disorders. Derivatives of lysergic acid and pharmaceutically acceptable salts thereof.
Claims20
A method of synthesizing lysergic acid or a derivative thereof, the method comprising:
- providing a compound of formula (A)—
- wherein ProtG is a protecting group, X is a halogen, and R1-R6 are independently selected from hydrogen, hydroxy, methoxy, a halogen, or a C1-C20 hydrocarbyl,
- wherein the C1-C20 hydrocarbyl is unsubstituted or substituted;
- contacting the compound of formula (A) and an annulating agent to produce an annulated compound;
- and
- contacting the annulated compound and an agent effective to remove the protecting group.
A compound of formula (I) or a pharmaceutically acceptable salt thereof, or formula (I′) or a pharmaceutically acceptable salt thereof:
- wherein R1-R6 are independently selected from hydrogen, hydroxy, methoxy, a halogen, or a C1-C20 hydrocarbyl, wherein the C1-C20 hydrocarbyl is unsubstituted or substituted, and wherein at least one of R1-R6 is not hydrogen.
A method of treating neurodegenerative disease in a patient in need thereof, comprising administering to a patient suffering from neurodegenerative disease an effective amount of compound of formula (I) or a pharmaceutically acceptable salt thereof, or a compound of formula (I′) or a pharmaceutically acceptable salt thereof:
- wherein R1-R6 are independently selected from hydrogen, hydroxy, methoxy, a halogen, or a C1-C20 hydrocarbyl, wherein the C1-C20 hydrocarbyl is unsubstituted or substituted.
Dependencies are inferred from the claim text.