Terpenoid derivatives, pharmaceutical preparations containing these derivatives and their use in neuroprotection
AssigneeUniverzita Palackeho V Olomouci
InventorsMilan URBAN, Gabriel GONZALEZ, Jirí HODON, Miroslav STRNAD
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Abstract
The invention relates to terpenoid derivatives, their use in the medicinal applications and compositions containing these derivatives. New generation of compounds possess selective antineurodegenerative properties on neuronal cells and tissues and can be particularly used in the treatment and prophylaxis of neurodegenerative disease, particularly in the treatment and prophylaxis of Parkinson's and Huntington's disease.
Claims12
A method of treatment and/or prophylaxis of neurodegenerative disease, comprising the step of administering at least one terpenoid derivative of the general formula I,
- wherein,
- is single or double bond;
- X is independently selected from CH2NH, CH2O, C(O)NH, C(O)O
- A, B, and Y are independently on each occurrence selected from the group consisting of CH, C, N, NH, O, S;
- m=1, 2, 3;
- R1 is independently selected from H—, CH3(CH2)nCO— or HOOC(CH2)nCO— and n=0-5;
- R2 is independently selected from —CH2OH, —CH2O(CH2)nCH3, —CH2OC(O)(CH2)nCH3, —COOH, —COO(CH2)nCH3 and COO(CH2)Ph, wherein n=0-5;
- R3 is independently on each occurrence H;
- C1-C6 alkyl;
- C6-C12 aryl, heteroaryl containing 5-8 atoms in the aromatic ring of that at least one is heteroatom selected from N, O, S;
- and monosaccharide molecule or its acetylated form;
- while R3 is not present when Y is O or S;
- and their pharmaceutically acceptable salts to a subject in need of such treatment.
A method of treatment and/or prophylaxis of neurodegenerative disease, comprising the step of administering at least one terpenoid derivative of the general formula Ia,
- wherein,
- is single or double bond;
- X is independently selected from —CH2O—, —C(O)NH—, —C(O)O—
- A, B, and Y are independently on each occurrence selected from the group consisting of CH, C, N, NH, O, S;
- m=1, 2, 3;
- R1 is independently selected from H—, CH3(CH2)nCO— or HOOC(CH2)nCO— and n=0-5;
- R2 is independently selected from —CH2OH, —CH2O(CH2)nCH3, —CH2OC(O)(CH2)nCH3, —COOH, —COO(CH2)nCH3 and COO(CH2)Ph, wherein n=0-5;
- R3 is independently on each occurrence H;
- C1-C6 alkyl;
- C6-C12 aryl;
- heteroaryl containing 5-8 atoms in the aromatic ring of that at least one is heteroatom selected from N, O, S;
- and monosaccharide molecule or its acetylated form;
- while R3 is not present when Y is O or S;
- provided that if X is C(O)NH or C(O)O, R1 is CH3CO—, R2 is —CH2OC(O)CH3 or COOH, A=B=C=N and m=1;
- then R3 is not phenyl, 4-aminophenyl, 4-thiocyanatophenyl, 2-carboxyphenyl, peracetylglucosyl, peracetylgalactosyl;
- or
- X is —CH2NH—,
- A, B, and Y are independently on each occurrence selected from the group consisting of CH, C, N, NH, O, S;
- m=1, 2, 3;
- R1 is independently selected from H—, CH3(CH2)nCO— or HOOC(CH2)nCO— and n=0-5;
- R2 is independently selected from —CH2OH, —CH2O(CH2)nCH3, —CH2OC(O)(CH2)nCH3, —COOH, —COO(CH2)nCH3 and COO(CH2)Ph, wherein n=0-5;
- R3 is independently on each occurrence H;
- C1-C6 alkyl;
- heteroaryl containing 5-8 atoms in the aromatic ring of that at least one is heteroatom selected from N, O, S;
- and monosaccharide molecule or its acetylated form;
- while R3 is not present when Y is O or S;
- and their pharmaceutically acceptable salts.
(canceled)
Dependencies are inferred from the claim text.