Derivatives of isoindigo, indigo and indirubin and methods of treating cancer
First Claim
1. A compound of formula (I), (II), or (III) wherein R1 or R2 is independently an acetylated monosaccharide;
- and R1, R2, R3, R4, R5, R6, R7, R8, R9, or R10 is independently a hydrogen, a monosaccharide, a disaccharide, a halogen, a hydrocarbyl group, or a functional hydrocarbyl group substituted with one or more hydroxy moieties, carboxy moieties, nitroxy moieties, monosaccharides, disaccharides, amines, amides, thiols, sulfate, sulfonate, sulfonamide, or halogens, wherein the hydrocarbyl has 1 to 12 carbon atoms.
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Accused Products
Abstract
A compound called NATURA, which is a derivative of Isoindigo is useful in aiding the general health of a patient and specifically is beneficial in preventing or treating cancer. This compound and other related Isoindigo, Indigo and Indirubin derivatives are designed such that the bioactivity or bioavailability of the compound is increased. Methods of synthesizing these derivatives is also taught. In addition, pharmaceutical compositions that include a therapeutically effective amount of at least one of these derivatives and a pharmaceutically acceptable carrier. A method for the use of these pharmaceutical compositions and compounds is taught, wherein a therapeutically effective amount is administered to an animal having solid tumor cancer. The pharmaceutical composition or compound can be re-administered to the animal until a desired treatment or result is accomplished.
18 Citations
15 Claims
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1. A compound of formula (I), (II), or (III)
wherein R1 or R2 is independently an acetylated monosaccharide; - and
R1, R2, R3, R4, R5, R6, R7, R8, R9, or R10 is independently a hydrogen, a monosaccharide, a disaccharide, a halogen, a hydrocarbyl group, or a functional hydrocarbyl group substituted with one or more hydroxy moieties, carboxy moieties, nitroxy moieties, monosaccharides, disaccharides, amines, amides, thiols, sulfate, sulfonate, sulfonamide, or halogens, wherein the hydrocarbyl has 1 to 12 carbon atoms. - View Dependent Claims (2, 3, 4, 5, 6, 7)
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8. A method of synthesizing a meisoindigo compound comprising:
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adding about equal molar amounts of 2-hydroxyindole and N-methyl-indolinyl-diketone to produce a reaction substance;
mixing the reaction substance with an excess amount of glacial acetic acid to make a mixture;
heating the mixture to about 70 to 80°
C. for 1 to 3 hours to form a precipitate; and
recovering the precipitate as the meisoindigo compound. - View Dependent Claims (9)
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10. A method of treating cancer in an animal, comprising administering to an animal with cancer a therapeutically effective amount of a compound of formula (I), (II), or (III)
wherein R1 or R2 is independently an acetylated monosaccharide; - and
R1, R2, R3, R4, R5, R6, R7, R8, R9, or R10 is independently a hydrogen, a monosaccharide, a disaccharide, a halogen, a hydrocarbyl group, or a functional hydrocarbyl group substituted with one or more hydroxy moieties, carboxy moieties, nitroxy moieties, monosaccharides, disaccharides, amines, amides, thiols, sulfate, sulfonate, sulfonamide, or halogens, wherein the hydrocarbyl has 1 to 12 carbon atoms. - View Dependent Claims (11, 12, 13, 14, 15)
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Specification