Therapeutic quassinoid preparations with antineoplastic, antiviral, and herbistatic activity
AssigneeAdvanced Research and Technology Institute, Inc.
InventorsPaul A. Grieco, D. James Morre, Thomas H. Corbett, Frederick A. Valeriote
Life of this patent
Estimating the term…
Abstract
The present invention includes purified and isolated quassinoids and synthetically derived quassinoid analogs based on a picrasane carbon skeleton. Novel sidechains at C-15 incorporating water solubilizing agents such as glycine are discussed. Therapeutic methods taking advantage of anticancer, antiviral, and herbistatic properties of these quassinoids are disclosed, including use against solid tumors and human immunodeficiency virus infected cells.
Claims15
A compound characterized by the formula
- 14
- wherein R represent hydrogen, oxygen, alkyl, alkenyl, acyl, aryl, halogen, sulfo, nitro, carboxyl, hydroxyl, hydroxyalkyl, alkoxy, or other water soluble sidechain, and Y is a sidechain comprising hydrogen, oxygen, halogen, hydroxyl, ester, carbonyl, alkyl, hydroxyalkyl, aryl, glycine, glycosaccharides, water soluble sidechains, amino acid, peptide, polypeptide, lipids, nucleic acids, derivatized polymeric substances which have from 1 to about 1,000 monomeric units and which enhance the impermeance of said compound, immunoglobulins, growth hormones, insulin, interferons, plasma albumin, fibrinogen, plasminogen activator, heparin, chondroitin, sulfate, soybean trypsin inhibitor, L-asparaginase, ribonuclease, and protein, wherein any of the foregoing attached to the C-15 carbon by an ether, ester, carbonyl, or glycosidic linkage.
A therapeutic preparation comprising a pharmaceutically effective carrier and a compound represented by the formula
- 16
- wherein R represent hydrogen, oxygen, alkyl, alkenyl, acyl, aryl, halogen, sulfo, nitro, carboxyl, hydroxyl, hydroxyalkyl, alkoxy, or other water soluble sidechain, and Y is a sidechain comprising hydrogen, oxygen, halogen, hydroxyl, ester, carbonyl, alkyl, hydroxyalkyl, aryl, glycine, glycosaccharides, water soluble sidechains, amino acid, peptide, polypeptide, lipids, nucleic acids, derivatized polymeric substances which have from 1 to about 1,000 monomeric units and which enhance the impermeance of said compound, immunoglobulins, growth hormones, insulin, interferons, plasma albumin, fibrinogen, plasminogen activator, heparin, chondroitin, sulfate, soybean trypsin inhibitor, L-asparaginase, ribonuclease, and protein, wherein any of the foregoing attached to the C-15 carbon by an ether, ester, carbonyl, or glycosidic linkage.
A method of treating solid tumors comprising the steps of preparing a pharmaceutically active composition containing a quassinoid represented by the formula
- 18
- wherein R represent hydrogen, oxygen, alkyl, alkenyl, acyl, aryl, halogen, sulfo, nitro, carboxyl, hydroxyl, hydroxyalkyl, alkoxy, or other water soluble sidechain, and Y is a sidechain comprising hydrogen, oxygen, halogen, hydroxyl, ester, carbonyl, alkyl, hydroxyalkyl, aryl, glycine, glycosaccharides, water soluble sidechains, amino acid, peptide, polypeptide, lipids, nucleic acids, derivatized polymeric substances which have from 1 to about 1,000 monomeric units and which enhance the impermeance of said compound, immunoglobulins, growth hormones, insulin, interferons, plasma albumin, fibrinogen, plasminogen activator, heparin, chondroitin, sulfate, soybean trypsin inhibitor, L-asparaginase, ribonuclease, and protein, wherein any of the foregoing attached to the C-15 carbon by an ether, ester, carbonyl, or glycosidic linkage, and
- contacting the solid tumors with said pharmaceutically active composition.
Dependencies are inferred from the claim text.