Methods for using proanthocyanidin polymers having antiviral activity
AssigneeShaman Pharmaceuticals, Inc.
InventorMichael S. Tempesta
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Abstract
The present invention provides for proanthocyanidin polymers with significant antiviral activity. The proanthocyanidin polymers can be chemically synthesized or can be isolated from a Croton or a Calophyllum plant species. The present invention encompasses methods of using proanthocyanidin polymers in treating warm-blooded animals, including humans, infected with a respiratory virus.
Claims22
A method of treating a virus infection comprising administering to a warm-blooded animal an effective amount of an antiviral agent comprising a proanthocyanidin polymer, which polymer is obtained from a Croton species and is characterized by:
- (a) the capability of dissolving in water and/or an aqueous solution;
- (b) the capability of exerting a pronounced antiviral effect when administered in vivo to an animal or a human;
- (c) having a structure comprising flavonoid units selected from the group consisting of catechins, epicathechins, gallocatechins, galloepicatechins and combinations thereof;
- and
- (d) .sup.13 C NMR spectra having peak position at .delta.154.2, 145.1, 143.7, 132.8, 131.2, 130.3, 120.9-118.6 (series of broad peaks), 116.1, 115.4, 114.3, 108.0, 106.3, 96.6, 95.3, 81.8, 77.6, 75.3, 72.6, 71.5, 65.6, 37.1, 35.3, and 27.7.
A method of treating a respiratory virus infection, comprising administering to a warm-blooded animal an effective amount of an antiviral agent comprising a proanthocyanidin polymer which polymer is obtained from a Croton species and is characterized by:
- (a) the capability of dissolving in water and/or an aqueous solution;
- (b) the capability of exerting a pronounced antiviral effect when administered in vivo to an animal or a human;
- (c) having a structure comprising flavonoid units selected from the group consisting of catechins, epicathechins, gallocatechins, galloepicatechins and combinations thereof;
- and
- (d) .sup.13 C NMR spectra having peak position at .delta.154.2, 145.1, 143.7, 132.8, 131.2, 130.3, 120.9-118.6 (series of broad peaks), 116.1, 115.4, 114.3, 108.0, 106.3, 96.6, 95.3, 81.8, 77.6, 75.3, 72.6, 71.5, 65.6, 37.1, 35.3, and 27.7.
A method for treating a respiratory syncytial virus infection, comprising administering, to a warm-blooded animal, an effective amount of an antiviral agent comprising a proanthocyanidin polymer wherein said proanthocyanidin polymer is obtained from a Croton tree by a method which comprises:
- (a) extracting the whole plant, the bark, the stems, the roots or the latex of the Croton tree with a lower alcohol of about 1-3 carbons, acetone, water or other water miscible solvent or combinations thereof to obtain an aqueous soluble fraction;
- (b) subjecting the aqueous soluble fraction to gel filtration using water and/or water and a water miscible solvent with or without a buffer as the mobile phase;
- or to reversed-phase column chromatography using water, and/or water and a water miscible solvent as the mobile-phase;
- or to gel permeation chromatography using water and/or water and water miscible solvent and acetonitrile with or without a buffer as the mobile phase, or combination thereof;
- and
- (c) collecting the fractions detectable by ultraviolet spectroscopy having a .lambda. maximum at about 200-350 nm,
- wherein the collected fraction is characterized by:
- (i) the capability of dissolving in water and/or an aqueous solution;
- (ii) the capability of exerting a pronounced antiviral effect when administered in vivo to an animal or a human;
- (iii) having a structure comprising flavonoid units selected from the group consisting of catechins, epicathechins, gallocatechins, galloepicatechins and combinations thereof;
- and
- (iv) .sup.13 C NMR spectra having peak position at .delta.154.2, 145.1, 143.7, 132.8, 131.2, 130.3, 120.9-118.6 (series of broad peaks), 116.1, 115.4, 114.3, 108.0, 106.3, 96.6, 95.3, 81.8, 77.6, 75.3, 72.6, 71.5, 65.6, 37.1, 35.3, and 27.7.
Dependencies are inferred from the claim text.