Abstract: The invention provides improved processes for the extraction of betulin, lupeol, betulinic acid, suberinic acids, and/or other organic compounds and compositions from birch bark. In some embodiments, the birch bark can be physically processed prior to the extraction process, which can further improve the yield of the extraction. The bark processing can include, but is not limited to, one or more of pelletizing the bark, baling the bark, pucking the bark, or compressing the bark, to a form that is more dense per volume unit than prior to the processing.

Abstract: Embodiments of the present invention relate to a method for the production of biodiesel and co-production of an enriched food product. The method comprises the steps of extracting with solvent from distillers grains sufficient to produce an extract and an enriched food product, separating the oil from the extract, reacting the oil sufficient to produce biodiesel, and refining the biodiesel.

Abstract: The invention provides improved processes for the extraction of betulin, lupeol, betulinic acid, suberinic acids, and/or other organic compounds and compositions from birch bark. In some embodiments, the birch bark can be physically processed prior to the extraction process, which can further improve the yield of the extraction. The bark processing can include, but is not limited to, one or more of pelletizing the bark, baling the bark, pucking the bark, or compressing the bark, to a form that is more dense per volume unit than prior to the processing.

Abstract: The present invention relates generally to compositions that can be obtained by extraction of birch bark, methods of using such compositions (e.g., methods of medical use, cosmetic use and/or pharmaceutical use), food products and methods of manufacturing such compounds. The compositions are triterpenes, triterpene alcohols, or derivatives of triterpene alcohols.

Abstract: The present invention provides for methods of selectively converting betulin to betulonic aldehyde. The present invention also provides for methods of selectively converting 3-substituted triterpen-28-ols to the corresponding 3-substituted triterpen-28-carboxaldehydes. Additionally, the present invention provides for methods of preparing betulonic aldehyde, betulonic acid, betulinic acid, and corresponding 3-substituted triterpenes.

Abstract: The present invention provides a process of preparing betulin-28-aldehyde from betulin. The process includes contacting betulin with a compound of formula (I), e.g., TEMPO (2,2,6,6-tetramethylpiperidine 1-oxyl) for a period of time effective to provide betulin-28-aldehyde. The present invention also provides a process of preparing betulinic acid. The process includes contacting betulin with a composition that includes: sodium hypochlorite (NaOCl); sodium chlorite (NaClO2), potassium chlorite (KClO2), or a combination thereof; and a compound of formula (I), e.g., TEMPO (2,2,6,6-tetramethylpiperidine 1-oxyl); for a period of time effective to provide betulinic acid.

Abstract: The present invention provides a method for preparing a compound of formula (I), the method comprising contacting a compound of formula (II) with an effective amount of a compound of formula (III) or (IV). The present invention also provides a method for preparing a compound of formula (VI), the method comprising contacting a compound of formula (II) with an effective amount of one or more of 2,2-dimethylsuccinic acid, 2,2 dimethylbutanedioyl dichloride, 2,2-dimethylbutanedioyl dibromide, and 2,2 dimethylsuccinic anhydride. The present invention also provides a compound obtained from the method of the present invention.

Abstract: The present invention provides a method for manufacturing betulin aldehyde from betulin. The method includes: (a) electrochemically forming a oxoammonium ion from a nitroxyl radical; and (b) contacting betulin with the oxoammonium ion, for a period of time effective to provide the betulin aldehyde. The betulin aldehyde can subsequently be converted to betulinic acid, employing, e.g., NaClO2 or KClO2. The betulinic acid can be purified from from any unreacted betulin by converting the betulinic acid into a corresponding salt (Na, K, Li, Na, Ca, Mg, Ba, or Al), and separating the salt from the unreacted betulin.

Abstract: The invention provides novel compounds that are quaternary amine derivatives of betulin and other triterpenes. The compounds have antibacterial, antifungal, and surfactant properties.

Abstract: The invention provides novel compounds that are quaternary amine derivatives of betulin and other triterpenes. The compounds have antibacterial, antifungal, and surfactant properties.

Abstract: The invention provides novel compounds that are quaternary amine derivatives of betulin and other triterpenes. The compounds have antibacterial, antifungal, and surfactant properties.

Abstract: The invention provides novel compounds that are quaternary amine derivatives of betulin and other triterpenes. The compounds have antibacterial, antifungal, and surfactant properties.

Abstract: The invention provides methods for separating outer birch bark from inner birch bark. The invention also provides methods for isolating betulin; lupeol; betulinic acid; 9,10-epoxy-18-hydroxyoctadecanoic acid; 9,10,18-trihydroxyoctadecanoic acid; polyphenolic polymers and fatty acids from birch bark.

Abstract: Embodiments of the present invention relate to a method for the production of biodiesel and co-production of an enriched food product. The method comprises the steps of extracting with solvent from distillers grains sufficient to produce an extract and an enriched food product, separating the oil from the extract, reacting the oil sufficient to produce biodiesel, and refining the biodiesel.

Abstract: The invention provides novel compounds that are quaternary amine derivatives of betulin and other triterpenes. The compounds have antibacterial, antifungal, and surfactant properties.

Abstract: The present invention provides a method for selectively extracting acidic and/or non-acidic compounds from natural material such as plant tissue.

Abstract: The invention provides novel compounds that are quaternary amine derivatives of betulin and other triterpenes. The compounds have antibacterial, antifungal, and surfactant properties.

Abstract: The present invention provides for compositions that includes a triterpene (e.g., betulin) and a carrier (e.g., lanolin). The compositions are useful for skin care (e.g., as cosmetic formulations), and as therapeutic formulations, e.g., for treating topical fungal infections.

Abstract: The invention provides methods for separating outer birch bark from inner birch bark. The invention also provides methods for isolating betulin; lupeol; betulinic acid; 9,10-epoxy-18-hydroxyoctadecanoic acid; 9,10,18-trihydroxyoctadecanoic acid; polyphenolic polymers and fatty acids from birch bark.

Abstract: Methods of making compositions including fluorinated peroxides are disclosed. The compositions are useful, for example, for reacting with organic compounds. In one embodiment, novel peroxides are provided.