A method for isolating curcuminoids from turmeric rhizome includes the steps of a) subjecting the turmeric rhizome to extraction with a first ethanol solution having an ethanol concentration ranging from 90% to 100% at a stirring speed ranging from 100 rpm to 300 rpm so as to obtain an ethanol-extracted product; and b) subjecting the ethanol-extracted product to crystallization with a second ethanol solution having an ethanol concentration ranging from 90% to 100 at a temperature ranging from 2° C. to 8° C. and a stirring speed ranging from 40 rpm to 300 rpm so as to obtain the curcuminoids.

A method for isolating curcuminoids from turmeric rhizome includes the steps of a) subjecting the turmeric rhizome to extraction with a first ethanol solution having an ethanol concentration ranging from 90% to 100% at a stirring speed ranging from 100 rpm to 300 rpm so as to obtain an ethanol-extracted product; and b) subjecting the ethanol-extracted product to crystallization with a second ethanol solution having an ethanol concentration ranging from 90% to 100 at a temperature ranging from 2° C. to 8° C. and a stirring speed ranging from 40 rpm to 300 rpm so as to obtain the curcuminoids.

The present invention relates to, for example, a method of producing a xanthohumol-containing composition, including: contacting a first mixture of a hop-derived, xanthohumol-containing component and a first solvent containing water and a water-miscible solvent with polyvinylpolypyrrolidone to adsorb xanthohumol on the polyvinylpolypyrrolidone; washing the polyvinylpolypyrrolidone containing xanthohumol adsorbed thereon with a second solvent; and eluting xanthohumol from the polyvinylpolypyrrolidone with a third solvent to obtain a xanthohumol-containing eluate, wherein the second solvent is an aqueous ethanol solution, and the third solvent is ethanol or an aqueous ethanol solution having a higher concentration than the second solvent.

The present invention relates to, for example, a method of producing a xanthohumol-containing composition, including: contacting a first mixture of a hop-derived, xanthohumol-containing component and a first solvent containing water and a water-miscible solvent with polyvinylpolypyrrolidone to adsorb xanthohumol on the polyvinylpolypyrrolidone; washing the polyvinylpolypyrrolidone containing xanthohumol adsorbed thereon with a second solvent; and eluting xanthohumol from the polyvinylpolypyrrolidone with a third solvent to obtain a xanthohumol-containing eluate, wherein the second solvent is an aqueous ethanol solution, and the third solvent is ethanol or an aqueous ethanol solution having a higher concentration than the second solvent.

2,2′,4,4′-Tetrahydroxy-3-(2″-hydroxy-3″-methylbutyl-3″-alkenyl)chalcone includes the following steps: subjecting a Morus alba leaf to extraction with an aqueous solution of methanol or ethanol having a volume fraction of 40%-100%, concentrating an extract to remove methanol or ethanol and dissolving in water, subjecting to extraction with petroleum ether and ethyl acetate successively, and concentrating an ethyl acetate extract to obtain a paste; chromatographing the paste over a silica gel column using chloroform-methanol, collecting an eluate where the volume ratio of chloroform-methanol is 95/5; chromatographing the eluate over a reversed-phase column using methanol-water, collecting an eluate where the volume ratio of methanol-water is 60/40, and thereby the compound is obtained.

2,2′,4,4′-Tetrahydroxy-3-(2″-hydroxy-3″-methylbutyl-3″-alkenyl)chalcone includes the following steps: subjecting a Morus alba leaf to extraction with an aqueous solution of methanol or ethanol having a volume fraction of 40%-100%, concentrating an extract to remove methanol or ethanol and dissolving in water, subjecting to extraction with petroleum ether and ethyl acetate successively, and concentrating an ethyl acetate extract to obtain a paste; chromatographing the paste over a silica gel column using chloroform-methanol, collecting an eluate where the volume ratio of chloroform-methanol is 95/5; chromatographing the eluate over a reversed-phase column using methanol-water, collecting an eluate where the volume ratio of methanol-water is 60/40, and thereby the compound is obtained.

A method for preparing 2,2′,4,4′-tetrahydroxy-3′-(2″,3″-dihydroxy-3″-methylbutyl)chalcone includes the following steps: subjecting a Morus alba leaf to extraction with an aqueous solution of methanol or ethanol having a volume fraction of 40%-100%, concentrating an extract to remove methanol or ethanol and dissolving in water, subjecting to extraction with petroleum ether and ethyl acetate successively, and concentrating an ethyl acetate extract to obtain a paste; chromatographing the paste over a silica gel column using chloroform-methanol, collecting an eluate where the volume ratio of chloroform-methanol is 95/5; chromatographing the eluate over a reversed-phase column using acetonitrile-water, collecting an eluate where the volume ratio of acetonitrile-water is 33/67, and thereby the compound is obtained.

A method for preparing 2,2′,4,4′-tetrahydroxy-3′-(2″,3″-dihydroxy-3″-methylbutyl)chalcone includes the following steps: subjecting a Morus alba leaf to extraction with an aqueous solution of methanol or ethanol having a volume fraction of 40%-100%, concentrating an extract to remove methanol or ethanol and dissolving in water, subjecting to extraction with petroleum ether and ethyl acetate successively, and concentrating an ethyl acetate extract to obtain a paste; chromatographing the paste over a silica gel column using chloroform-methanol, collecting an eluate where the volume ratio of chloroform-methanol is 95/5; chromatographing the eluate over a reversed-phase column using acetonitrile-water, collecting an eluate where the volume ratio of acetonitrile-water is 33/67, and thereby the compound is obtained.

Disclosed herein are methods useful for detecting and/or quantifying tropolone in samples, e.g., generated during the production of and in final formulations of a product, e.g., a recombinant protein, e.g., an antibody. Tropolone and derivatives thereof (cycloheptatriene ketones) are separated from a mixture by adding a partially or fully fluorinated alkyl or aryl (e.g. pentafluorophenyl-propyl), which (covalently) binds the tropolone-like compound. Then it is assayed via UV or tandem mass spectrometry. A reaction mixture of tropolone-like compounds and fluorinated alkyl or aryl is also disclosed.

Disclosed herein are methods useful for detecting and/or quantifying tropolone in samples, e.g., generated during the production of and in final formulations of a product, e.g., a recombinant protein, e.g., an antibody. Tropolone and derivatives thereof (cycloheptatriene ketones) are separated from a mixture by adding a partially or fully fluorinated alkyl or aryl (e.g. pentafluorophenyl-propyl), which (covalently) binds the tropolone-like compound. Then it is assayed via UV or tandem mass spectrometry. A reaction mixture of tropolone-like compounds and fluorinated alkyl or aryl is also disclosed.