Countercurrent purification of the tetrahydro iso-alpha acids derived from Humulus lupulus L.
Summary of "Countercurrent purification of the tetrahydro iso-alpha acids derived from Humulus lupulus L."
Recent biological research has shown that commercially available tetrahydro iso-alpha acid (THIAA) extract exhibits a significant anti-inflammatory response in cellular assays. To further elucidate the mechanism of the response, a method was developed and optimized for the purification of three THIAA cis congeners that are found in commercially available modified hop (Humulus lupulus L.) extracts. Utilizing a Pharmatech Research hydrodynamic countercurrent separation instrument, the choice of solvent, pH and buffer composition were optimized to increase the overall efficiency. It was determined that a quaternary HEMWat (7:3:5:5, pH 5.3) solvent system is optimal for separating cis and trans diastereomers, whereas the binary solvent system of hexanes and aqueous buffer (1:1, pH 6.8) is optimal for the isolation of individual congeners. The optimal countercurrent separation method allows for sample loadings of 3 mg of sample per milliliter of column volume, minimal purification times (1-4 h) and greater than 90% homogeneity of individual THIAA congeners.
Affiliation
Metagenics/MetaProteomics Nutrigenomics Research Center, Gig Harbor, WA, USA.
Journal Details
This article was published in the following journal.
Name: Journal of separation science
ISSN: 1615-9314
Pages:
Links
- PubMed Source: http://www.ncbi.nlm.nih.gov/pubmed/20658480
- DOI: http://dx.doi.org/10.1002/jssc.200900755
Medical and Biotech [MESH] Definitions
Humulus
A plant genus in the CANNABACEAE family. Best known for the buds of Humulus lupulus L. used in BEER.
Cholic Acids
The 3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholanic acid family of bile acids in man, usually conjugated with glycine or taurine. They act as detergents to solubilize fats for intestinal absorption, are reabsorbed by the small intestine, and are used as cholagogues and choleretics.
Biogenic Amines
A group of naturally occurring amines derived by enzymatic decarboxylation of the natural amino acids. Many have powerful physiological effects (e.g., histamine, serotonin, epinephrine, tyramine). Those derived from aromatic amino acids, and also their synthetic analogs (e.g., amphetamine), are of use in pharmacology.
Fatty Acids
Organic, monobasic acids derived from hydrocarbons by the equivalent of oxidation of a methyl group to an alcohol, aldehyde, and then acid. Fatty acids are saturated and unsaturated (FATTY ACIDS, UNSATURATED). (Grant & Hackh's Chemical Dictionary, 5th ed)
Steroid 12-alpha-hydroxylase
A liver microsomal cytochrome P450 enzyme that catalyzes the 12-alpha-hydroxylation of a broad spectrum of sterols in the presence of molecular oxygen and NADPH-FERRIHEMOPROTEIN REDUCTASE. This enzyme, encoded by CYP8B1gene, converts 7-alpha-hydroxy-4-cholesten-3-one to 7-alpha-12-alpha-dihydroxy-4-cholesten-3-one and is required in the synthesis of BILE ACIDS from cholesterol.
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