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Rapid purification of gram quantities of β-sitosterol from a commercial phytosterol mixture.

Srividya N, Heidorn DB, Lange BM - BMC Res Notes (2014)

Bottom Line: An improved method for the rapid purification of β-sitosterol from a commercial phytosterol extract is presented.Fractional crystallization of soybean oil yielded a soluble and an insoluble fraction. β-Sitosterol was purified by silica gel and Na-Y zeolite chromatography.The rapid and cost effective three-step purification described here afforded β-sitosterol in gram quantities with high purity (>92%) and yield (>22%).

View Article: PubMed Central - HTML - PubMed

Affiliation: Institute of Biological Chemistry and M,J, Murdock Metabolomics Laboratory, Washington State University, Pullman, WA 99164, USA. lange-m@wsu.edu.

ABSTRACT

Background: β-Sitosterol, a plant sterol or phytosterol, has commercial uses in the nutraceutical and pharmaceutical industries, but is also employed frequently in biological research. Phytosterols always accumulate as mixtures, and obtaining highly pure β-sitosterol in larger quantities for biological assays has been a challenge.

Findings: An improved method for the rapid purification of β-sitosterol from a commercial phytosterol extract is presented. Fractional crystallization of soybean oil yielded a soluble and an insoluble fraction. β-Sitosterol was purified by silica gel and Na-Y zeolite chromatography.

Conclusion: The rapid and cost effective three-step purification described here afforded β-sitosterol in gram quantities with high purity (>92%) and yield (>22%).

Show MeSH
Structures of phytosterols. Common numbering of carbon atoms shown for stigmasterol (1).
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Figure 1: Structures of phytosterols. Common numbering of carbon atoms shown for stigmasterol (1).

Mentions: Two general strategies for obtaining gram quantities of individual phytosterols have been pursued. Stigmasterol 1, the most accessible and least expensive phytosterol, can be converted to β-sitosterol 2, a phytosterol commonly used as a model for this class of plant metabolites, by selective hydrogenation or reduction of the Δ22–23 alkene, while protecting the Δ5–6 double bond (Figure 1)[6-8]. Even more cost-effective is the isolation of β-sitosterol from vegetable oils, but obtaining pure metabolites from mixtures containing structurally related phytosterols has been challenging. The simplest isolation approach is based on a series of crystallizations, but the purity of 2 is maximally in the 70% range[6,9-11]. Further purification to >90% purity can be achieved with chromatography over silica gel or Na-Y zeolite, but these protocols require repeated, time-consuming cycles of column purification[12-15]. Here we report a facile and rapid method that combines silica gel and Na-Y zeolite chromatography to afford 2 from a vegetable oil-derived phytosterol mixture at high yield (22.5%) and purity (94.2%).


Rapid purification of gram quantities of β-sitosterol from a commercial phytosterol mixture.

Srividya N, Heidorn DB, Lange BM - BMC Res Notes (2014)

Structures of phytosterols. Common numbering of carbon atoms shown for stigmasterol (1).
© Copyright Policy - open-access
Related In: Results  -  Collection

License 1 - License 2
Show All Figures
getmorefigures.php?uid=PMC3974218&req=5

Figure 1: Structures of phytosterols. Common numbering of carbon atoms shown for stigmasterol (1).
Mentions: Two general strategies for obtaining gram quantities of individual phytosterols have been pursued. Stigmasterol 1, the most accessible and least expensive phytosterol, can be converted to β-sitosterol 2, a phytosterol commonly used as a model for this class of plant metabolites, by selective hydrogenation or reduction of the Δ22–23 alkene, while protecting the Δ5–6 double bond (Figure 1)[6-8]. Even more cost-effective is the isolation of β-sitosterol from vegetable oils, but obtaining pure metabolites from mixtures containing structurally related phytosterols has been challenging. The simplest isolation approach is based on a series of crystallizations, but the purity of 2 is maximally in the 70% range[6,9-11]. Further purification to >90% purity can be achieved with chromatography over silica gel or Na-Y zeolite, but these protocols require repeated, time-consuming cycles of column purification[12-15]. Here we report a facile and rapid method that combines silica gel and Na-Y zeolite chromatography to afford 2 from a vegetable oil-derived phytosterol mixture at high yield (22.5%) and purity (94.2%).

Bottom Line: An improved method for the rapid purification of β-sitosterol from a commercial phytosterol extract is presented.Fractional crystallization of soybean oil yielded a soluble and an insoluble fraction. β-Sitosterol was purified by silica gel and Na-Y zeolite chromatography.The rapid and cost effective three-step purification described here afforded β-sitosterol in gram quantities with high purity (>92%) and yield (>22%).

View Article: PubMed Central - HTML - PubMed

Affiliation: Institute of Biological Chemistry and M,J, Murdock Metabolomics Laboratory, Washington State University, Pullman, WA 99164, USA. lange-m@wsu.edu.

ABSTRACT

Background: β-Sitosterol, a plant sterol or phytosterol, has commercial uses in the nutraceutical and pharmaceutical industries, but is also employed frequently in biological research. Phytosterols always accumulate as mixtures, and obtaining highly pure β-sitosterol in larger quantities for biological assays has been a challenge.

Findings: An improved method for the rapid purification of β-sitosterol from a commercial phytosterol extract is presented. Fractional crystallization of soybean oil yielded a soluble and an insoluble fraction. β-Sitosterol was purified by silica gel and Na-Y zeolite chromatography.

Conclusion: The rapid and cost effective three-step purification described here afforded β-sitosterol in gram quantities with high purity (>92%) and yield (>22%).

Show MeSH