Separation of Alkaloids Extracted from Stephania Tetranda S. Moore by Analytical High-Speed Countercurrent Chromatography

Zhang, T.-Y.; Pannell, Lewis K.; Cai, D.-G.; Ito, Yoichiro

doi:10.1080/01483918808076728

Cited by 20 publications

(2 citation statements)

References 3 publications

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“…The two-phase solvent system containing n-hexane-ethyl acetatemethanol -water (1:1:1:1, v/v/v/v) was a versatile system, which was used to separate diterpenoids, [18] coumarins, [19] isoflavones, [20] alkaloids, [21] and mevinolinic acid. [22] However, this system was not suitable for separation of components 3 and 4 in the leaves of Diospyros kaki, because the two components were mainly partitioned in the upper phase and the separation time would be too long, and the HSCCC peak will be extended seriously.…”

Section: Hsccc Solvent Systemmentioning

confidence: 99%

Single‐Step Preparative Separation of Barbinervic Acid and its Epimer (Rotungenic Acid), Along with Two Other Pentacyclic Triterpene Acids from the Leaves of Diospyros kaki Using HSCCC

Fan

2006

Journal of Liquid Chromatography & Related Technologies

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The leaf of Diospyros kaki is a traditional Chinese medicine, which has been used for treatment of stroke or syndrome and as a hypotensive drug. The pentacyclic triterpene acids, isolated from the leaves of Diospyros kaki, are their main bioactive compounds, which are very difficult and tedious to be obtained by conventional chromatography methods, especially for the separation of barbinervic acid and its epimer (rotungenic acid). In the present report, for the first time a one step preparative high speed countercurrent chromatography (HSCCC, with a 1000 mL coil column) method was developed for the separation and purification of four bioactive pentacyclic triterpene acids from this plant with a solvent system composed of n-hexane -ethyl acetate-methanol -water (3:6:4:2, v/v/v/v). In a single operation, 49.6 mg of barbinervic acid (3a,19a,24-trihydroxy-urs-12-en-28-oic acid) and its epimer, 32.2 mg of rotungenic acid (3b,19a,24-trihydroxy-urs-12-en-28-oic acid) along with 11.0 mg of 24-hydroxy ursolic acid (3b,24-dihydroxy-urs-12-en-28-oic acid), which was reported for the first time from the leaves of Diospyros kaki, and 18.0 mg of ursolic acid (3b-hydroxy-urs-12-en-28-oic acid) were obtained from 750.0 mg of the extract of the leaves of Diospyros kaki. The chemical structure of the four compounds was elucidated by EI-MS, ESI-MS, 1 H NMR, and 13 C NMR.

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Section: Hsccc Solvent Systemmentioning

confidence: 99%

Single‐Step Preparative Separation of Barbinervic Acid and its Epimer (Rotungenic Acid), Along with Two Other Pentacyclic Triterpene Acids from the Leaves of Diospyros kaki Using HSCCC

Fan

2006

Journal of Liquid Chromatography & Related Technologies

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“…When n-hexane : ethyl acetate :methanol : water (3:7:5:5) was used (flow-rate 1 mL/min at 1800 rpm), pumping lower phase into the head end of the column led to the elution of cyclanoline and fangchinoline in 70 min. In order to elute tetrandrine, upper phase had to be pumped in the reversed direction (Zhang et al, 1988e).…”

Section: Alkaloidsmentioning

confidence: 99%

Centrifugal partition chromatography in the separation of natural products

Marston

Slacanin

Hostettmann

1990

Phytochemical Analysis

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Recent innovations in liquid/liquid chromatographic techniques have led to a resurgence of interest in their use for the separation of natural products. Commercially available instruments which rely on centrifugal acceleration to speed up separation times are based either on a battery of cartridges or on a rotating multilayer coil and can be employed either as analytical tools or for preparative purposes. While solvent consumption is low, milligram to gram quantities are capable of being separated. Aqueous and non‐aqueous two‐phase solvent systems are compatible with these techniques and numerous applications involving simple and complex mixtures of natural products, both polar and non‐polar, have been demonstrated.

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Counter-current chromatography using hexane/surfactant-containing water solvent systems

Shen

Boon

Chang

et al. 2006

Journal of Chromatography A

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Separation of Alkaloids Extracted from Stephania Tetranda S. Moore by Analytical High-Speed Countercurrent Chromatography

Cited by 20 publications

References 3 publications

Single‐Step Preparative Separation of Barbinervic Acid and its Epimer (Rotungenic Acid), Along with Two Other Pentacyclic Triterpene Acids from the Leaves of Diospyros kaki Using HSCCC

Single‐Step Preparative Separation of Barbinervic Acid and its Epimer (Rotungenic Acid), Along with Two Other Pentacyclic Triterpene Acids from the Leaves of Diospyros kaki Using HSCCC

Centrifugal partition chromatography in the separation of natural products

Counter-current chromatography using hexane/surfactant-containing water solvent systems

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