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Separation and Bioactive Assay of 25R/S-Spirostanol Saponin Diastereomers from Yucca schidigera Roezl (Mojave) Stems.


ABSTRACT: In order to find a simple, generic, efficient separation method for 25R/S-spirostanol saponin diastereomers, the liquid chromatographic retention behaviors of C12 carbonylation and C12 unsubstituted 25R/S-spirostanol saponin diastereomers on different stationary phases (C₈, C18, C30 columns) and different mobile phases (MeOH-1% CH₃COOH and CH₃CN-1% CH₃COOH) were investigated. A C30 column was firstly found to offer the highest efficiency for the separation of this kind of diastereomers than C₈ and C18 columns. Meanwhile, the analysis results indicated that both CH₃CN-1% CH₃COOH and MeOH-1% CH₃COOH eluate systems were selective for C12 unsubstituted 25R/S-spirostanol saponin diastereomers, while MeOH-1% CH₃COOH possessed better selectivity for C12 carbonylation ones. Using the abovementioned analysis method, six pairs of 25R/S-spirostanol saponin diastereomers 1a⁻6a and 1b⁻6b from Yuccaschidigera Roezl (Mojave) were isolated successfully by using HPLC on C30 column for the first time. Among them, three pairs were new ones, named as (25R)-Yucca spirostanoside E₁ (1a), (25S)-Yucca spirostanoside E₁ (1b), (25R)-Yucca spirostanoside E₂ (2a), (25S)-Yucca spirostanoside E₂ (2b), (25R)-Yucca spirostanoside E₃ (3a), (25S)-Yucca spirostanoside E₃ (3b), respectively. Moreover, 3a, 5a, 6a, 3b⁻6b showed strong inhibitory activities on the growth of SW620 cell lines with the IC50 values of 12.02⁻69.17 μM.

SUBMITTER: Qu L 

PROVIDER: S-EPMC6222657 | biostudies-literature | 2018 Oct

REPOSITORIES: biostudies-literature

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Separation and Bioactive Assay of 25<i>R</i>/<i>S</i>-Spirostanol Saponin Diastereomers from <i>Yucca schidigera</i> Roezl (Mojave) Stems.

Qu Lu L   Ruan Jingya J   Wu Song S   Huang Peijian P   Yan Jiejing J   Yu Haiyang H   Zhang Yi Y   Wang Tao T  

Molecules (Basel, Switzerland) 20181008 10


In order to find a simple, generic, efficient separation method for 25<i>R</i>/<i>S</i>-spirostanol saponin diastereomers, the liquid chromatographic retention behaviors of C<sub>12</sub> carbonylation and C<sub>12</sub> unsubstituted 25<i>R</i>/<i>S</i>-spirostanol saponin diastereomers on different stationary phases (C₈, C<sub>18</sub>, C<sub>30</sub> columns) and different mobile phases (MeOH-1% CH₃COOH and CH₃CN-1% CH₃COOH) were investigated. A C<sub>30</sub> column was firstly found to offe  ...[more]

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