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新型人参皂苷 MT1 的酶法转鼠李糖基化原人参三醇型人参皂苷 Re 的特征

Characterization of a Novel Ginsenoside MT1 Produced by an Enzymatic Transrhamnosylation of Protopanaxatriol-Type Ginsenosides Re.

机构信息

Department of Biological Sciences, Korea Advanced Institute of Science and Technology, 291 Daehak-Ro, Yuseong-Gu, Daejeon 305-701, Korea.

Intelligent Synthetic Biology Center, 291 Daehak-Ro, Yuseong-Gu, Daejeon 305-701, Korea.

出版信息

Biomolecules. 2020 Mar 31;10(4):525. doi: 10.3390/biom10040525.

Abstract

BACKGROUND

Ginsenosides, triterpene saponins of species, are considered the main active ingredients responsible for various pharmacological activities. Herein, a new protopanaxatriol-type ginsenoside called "ginsenoside MT1" is described; it was accidentally found among the enzymatic conversion products of ginsenoside Re.

METHOD

We analyzed the conversion mechanism and found that recombinant β-glucosidase (MT619) transglycosylated the outer rhamnopyranoside of Re at the C-6 position to glucopyranoside at C-20. The production of MT1 by trans-rhamnosylation was optimized and pure MT1 was obtained through various chromatographic processes.

RESULTS

The structure of MT1 was elucidated based on spectral data: (20S)-3β,6α,12β,20-tetrahydroxydammarene-20-O-[-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside]. This dammarane-type triterpene saponin was confirmed as a novel compound.

CONCLUSION

Based on the functions of ginsenosides with similar structures, we believe that this ginsenoside MT1 may have great potential in the development of nutraceutical, pharmaceutical or cosmeceutical products.

摘要

背景

人参属植物中的三萜皂苷,即人参皂苷,被认为是具有各种药理活性的主要活性成分。在此,描述了一种新的原人参三醇型人参皂苷,称为“人参皂苷 MT1”;它是在人参皂苷 Re 的酶转化产物中偶然发现的。

方法

我们分析了转化机制,发现重组β-葡萄糖苷酶(MT619)在 C-6 位将 Re 的外侧鼠李吡喃糖苷基转化为 C-20 的吡喃葡萄糖苷基。通过各种色谱过程优化了 MT1 的生产,并获得了纯 MT1。

结果

根据光谱数据阐明了 MT1 的结构:(20S)-3β,6α,12β,20-四羟基达玛烷-20-O-[-L-鼠李吡喃糖基(1→2)-β-D-吡喃葡萄糖苷]。这种达玛烷型三萜皂苷被确认为一种新化合物。

结论

基于具有相似结构的人参皂苷的功能,我们认为这种人参皂苷 MT1 可能在营养保健品、药物或化妆品产品的开发方面具有巨大潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e5fd/7226242/2789681af64a/biomolecules-10-00525-g001.jpg

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