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Biotransformation of natural polyacetylene in red ginseng by Chaetomium globosum.


ABSTRACT: Background:Fermentation has been shown to improve the biological properties of plants and herbs. Specifically, fermentation causes decomposition and/or biotransformation of active metabolites into high-value products. Polyacetylenes are a class of polyketides with a pleiotropic profile of bioactivity. Methods:Column chromatography was used to isolate compounds, and extensive NMR experiments were used to determine their structures. The transformation of polyacetylene in red ginseng (RG) and the production of cazaldehyde B induced by the extract of RG were identified by TLC and HPLC analyses. Results:A new metabolite was isolated from RG fermented by Chaetomium globosum, and this new metabolite can be obtained by the biotransformation of polyacetylene in RG. Panaxytriol was found to exhibit the highest antifungal activity against C. globosum compared with other major ingredients in RG. The fungus C. globosum cultured in RG extract can metabolize panaxytriol to Metabolite A to survive, with no antifungal activity against itself. Metabolites A and B showed obvious inhibition against NO production, with ratios of 42.75 ± 1.60 and 63.95 ± 1.45% at 50 ?M, respectively. A higher inhibitory rate on NO production was observed for Metabolite B than for a positive drug. Conclusion:Metabolite A is a rare example of natural polyacetylene biotransformation by microbial fermentation. This biotransformation only occurred in fermented RG. The extract of RG also stimulated the production of a new natural product, cazaldehyde B, from C. globosum. The lactone in Metabolite A can decrease the cytotoxicity, which was deemed to be the intrinsic activity of polyacetylene in ginseng.

SUBMITTER: Wang BY 

PROVIDER: S-EPMC7655485 | biostudies-literature | 2020 Nov

REPOSITORIES: biostudies-literature

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Biotransformation of natural polyacetylene in red ginseng by <i>Chaetomium globosum</i>.

Wang Bang-Yan BY   Yang Xue-Qiong XQ   Hu Ming M   Shi Li-Jiao LJ   Yin Hai-Yue HY   Wu Ya-Mei YM   Yang Ya-Bin YB   Zhou Hao H   Ding Zhong-Tao ZT  

Journal of ginseng research 20190703 6


<h4>Background</h4>Fermentation has been shown to improve the biological properties of plants and herbs. Specifically, fermentation causes decomposition and/or biotransformation of active metabolites into high-value products. Polyacetylenes are a class of polyketides with a pleiotropic profile of bioactivity.<h4>Methods</h4>Column chromatography was used to isolate compounds, and extensive NMR experiments were used to determine their structures. The transformation of polyacetylene in red ginseng  ...[more]

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