MassIVE MSV000085360

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GNPS - 15_fungal isolates_bioconversion_EGCG

Description

Dark teas are prepared by a microbial fermentation process. Flavan-3-ol B-ring fission analogues (FBRFAs) are some of the key bioactive constituents that characterise dark teas. The microbes and biosynthetic precursors involved in the formation of FBRFAs are not known. Using a unique solid-state fermentation system with beta-cyclodextrin inclusion complexation, as well as targeted chromatographic isolation, non-targeted spectroscopic identification, and Feature-based Molecular Networking (FBMN) on the Global Natural Products Social Molecular Networking (GNPS) web-platform, we reveal that dihydromyricetin and the FBRFAs, including teadenol A and fuzhuanin A, are derived from epigallocatechin gallate upon exposure to fungal strains isolated from Fuzhuan brick tea. In particular the strains from subphylum Pezizomycotina were key drivers for these B-/C-ring oxidation transformations. These are the same transformations seen during the fermentation process of dark teas. These discoveries set the stage to enrich dark teas and other food products for these health promoting constituents. [doi:10.25345/C55X24] [dataset license: CC0 1.0 Universal (CC0 1.0)]

Keywords: flavan-3-ol B-ring fission analogues ; Fuzhuan brick tea ; dark teas ; solid-state fermentation system ; fungi ; inclusion complexation ; epigallocatechin gallate ; bioconversion

Contact

Principal Investigators:
(in alphabetical order)
Tie-Jun Ling, State Key Laboratory of Tea Plant Biology and Utilization, Anhui Agricultural University, China
Submitting User: TJLing

Publications

Miao-Miao Le, Li-Wen Zhong, Zhi-Wei Ren, Mao-Qiang An, Yan-Hua Long, Tie-Jun Ling.
Dynamic Changes in the Microbial Community and Metabolite Profile during the Pile Fermentation Process of Fuzhuan Brick Tea.
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Hao-Fen Xie, Ya-Shuai Kong, Ru-Ze Li, Louis-FĂ©lix Nothias, Alexey V. Melnik, Hong Zhang, Lu-Lu Liu, Ting-Ting An, Rui Liu, Zi Yang, Jia-Ping Ke, Peng Zhang, Guan-Hu Bao, zhongwen Xie, Da-xiang Li, Xiaochun Wan, Qian-Ying Dai, Liang Zhang, Ming Zhao, Mao-Qiang An, Yan-Hua Long, and Tie-Jun Ling.
Feature-Based Molecular Networking Analysis of the Metabolites Produced by in Vitro Solid-State Fermentation Reveals Pathways for the Bioconversion of Epigallocatechin Gallate.
J Agric Food Chem. 2020;10.1021/acs.jafc.0c02983. doi:10.1021/acs.jafc.0c02983.

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GNPS content goes here (MSV000085360 [task=813abdcfc3be4d6bb5a06b2c34a0daf7])
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