Dataset Information

GNPS - 15_fungal isolates_bioconversion_EGCG

ABSTRACT: 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.

INSTRUMENT(S): micrOTOF-Q II, Q Exactive

ORGANISM(S): Trametes Hirsuta (ncbitaxon:5327) Cladosporium Sp. (ncbitaxon:1707700) Cladosporium Tenuissimum (ncbitaxon:70808) Aspergillus Niger (ncbitaxon:5061) Eurotium Cristatum (ncbitaxon:41421) Candida Metapsilosis (ncbitaxon:273372) Penicillium Steckii (ncbitaxon:303698) Penicillium Oxalicum (ncbitaxon:69781) Aspergillus Sp. (ncbitaxon:5065) Bjerkandera Adusta (ncbitaxon:5331) Aspergillus Ochraceus (ncbitaxon:40380) Penicillium Sp. (ncbitaxon:5081)

SUBMITTER: Tie-Jun Ling

PROVIDER: MSV000085360 | GNPS | Sat May 02 03:07:00 BST 2020

REPOSITORIES: GNPS

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Publications

Feature-Based Molecular Networking Analysis of the Metabolites Produced by <i>In Vitro</i> Solid-State Fermentation Reveals Pathways for the Bioconversion of Epigallocatechin Gallate.

Xie Hao-Fen HF Kong Ya-Shuai YS Li Ru-Ze RZ Nothias Louis-Félix LF Melnik Alexey V AV Zhang Hong H Liu Lu-Lu LL An Ting-Ting TT Liu Rui R Yang Zi Z Ke Jia-Ping JP Zhang Peng P Bao Guan-Hu GH Xie Zhong-Wen ZW Li Da-Xiang DX Wan Xiao-Chun XC Dai Qian-Ying QY Zhang Liang L Zhao Ming M An Mao-Qiang MQ Long Yan-Hua YH Ling Tie-Jun TJ

Journal of agricultural and food chemistry 20200715 30

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 characterize dark teas. The precursors and the synthetic mechanism involved in the formation of FBRFAs are not known. Using a unique solid-state fermentation system with β-cyclodextrin inclusion complexation as well as targeted chromatographic isolation, spectroscopic identification, and Feature-based Molecular Networking on the Global Natural ...[more]

PMID: 32618197

Publication: 1/2

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