How nature incorporates sulfur and selenium into bioactive natural products

X Chen, B Li - Current Opinion in Chemical Biology, 2023 - Elsevier
Living organisms have evolved various strategies to incorporate sulfur and selenium into
bioactive natural products. These chalcogen-containing compounds serve important and …

Epipolythiodioxopiperazine‐Based Natural Products: Building Blocks, Biosynthesis and Biological Activities

EM Huber - ChemBioChem, 2022 - Wiley Online Library
Epipolythiodioxopiperazines (ETPs) are fungal secondary metabolites that share a 2, 5‐
diketopiperazine scaffold built from two amino acids and bridged by a sulfide moiety …

Mechanistic Investigation of the Degradation Pathways of α–β/α–α Bridged Epipolythiodioxopiperazines (ETPs)

D Kurita, H Sato, K Miyamoto… - The Journal of Organic …, 2023 - ACS Publications
Epipolythiodioxopiperazines (ETPs) make up a class of biologically active fungal
metabolites with a transannular disulfide bridge. In this work, we used DFT calculations to …

Unexpected Noremestrin with a Sulfur-Bearing 15-Membered Macrocyclic Lactone from Emericella sp. 1454

Y Chen, T Xiao, S Guo, S Chang, X Xi, B Su… - Organic …, 2023 - ACS Publications
Two previous unreported epipolythiodioxopiperazines of the emestrin family, namely,
noremestrin A (1) and secoemestrin E (2), were successfully isolated from the fungal source …

[HTML][HTML] Overview of structurally homologous flavoprotein oxidoreductases containing the low Mr thioredoxin reductase-like fold–A functionally diverse group

M Hammerstad, HP Hersleth - Archives of biochemistry and biophysics, 2021 - Elsevier
Structural studies show that enzymes have a limited number of unique folds, although
structurally related enzymes have evolved to perform a large variety of functions. In this …

Naturally Occurring Organohalogen Compounds—A Comprehensive Review

GW Gribble - Naturally Occurring Organohalogen Compounds, 2023 - Springer
The present volume is the third in a trilogy that documents naturally occurring
organohalogen compounds, bringing the total number—from fewer than 25 in 1968—to …

New insights into the disulfide bond formation enzymes in epidithiodiketopiperazine alkaloids

H Liu, J Fan, P Zhang, Y Hu, X Liu, SM Li, WB Yin - Chemical Science, 2021 - pubs.rsc.org
Epidithiodiketopiperazines (ETPs) are a group of bioactive fungal natural products and
structurally feature unique transannular disulfide bridges between α, α or α, β carbons …

Isolation of New Colibactin Metabolites from Wild-Type Escherichia coli and In Situ Trapping of a Mature Colibactin Derivative

T Zhou, Y Hirayama, Y Tsunematsu… - Journal of the …, 2021 - ACS Publications
Colibactin is a polyketide-nonribosomal peptide hybrid secondary metabolite that can form
interstrand cross-links in double-stranded DNA. Colibactin-producing Escherichia coli has …

Pretrichodermamide A Biosynthesis Reveals the Hidden Diversity of Epidithiodiketopiperazines

J Fan, H Ran, PL Wei, Y Li, H Liu, SM Li… - Angewandte …, 2023 - Wiley Online Library
Fungal epidithiodiketopiperazines (ETPs) possess large structural diversity and complexity
due to modifications of the cyclodipeptide skeleton. Elucidation of the biosynthetic pathway …

An ortho‐Quinone Methide Mediates Disulfide Migration in the Biosynthesis of Epidithiodiketopiperazines

J Fan, H Ran, PL Wei, Y Li, H Liu… - Angewandte Chemie …, 2023 - Wiley Online Library
The transannular disulfide functions as a key structural element imparting diverse biological
activities to epidithiodiketopiperazines (ETPs). Although mechanisms were proposed in …