Charting the evolution of chemoenzymatic strategies in the syntheses of complex natural products

CN Stout, NM Wasfy, F Chen… - Journal of the American …, 2023 - ACS Publications
Bolstered by recent advances in bioinformatics, genetics, and enzyme engineering, the field
of chemoenzymatic synthesis has enjoyed a rapid increase in popularity and utility. This …

Branching and converging pathways in fungal natural product biosynthesis

X Wei, WG Wang, Y Matsuda - Fungal Biology and Biotechnology, 2022 - Springer
In nature, organic molecules with great structural diversity and complexity are synthesized
by utilizing a relatively small number of starting materials. A synthetic strategy adopted by …

A Chiral-Pool-Based Strategy to Access trans-syn-Fused Drimane Meroterpenoids: Chemoenzymatic Total Syntheses of Polysin, N-Acetyl-polyveoline and the …

F Li, H Renata - Journal of the American Chemical Society, 2021 - ACS Publications
trans-syn-Fused drimane meroterpenoids are unique natural products that arise from contra-
thermodynamic polycyclizations of their polyene precursors. Herein we report the first total …

Discovery of branching meroterpenoid biosynthetic pathways in Aspergillus insuetus: involvement of two terpene cyclases with distinct cyclization modes

J Tang, Y Matsuda - Chemical Science, 2022 - pubs.rsc.org
The aromatic polyketide 3, 5-dimethylorsellinic acid (DMOA) serves as a precursor for many
fungal meroterpenoids. A large portion of DMOA-derived meroterpenoids are …

Unified, Asymmetric Total Synthesis of the Asnovolins and Related Spiromeroterpenoids: A Fragment Coupling Approach

F Yang, JA Porco Jr - Journal of the American Chemical Society, 2022 - ACS Publications
3, 5-Dimethylorsellinic acid (DMOA)-derived spiromeroterpenoids are a unique natural
product family with attractive structures, unconventional stereochemistry, and potent …

Dissection of the catalytic mechanisms of transmembrane terpene cyclases involved in fungal meroterpenoid biosynthesis

J Tang, Y Matsuda - Angewandte Chemie, 2023 - Wiley Online Library
Pyr4‐family terpene cyclases are noncanonical transmembrane terpene cyclases involved
in the biosynthesis of microbial meroterpenoids and catalyze diverse cyclization reactions …

New Trends and Future Opportunities in the Enzymatic Formation of C− C, C− N, and C− O bonds

JJ Sangster, JR Marshall, NJ Turner… - …, 2022 - Wiley Online Library
Organic chemistry provides society with fundamental products we use daily. Concerns about
the impact that the chemical industry has over the environment is propelling major changes …

Enantioselective total synthesis of hyperforin and pyrohyperforin

Y Ji, B Hong, I Franzoni, M Wang… - Angewandte Chemie …, 2022 - Wiley Online Library
Capitalizing on the late‐stage diversification of an essential 1, 3‐diene intermediate, we
describe herein a 9‐step enantioselective total synthesis of (+)‐hyperforin and (+) …

Enantioselective total synthesis of Berkeleyone A and Preaustinoids

Y Zhang, Y Ji, I Franzoni, C Guo, H Jia… - Angewandte Chemie …, 2021 - Wiley Online Library
Herein we report the first enantioselective total synthesis of 3, 5‐dimethylorsellinic acid‐
derived meroterpenoids (−)‐berkeleyone A and its five congeners ((−)‐preaustinoids A, A1 …

A fungal promiscuous UbiA prenyltransferase expands the structural diversity of chrodrimanin-type meroterpenoids

K Zhang, G Zhang, X Hou, C Ma, J Liu, Q Che… - Organic …, 2022 - ACS Publications
Prenyltransferases play important roles in the diversification of natural products and the
improvement of biological activities. A UbiA-type prenyltransferase CdnC with substrate …