Terpestacin and its derivatives: bioactivities and syntheses DOI
Xin Sun,

Yuyue Li,

Huayan Xu

и другие.

Chemistry & Biodiversity, Год журнала: 2024, Номер unknown

Опубликована: Сен. 25, 2024

Terpestacin (1), fusaproliferin (2), and their derivatives are a class of sesterterpenes featured by trans-fused 5/15-membered ring skeleton. There 45 natural products (1, 2, 4-27, 65-83) isolated from various wild fungi (Fusarium sp., Bipolaris sorokiniana, Arthrinium etc.) or genetic mutants via biosynthetic gene clusters mining, 37 (28-64) produced semi-synthetic modifications. These compounds show diverse range important bioactivities such as antivirus, antimicrobial, cytotoxic, phytotoxic, anti-flammatory, brine shrimp lethal activities. To date, two racemic five enantioselective chemical total syntheses 1 (including 2 isomers) have been developed. Over the past decade, number mutants, along with encoding enzymes responsible for producing terpestacin its derivatives, also identified. This review covers literature year 1993, when was firstly discovered, to May 2024, focusing on isomers.

Язык: Английский

Mining coral-derived terpene synthases and mechanistic studies of the coral biflorane synthase DOI Creative Commons
Bao Chen,

Jingjing Mao,

Kangwei Xu

и другие.

Science Advances, Год журнала: 2025, Номер 11(9)

Опубликована: Фев. 26, 2025

Biflorane diterpenoids are unique natural products often seen in marine animals. Recent studies have reported a small number of biflorane synthases. However, the catalytic mechanism and structural basis for formation remain unclear. To address these issues, we conducted genome mining terpene synthases from sea whip coral Paramuricea clavata , resulting discovery synthase Pc TS1. We performed series isotope labeling, crystallography, quantum mechanics/molecular mechanics calculations, mutagenesis toward TS1 to investigate mechanism. Isotopic labeling studies, together with elucidate cascade 1,10-cyclization, 1,3-hydride shift, 1,6-cyclization, 1,2-hydride 2,6-cyclization, cyclopropane ring opening, deprotonation by generated pyrophosphate, forming scaffold. Crystallography, mechanics, confirmed produced different scaffolds. Our work demonstrated formation, elucidated second crystal structure synthase, realized skeleton expansion.

Язык: Английский

Процитировано

1

From Monocyclization to Pentacyclization: A Versatile Plant Cyclase Produces Diverse Sesterterpenes with Anti‐Liver Fibrosis Potential DOI Creative Commons
Kai Guo, Xue Tang, Yanchun Liu

и другие.

Advanced Science, Год журнала: 2025, Номер unknown

Опубликована: Янв. 10, 2025

Abstract A prolific multi‐product sesterterpene synthase CbTPS1 is characterized from the medicinal Brassicaceae plant Capsella bursa‐pastoris . Twenty different sesterterpenes including 16 undescribed compounds, possessing 10 mono‐/di‐/tri‐/tetra‐/penta‐carbocyclic skeletons, unique 15‐membered macrocyclic and 24(15→14)‐ abeo ‐capbuane scaffolds, are isolated structurally elucidated engineered Escherichia coli strains expressing CbTPS1. Site‐directed mutagenesis assisted by molecular dynamics simulations resulted in variant L354 M with up to 13.2‐fold increased production. These diverse products suggest a comprehensive cyclization mechanism for provide compelling evidence initial of geranylfarnesyl diphosphate via crucial monocyclic carbocation. The activities these against liver fibrosis inferred inhibition transforming growth factor‐β/Smad signaling pathway collagen synthesis. findings greatly expand chemical space biological functions new insights into catalytic terpene synthases.

Язык: Английский

Процитировано

0

Review of the Structural Characteristics and Biological Activities of Tricholoma Secondary Metabolites (2018–2023) DOI Creative Commons

Meili Zhao,

Shiqin Yuan,

Zhiming Li

и другие.

Molecules, Год журнала: 2024, Номер 29(19), С. 4719 - 4719

Опубликована: Окт. 5, 2024

are significant medicinal and edible mushrooms within Basidiomycota. Known for their various properties such as anti-tumor, immune regulation, antioxidant effects, they regarded worldwide health foods of the 21st century.

Язык: Английский

Процитировано

1

Hot off the press DOI
Robert A. Hill, Andrew Sutherland

Natural Product Reports, Год журнала: 2024, Номер 41(8), С. 1214 - 1218

Опубликована: Янв. 1, 2024

A personal selection of 32 recent papers is presented covering various aspects current developments in bioorganic chemistry and novel natural products such as nitidane from

Язык: Английский

Процитировано

0

Terpestacin and its derivatives: bioactivities and syntheses DOI
Xin Sun,

Yuyue Li,

Huayan Xu

и другие.

Chemistry & Biodiversity, Год журнала: 2024, Номер unknown

Опубликована: Сен. 25, 2024

Terpestacin (1), fusaproliferin (2), and their derivatives are a class of sesterterpenes featured by trans-fused 5/15-membered ring skeleton. There 45 natural products (1, 2, 4-27, 65-83) isolated from various wild fungi (Fusarium sp., Bipolaris sorokiniana, Arthrinium etc.) or genetic mutants via biosynthetic gene clusters mining, 37 (28-64) produced semi-synthetic modifications. These compounds show diverse range important bioactivities such as antivirus, antimicrobial, cytotoxic, phytotoxic, anti-flammatory, brine shrimp lethal activities. To date, two racemic five enantioselective chemical total syntheses 1 (including 2 isomers) have been developed. Over the past decade, number mutants, along with encoding enzymes responsible for producing terpestacin its derivatives, also identified. This review covers literature year 1993, when was firstly discovered, to May 2024, focusing on isomers.

Язык: Английский

Процитировано

0