New sesquiterpenoids with anti-inflammatory effects from phytopathogenic fungus Bipolaris sorokiniana 11134

doi:10.1007/s13659-025-00508-9

应用天然产物 ›› 2025, Vol. 15 ›› Issue (3): 29-29.DOI: 10.1007/s13659-025-00508-9

New sesquiterpenoids with anti-inflammatory effects from phytopathogenic fungus Bipolaris sorokiniana 11134

Qiang Yin¹, Jianying Han^1,2,3, Guixiang Yang¹, Zhijun Song⁴, Keke Zou¹, Kangjie Lv¹, Zexu Lin¹, Lei Ma¹, Miaomiao Liu², Yunjiang Feng², Ronald J. Quinn², Tom Hsiang⁵, Lixin Zhang¹, Xueting Liu¹, Guoliang Zhu¹, Jingyu Zhang¹

1. State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai, 200237, China;
2. Griffith Institute for Drug Discovery, Griffith University, Brisbane, QLD, Australia;
3. Institute for Molecular Bioscience, The University of Queensland, St. Lucia, QLD, 4072, Australia;
4. Chinese Academy of Sciences, Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences, Beijing, China;
5. School of Environmental Sciences, University of Guelph, Guelph, ON, N1G 2W1, Canada

收稿日期:2025-01-13 接受日期:2025-03-27 出版日期:2025-06-24 发布日期:2025-06-18
通讯作者: Guoliang Zhu Email:E-mail:zhuguoliang@ecust.edu.cn;Jingyu Zhang Email:E-mail:zhangjingyu@ecust.edu.cn
基金资助:
This study was funded by National Key Research and Development Program of China (2019YFA0906200, 2020YFA0907200); National Natural Science Foundation of China (31430002, 31720103901, 32121005, 21977029); Shanghai Rising-Star Program (20QA1402800); Open Project Funding of the State Key Laboratory of Bioreactor Engineering (B18022); Shanghai Science and Technology Commission (18 JC1411900); Shanghai Sci-Tech Inno Center for Infection & Immunity (SSIII-2024 A02).

New sesquiterpenoids with anti-inflammatory effects from phytopathogenic fungus Bipolaris sorokiniana 11134

1. State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai, 200237, China;
2. Griffith Institute for Drug Discovery, Griffith University, Brisbane, QLD, Australia;
3. Institute for Molecular Bioscience, The University of Queensland, St. Lucia, QLD, 4072, Australia;
4. Chinese Academy of Sciences, Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences, Beijing, China;
5. School of Environmental Sciences, University of Guelph, Guelph, ON, N1G 2W1, Canada

Received:2025-01-13 Accepted:2025-03-27 Online:2025-06-24 Published:2025-06-18
Supported by:
This study was funded by National Key Research and Development Program of China (2019YFA0906200, 2020YFA0907200); National Natural Science Foundation of China (31430002, 31720103901, 32121005, 21977029); Shanghai Rising-Star Program (20QA1402800); Open Project Funding of the State Key Laboratory of Bioreactor Engineering (B18022); Shanghai Science and Technology Commission (18 JC1411900); Shanghai Sci-Tech Inno Center for Infection & Immunity (SSIII-2024 A02).

摘要/Abstract

摘要： Sesquiterpenoids represent a structurally diverse class of natural products widely recognized for their ecological significance and pharmacological potential, including antimicrobial, anti-inflammatory, and anticancer properties. As part of our efforts to explore bioactive secondary metabolites from phytopathogenic fungi, we conducted a molecular networking-based analysis of Bipolaris sorokiniana isolate BS11134, which was fermented on a rice medium. This analysis led to the identification of three new seco-sativene-type sesquiterpenoids (1-3) and seven known analogues (4-10), with the NMR data of compound 4 being reported for the first time. The structures of these compounds were elucidated using HR-ESI-MS and extensive spectroscopic data analysis. Notably, compound 9 significantly inhibited nitrous oxide expression in lipopolysaccharide (LPS)-treated RAW264.7 cells in vitro (inhibition rate: 84.7±1.7% at 10 μM), while compound 1 (10 μM) showed a weak inhibitory effect (inhibition rate=28.0±2.4%). Additionally, we proposed a biosynthetic pathway for these compounds. This study not only expands the chemical space of the helminthoporene class of molecules but also underscores the untapped potential of phytopathogenic fungi as promising sources of structurally unique and biologically active natural products.

关键词: Phytopathogenic fungi, Bipolaris sorokiniana 11134, Sesquiterpenoid, Anti-inflammatory

Abstract: Sesquiterpenoids represent a structurally diverse class of natural products widely recognized for their ecological significance and pharmacological potential, including antimicrobial, anti-inflammatory, and anticancer properties. As part of our efforts to explore bioactive secondary metabolites from phytopathogenic fungi, we conducted a molecular networking-based analysis of Bipolaris sorokiniana isolate BS11134, which was fermented on a rice medium. This analysis led to the identification of three new seco-sativene-type sesquiterpenoids (1-3) and seven known analogues (4-10), with the NMR data of compound 4 being reported for the first time. The structures of these compounds were elucidated using HR-ESI-MS and extensive spectroscopic data analysis. Notably, compound 9 significantly inhibited nitrous oxide expression in lipopolysaccharide (LPS)-treated RAW264.7 cells in vitro (inhibition rate: 84.7±1.7% at 10 μM), while compound 1 (10 μM) showed a weak inhibitory effect (inhibition rate=28.0±2.4%). Additionally, we proposed a biosynthetic pathway for these compounds. This study not only expands the chemical space of the helminthoporene class of molecules but also underscores the untapped potential of phytopathogenic fungi as promising sources of structurally unique and biologically active natural products.

Key words: Phytopathogenic fungi, Bipolaris sorokiniana 11134, Sesquiterpenoid, Anti-inflammatory

Qiang Yin, Jianying Han, Guixiang Yang, Zhijun Song, Keke Zou, Kangjie Lv, Zexu Lin, Lei Ma, Miaomiao Liu, Yunjiang Feng, Ronald J. Quinn, Tom Hsiang, Lixin Zhang, Xueting Liu, Guoliang Zhu, Jingyu Zhang. New sesquiterpenoids with anti-inflammatory effects from phytopathogenic fungus Bipolaris sorokiniana 11134[J]. 应用天然产物, 2025, 15(3): 29-29.

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New sesquiterpenoids with anti-inflammatory effects from phytopathogenic fungus Bipolaris sorokiniana 11134

New sesquiterpenoids with anti-inflammatory effects from phytopathogenic fungus Bipolaris sorokiniana 11134

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