Chalasoergodimers A-E, heterodimers with multiple polymerization modes from a marine-derived Chaetomium sp. fungus

doi:10.1007/s13659-025-00544-5

Natural Products and Bioprospecting ›› 2025, Vol. 15 ›› Issue (6): 62-62.DOI: 10.1007/s13659-025-00544-5

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Chalasoergodimers A-E, heterodimers with multiple polymerization modes from a marine-derived Chaetomium sp. fungus

Ze-Hong Lin¹, Han-Wen Shan^1,2, Li-Kun Yang³, Tian-Tian Sun¹, Li-Ying He^1,2, Hui-Fang Du¹, Ya-Hui Zhang³, Shan Liu¹, Xu Wang¹, Du-Qiang Luo³, Fei Cao¹

1. College of Pharmaceutical Sciences, Key Laboratory of Medicinal Chemistry and Molecular Diagnostics of Education Ministry of China, State Key Laboratory of New Pharmaceutical Preparations and Excipients, Hebei University, Baoding, 071002, People’s Republic of China;
2. Zhejiang Fonow Medicine Co., Ltd, Dongyang, 322106, People’s Republic of China;
3. College of Life Sciences, Hebei University, Baoding, 071002, People’s Republic of China

Received:2025-07-10 Online:2026-01-12
Contact: Li-Kun Yang Email:E-mail:yanglikun@hbu.edu.cn
Supported by:
This work was funded by the Yanzhao Golden Platform Talent Gathering Plan of Hebei Province (No. B2024005016), the Natural Science Foundation of Hebei Province of China (No. H2020201298), the Hebei University Research and Innovation Team (No. IT2023C1), the Excellent Youth Research Innovation Team of Hebei University (No. QNTD202406), the High Performance Computer Center of Hebei University.

Chalasoergodimers A-E, heterodimers with multiple polymerization modes from a marine-derived Chaetomium sp. fungus

Ze-Hong Lin¹, Han-Wen Shan^1,2, Li-Kun Yang³, Tian-Tian Sun¹, Li-Ying He^1,2, Hui-Fang Du¹, Ya-Hui Zhang³, Shan Liu¹, Xu Wang¹, Du-Qiang Luo³, Fei Cao¹

1. College of Pharmaceutical Sciences, Key Laboratory of Medicinal Chemistry and Molecular Diagnostics of Education Ministry of China, State Key Laboratory of New Pharmaceutical Preparations and Excipients, Hebei University, Baoding, 071002, People’s Republic of China;
2. Zhejiang Fonow Medicine Co., Ltd, Dongyang, 322106, People’s Republic of China;
3. College of Life Sciences, Hebei University, Baoding, 071002, People’s Republic of China

通讯作者: Li-Kun Yang Email:E-mail:yanglikun@hbu.edu.cn
作者简介:Du-Qiang Luo Email:E-mail:duqiangluo@hbu.edu.cn;Fei Cao Email:E-mail:caofei542927001@163.com
基金资助:
This work was funded by the Yanzhao Golden Platform Talent Gathering Plan of Hebei Province (No. B2024005016), the Natural Science Foundation of Hebei Province of China (No. H2020201298), the Hebei University Research and Innovation Team (No. IT2023C1), the Excellent Youth Research Innovation Team of Hebei University (No. QNTD202406), the High Performance Computer Center of Hebei University.

Abstract

Abstract: Five new heterodimers, chalasoergodimers A-E (1-5), and three known heterodimers (6-8), along with four chaetoglobosin monomers (9-12), were isolated from a marine-derived Chaetomium sp. fungus. The structures of new compounds 1-5 were elucidated by HRESIMS, NMR, chemical calculated ¹³C NMR and ECD methods. Among them, compound 1 was derived from C-2' substitution of chaetoglobosin Fex (9) with ergosta-4,6,8(14),22-tetraen-3β-ol, representing a new dimerization mode among chaetoglobosin-ergosterol derivative hybrids. Compound 2 featured substitution at NH-1' and constituted the first example of this dimeric type bearing an R-configuration at C-3''. Compounds 3-5 were formed via a Diels-Alder cycloaddition between chaetoglobosins and 14-dehydroergosterol. Furthermore, it was revealed that compound 9-12 exhibited the significant cytotoxic activity against the human non-small cell lung cancer cell (A549), with compound?12 showing the most potent effect at an IC₅₀ of 5.14 μM.

Key words: Marine-derived fungus, Chaetomium sp., Chaetoglobosin, Cytotoxic activity

摘要： Five new heterodimers, chalasoergodimers A-E (1-5), and three known heterodimers (6-8), along with four chaetoglobosin monomers (9-12), were isolated from a marine-derived Chaetomium sp. fungus. The structures of new compounds 1-5 were elucidated by HRESIMS, NMR, chemical calculated ¹³C NMR and ECD methods. Among them, compound 1 was derived from C-2' substitution of chaetoglobosin Fex (9) with ergosta-4,6,8(14),22-tetraen-3β-ol, representing a new dimerization mode among chaetoglobosin-ergosterol derivative hybrids. Compound 2 featured substitution at NH-1' and constituted the first example of this dimeric type bearing an R-configuration at C-3''. Compounds 3-5 were formed via a Diels-Alder cycloaddition between chaetoglobosins and 14-dehydroergosterol. Furthermore, it was revealed that compound 9-12 exhibited the significant cytotoxic activity against the human non-small cell lung cancer cell (A549), with compound?12 showing the most potent effect at an IC₅₀ of 5.14 μM.

关键词: Marine-derived fungus, Chaetomium sp., Chaetoglobosin, Cytotoxic activity

Ze-Hong Lin, Han-Wen Shan, Li-Kun Yang, Tian-Tian Sun, Li-Ying He, Hui-Fang Du, Ya-Hui Zhang, Shan Liu, Xu Wang, Du-Qiang Luo, Fei Cao. Chalasoergodimers A-E, heterodimers with multiple polymerization modes from a marine-derived Chaetomium sp. fungus[J]. Natural Products and Bioprospecting, 2025, 15(6): 62-62.

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Chalasoergodimers A-E, heterodimers with multiple polymerization modes from a marine-derived Chaetomium sp. fungus

Chalasoergodimers A-E, heterodimers with multiple polymerization modes from a marine-derived Chaetomium sp. fungus

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