Caryophyllene-type sesquiterpenes from the endophytic fungus Pestalotiopsis lespedezae through an OSMAC approach

Xiaoqin Yu; Werner E G Müller; Marian Frank; Ying Gao; Zhiyong Guo; Kun Zou; Peter Proksch; Zhen Liu

doi:10.3389/fmicb.2023.1248896

Caryophyllene-type sesquiterpenes from the endophytic fungus Pestalotiopsis lespedezae through an OSMAC approach

Front Microbiol. 2024 Jan 11:14:1248896. doi: 10.3389/fmicb.2023.1248896. eCollection 2023.

Authors

Xiaoqin Yu^{1

2}, Werner E G Müller³, Marian Frank², Ying Gao², Zhiyong Guo¹, Kun Zou¹, Peter Proksch^{1

2}, Zhen Liu⁴

Affiliations

¹ Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang, China.
² Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-University Duesseldorf, Duesseldorf, Germany.
³ Institute of Physiological Chemistry, Universitätsmedizin der Johannes Gutenberg-Universität Mainz, Mainz, Germany.
⁴ Key Laboratory of Study and Discovery of Small Targeted Molecules of Hunan Province, School of Medicine, Hunan Normal University, Changsha, China.

Abstract

Two new caryophyllene-type sesquiterpenes pestalotiopsins U and V (1 and 2) and three known compounds pestalotiopsin B (7), pestaloporinate B (8), and pestalotiopsin C (9) were isolated by the cultivation of the endophytic fungus Pestalotiopsis lespedezae on solid rice medium, while four additional new caryophyllene pestalotiopsins W-Z (3-6) were obtained when 3.5% NaI was added to the fungal culture medium. The structures of the new compounds were determined by HRESIMS and 1D/2D nuclear magnetic resonance data. Compounds 1-9 were tested for cytotoxicity against the mouse lymphoma cell line L5178Y, but only 6 displayed significant activity with an IC₅₀ value of 2.4 μM.

Keywords: OSMAC approach; Pestalotiopsis lespedezae; caryophyllene-type sesquiterpenes; cytotoxicity; endophytic fungus; pestalotiopsins.

Grants and funding

ZL wants to thank Intra Institutional Open Fund of School of Medicine, Hunan Normal University (KF2022001) for support.