Eutypellaolides A-J, Sesquiterpene diversity expansion of the polar fungus Eutypella sp. D-1

Zhe Ning; Bo Hu; Yuan-Yuan Sun; Jin-Feng Ding; Xiang-Ying Han; Xiao-Ling Lu; Zi-Fei Yin; Ying He; Bing-Hua Jiao; Hao-Bing Yu; Xiao-Yu Liu

doi:10.3389/fmicb.2024.1349151

Eutypellaolides A-J, Sesquiterpene diversity expansion of the polar fungus Eutypella sp. D-1

Front Microbiol. 2024 Jan 25:15:1349151. doi: 10.3389/fmicb.2024.1349151. eCollection 2024.

Authors

Zhe Ning^#¹, Bo Hu^#¹, Yuan-Yuan Sun¹, Jin-Feng Ding¹, Xiang-Ying Han¹, Xiao-Ling Lu², Zi-Fei Yin³, Ying He¹, Bing-Hua Jiao², Hao-Bing Yu¹, Xiao-Yu Liu¹

Affiliations

¹ Department of Marine Biomedicine and Polar Medicine, Naval Medical Center of PLA, Naval Medical University, Shanghai, China.
² Department of Biochemistry and Molecular Biology, College of Basic Medical Sciences, Naval Medical University, Shanghai, China.
³ School of Traditional Chinese Medicine, Naval Medical University, Shanghai, China.

^# Contributed equally.

Abstract

Eight new 12,8-eudesmanolide sesquiterpenes, eutypellaolides A-H (1-8), and two new eudesmane-type sesquiterpenes, eutypellaolides I-J (9-10), along with four known 12,8-eudesmanolide compounds 11-14, were isolated from the culture extract of the polar fungus Eutypella sp. D-1 by one strain many compounds (OSMAC) approach. The structures of these compounds were determined through comprehensive spectroscopic data and experimental and calculated ECD analysis. Antibacterial, immunosuppressive, and PTP1B inhibition activities of these compounds were evaluated. Compounds 1 and 11 exhibited strong inhibitory activities against Bacillus subtilis and Staphylococcus aureus, with each showing an MIC value of 2 μg/mL. Compound 9 displayed weak immunosuppressive activity against ConA-induced T-cell proliferation with an inhibitory rate of 61.7% at a concentration of 19.8 μM. Compounds 5, 11, and 14 exhibited weak PTP1B inhibition activities with IC₅₀ values of 44.8, 43.2, and 49.5 μM, respectively.

Keywords: Eutypella sp.; OSMAC approach; PTP1B inhibition activity; polar fungus; sesquiterpene.

Grants and funding

The author(s) declare financial support was received for the research, authorship, and/or publication of this article. This research was financially supported by the National Key Research and Development Project (Nos. 2022YFC2804500 and 2022YFC2804105).