Issue 11, 2024

Lignans and [11]-chaetoglobosins from Pseudeurotium bakeri and their immunosuppressive activity

Abstract

Two previously unreported lignans (1–2) and four undescribed [11]-chaetoglobosins (3–6) were obtained from the culture extract of an endophytic fungus Pseudeurotium bakeri P1-1-1. Their structures with absolute configurations were determined by spectroscopic data analysis, single-crystal X-ray diffraction, electronic circular dichroism (ECD) calculations, the modified Mosher's method, and Mo2(OAc)4-induced electronic circular dichroism (ICD) experiments. Compounds 5 and 6 showed moderate cytotoxic effects against seven human cancer cell lines. Compounds 2–4 exhibited immunosuppressive activities on concanavalin A-induced T cell proliferation with IC50 values of 3.7, 3.4, and 14.5 μM, and on lipopolysaccharide-induced B cell proliferation with IC50 values of 4.1, 3.9, and 14.2 μM, respectively. Further investigation revealed that 2 and 3 induced apoptosis in activated T cells in a dose-dependent manner.

Graphical abstract: Lignans and [11]-chaetoglobosins from Pseudeurotium bakeri and their immunosuppressive activity

Supplementary files

Article information

Article type
Paper
Submitted
27 Dec 2023
Accepted
16 Feb 2024
First published
21 Feb 2024

Org. Biomol. Chem., 2024,22, 2271-2278

Lignans and [11]-chaetoglobosins from Pseudeurotium bakeri and their immunosuppressive activity

F. Duan, C. Qin, Z. Sang, X. Wei and H. Ruan, Org. Biomol. Chem., 2024, 22, 2271 DOI: 10.1039/D3OB02109B

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements