Immunosuppressive steroids quadrilisteroids A-C and derivatives from the terrestrial fungus Aspergillus quadrilineatus.

Phytochemistry

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China. Electronic address:

Published: May 2024

AI Article Synopsis

  • Seven new compounds, along with six known ones, were extracted from Aspergillus quadrilineatus, and their structures were determined using advanced techniques like NMR and ECD calculations.
  • Quadrilisteroids A (1) and B (2) featured unique complex ring systems, while quadrilisteroid C (3) had an unusual fused carbocyclic skeleton.
  • Quadrilisteroid C (3) showed strong anti-proliferative effects on B lymphocyte cells, and compound 4 inhibited T lymphocyte cell proliferation, showcasing the compounds' potential biological activities.

Article Abstract

Seven undescribed compounds (1-7) along with six known compounds (8-13) were isolated from Eurotiaceae Aspergillus quadrilineatus. Their structures and absolute configurations were elucidated by NMR, HRESIMS, and ECD calculations. Quadrilisteroids A (1) and B (2) possessed an unprecedented 6/5/6/6/6/5 hexacyclic ring system in conjugation with a highly fused benzene ring, while quadrilisteroid C (3) featured a surprising 6/6/6/5/5-fused carbocyclic skeleton. Quadrilisteroid C (3) exhibited potent inhibitory activity against LPS-induced proliferation of B lymphocyte cells with an IC value of 1.03 μM. Compound 4, demonstrated inhibitory activity against Con A-induced proliferation of T lymphocyte cells with IC values of 6.42 μM.

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Source
http://dx.doi.org/10.1016/j.phytochem.2024.114044DOI Listing

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