Neuroprotective azaphilones from a deep-sea derived fungus Penicillium sp. SCSIO41030

Abstract

Ten azaphilones including one pair of new epimers and three new ones, penineulones A–E (1–5) with the same structural core of angular deflectin, were obtained from a deep-sea derived Penicillium sp. SCSIO41030 fermented on a liquid medium. Their structures including absolute configurations were elucidated using chiral-phase HPLC analysis, extensive NMR spectroscopic and HRESIMS data, ECD and NMR calculations, and by comparing NMR data with literature data. Biological assays showed that the azaphilones possessed no antitumor and anti-viral (HSV-1/2) activities at concentrations of 5.0 μM and 20 μM, respectively. In addition, azaphilones 8 and 9 showed neuroprotective effects against Aβ25–35-induced neurotoxicity in primary cultured cortical neurons at a concentration of 10 μM. Azaphilones 8 and 9 dramatically promoted axonal regrowth against Aβ25–35-induced axonal atrophy. Our study indicated that azaphilones could be promising lead compounds for neuroprotection.

Graphical abstract: Neuroprotective azaphilones from a deep-sea derived fungus Penicillium sp. SCSIO41030

Supplementary files

Article information

Article type
Paper
Submitted
09 Apr 2024
Accepted
10 May 2024
First published
10 May 2024

Org. Biomol. Chem., 2024, Advance Article

Neuroprotective azaphilones from a deep-sea derived fungus Penicillium sp. SCSIO41030

W. Chen, J. Jiang, X. Pang, Y. Song, Z. Yang, J. Wang and Y. Liu, Org. Biomol. Chem., 2024, Advance Article , DOI: 10.1039/D4OB00586D

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