1. Academic Validation
  2. Cytotoxic Ergosteroids from a Strain of the Fungus Talaromyces adpressus

Cytotoxic Ergosteroids from a Strain of the Fungus Talaromyces adpressus

  • J Nat Prod. 2023 Sep 22;86(9):2081-2090. doi: 10.1021/acs.jnatprod.3c00089.
Meijia Zheng 1 Yang Xiao 1 Qin Li 1 Yixin Lai 1 Bingbing Dai 1 Mi Zhang 1 Xin Kang 1 Qingyi Tong 1 Jianping Wang 1 Chunmei Chen 1 Hucheng Zhu 1 Yonghui Zhang 1
Affiliations

Affiliation

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

Nine new ergosteroids (1-9) and seven known ones (10-16) were isolated from Talaromyces adpressus. Their structures and absolute configurations were determined by the interpretation of NMR spectroscopic data, HRESIMS, ECD calculations, and single-crystal X-ray diffraction analyses. Structurally, compound 1 was an ergosteroid with two epoxy and a 3α-OH group at ring A, while compounds 8 and 9 had a contracted ring A with a peroxy bridge between C-3 and C-9, which were reported for the first time. Compounds 2-6, 9, 11, and 15 displayed cytotoxic activities with IC50 values ranging from 0.4 to 32 μM, and compound 7 exhibited an immunosuppressive effect against LPS-induced B lymphocyte proliferation with an IC50 value of 8.6 μM. The structure-activity relationships of these compounds are briefly discussed.

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