2. Academic Validation
  3. Phenylhydrazone Alkaloids from the Deep-Sea Cold Seep Derived Fungus Talaromyces amestolkiae HDN21-0307

Phenylhydrazone Alkaloids from the Deep-Sea Cold Seep Derived Fungus Talaromyces amestolkiae HDN21-0307

  • J Nat Prod. 2024 May 24;87(5):1407-1415. doi: 10.1021/acs.jnatprod.4c00132.
Jiajin Wu 1,  Wenxue Wang 1,  Yuhuan Yang 1,  Mudassir Shah 1,  Jixing Peng 2,  Luning Zhou 1,  Guojian Zhang 1 3,  Qian Che 1,  Jing Li 1 4,  Tianjiao Zhu 1 4,  Dehai Li 1 3 4
Affiliations

Affiliations

  • 1 School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, People's Republic of China.
  • 2 Key Laboratory of Testing and Evaluation for Aquatic Product Safety and Quality, Ministry of Agriculture and Rural Affairs, Yellow Sea Fisheries Research Institute, Chinese Academy of Fishery Sciences, Qingdao 266071, People's Republic of China.
  • 3 Laboratory for Marine Drugs and Bioproducts, Qingdao Marine Science and Technology Center, Qingdao 266237, People's Republic of China.
  • 4 Sanya Oceanographic Institute, Ocean University of China, Sanya 572025, People's Republic of China.
PMID: 38662578 DOI: 10.1021/acs.jnatprod.4c00132
Abstract

Alkaloids with a phenylhydrazone architecture are rarely found in nature. Four unusual phenylhydrazone Alkaloids named talarohydrazones A-D (1-4) were isolated from the deep-sea cold seep derived fungus Talaromyces amestolkiae HDN21-0307 using the one strain-many compounds (OSMAC) approach and MS/MS-based molecular networking (MN) combined with network annotation propagation (NAP) and the unsupervised substructure annotation method MS2LDA. Their structures were elucidated by spectroscopic data analysis, single-crystal X-ray diffraction, and quantum chemical calculations. Talarohydrazone A (1) possessed an unusual skeleton combining 2,4-pyridinedione and phenylhydrazone. Talarohydrazone B (2) represents the first natural phenylhydrazone-bearing azadophilone. Bioactivity evaluation revealed that compound 1 exhibited cytotoxic activity against NCI-H446 cells with an IC50 value of 4.1 μM. In addition, compound 1 displayed weak Antibacterial activity toward Staphylococcus aureus with an MIC value of 32 μg/mL.

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