2. Academic Validation
  3. Rogersonins C-F, 9 H-Imidazo[2,1- i]purine-Incorporating Adenine-Polyketide Hybrids from an Ophiocordyceps-Associated Clonostachys rogersoniana

Rogersonins C-F, 9 H-Imidazo[2,1- i]purine-Incorporating Adenine-Polyketide Hybrids from an Ophiocordyceps-Associated Clonostachys rogersoniana

  • J Nat Prod. 2024 Jun 28;87(6):1618-1627. doi: 10.1021/acs.jnatprod.4c00266.
Xintong Hou 1,  Ruikun Wang 1,  Chunyan Zhang 1,  Yang Xu 1,  Shuaiming Zhu 2,  Yang Zhang 2,  Xingzhong Liu 3,  Yongsheng Che 1
Affiliations

Affiliations

  • 1 State Key Laboratory of Bioactive Substance & Function of Natural Medicines, Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050, People's Republic of China.
  • 2 State Key Laboratory of Toxicology & Medical Countermeasures, Beijing Institute of Pharmacology & Toxicology, Beijing 100850, People's Republic of China.
  • 3 Department of Microbiology, College of Life Sciences, Nankai University, Tianjin 300071, People's Republic of China.
PMID: 38887968 DOI: 10.1021/acs.jnatprod.4c00266
Abstract

Rogersonins C-F (1-4), four unprecedented adenine-polyketide hybrids featuring a rare 9H-imidazo[2,1-i]purine (1,N6-ethenoadenine) moiety, were isolated from an Ophiocordyceps-associated fungus, Clonostachys rogersoniana. Their structures were elucidated primarily by NMR experiments. The absolute configurations of 1-4 were assigned by a combination of the modified Mosher method, chemical degradation, electronic circular dichroism (ECD) calculations, and X-ray crystallography using Cu Kα radiation. Compound 3 downregulated the expression of PD-L1 protein in MDA-MB-231 and A549 cells, but did not show detectable effect on mRNA transcription of the PD-L1-encoding gene CD274.

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