American Chemical Society
np4c00266_si_001.pdf (2.66 MB)

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

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journal contribution
posted on 2024-06-18, 09:11 authored by Xintong Hou, Ruikun Wang, Chunyan Zhang, Yang Xu, Shuaiming Zhu, Yang Zhang, Xingzhong Liu, Yongsheng Che
Rogersonins C–F (14), 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 14 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.