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New diarylcyclopentenone enantiomers and biphenyl derivatives from the fungus Talaromyces adpressus
Bioorganic Chemistry ( IF 5.1 ) Pub Date : 2024-03-09 , DOI: 10.1016/j.bioorg.2024.107280
Meijia Zheng , Yongqi Li , Hong Liao , Chenxi Zhou , Qin Li , Chunmei Chen , Weiguang Sun , Yonghui Zhang , Hucheng Zhu

Ten new compounds, including three pairs of diarylcyclopentenone enantiomers (±) talaromycesins A−C (–) and four biphenyl derivatives talaromycesins D−G (–), along with four known compounds (–), were isolated from the fungus . Their structures were determined by analyses of extensive NMR spectroscopic and HRESIMS data, and their absolute configurations were elucidated by the dimolybdenum tetraacetate [Mo(AcO)]-induced ECD spectra, X-ray crystallographic studies, and ECD calculations. These new compounds were evaluated for their immunosuppressive activities for the first time, and compound probably exerted liver-protective and anti-inflammatory effects on Con A-induced AIH by decreasing the levels of inflammatory cytokines, modulating immune homeostasis, and decreasing hepatocyte apoptosis, which may become a potential drug for the treatment of autoimmune diseases.

中文翻译:

来自真菌 Talaromyces adpressus 的新型二芳基环戊烯酮对映体和联苯衍生物

从真菌中分离出十种新化合物,包括三对二芳基环戊烯酮对映体 (±) 踝节菌素 A−C (–) 和四种联苯衍生物踝节菌素 D−G (–),以及四种已知化合物 (–)。它们的结构是通过分析大量的 NMR 光谱和 HRESIMS 数据确定的,它们的绝对构型是通过四乙酸二钼 [Mo(AcO)] 诱导的 ECD 光谱、X 射线晶体学研究和 ECD 计算阐明的。首次评估了这些新化合物的免疫抑制活性,该化合物可能通过降低炎性细胞因子水平、调节免疫稳态和减少肝细胞凋亡对 Con A 诱导的 AIH 发挥保肝和抗炎作用。可能成为治疗自身免疫性疾病的潜在药物。
更新日期:2024-03-09
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