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免疫抑制剂甾体 Quadrilisteroids A-C 和衍生物从陆地真菌 Aspergillus quadrilineatus。

Immunosuppressive steroids quadrilisteroids A-C and derivatives from the terrestrial fungus Aspergillus quadrilineatus.

机构信息

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

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

出版信息

Phytochemistry. 2024 May;221:114044. doi: 10.1016/j.phytochem.2024.114044. Epub 2024 Mar 5.

DOI:10.1016/j.phytochem.2024.114044
PMID:38452879
Abstract

Seven undescribed compounds (1-7) along with six known compounds (8-13) were isolated from Eurotiaceae Aspergillus quadrilineatus. Their structures and absolute configurations were elucidated by NMR, HRESIMS, and ECD calculations. Quadrilisteroids A (1) and B (2) possessed an unprecedented 6/5/6/6/6/5 hexacyclic ring system in conjugation with a highly fused benzene ring, while quadrilisteroid C (3) featured a surprising 6/6/6/5/5-fused carbocyclic skeleton. Quadrilisteroid C (3) exhibited potent inhibitory activity against LPS-induced proliferation of B lymphocyte cells with an IC value of 1.03 μM. Compound 4, demonstrated inhibitory activity against Con A-induced proliferation of T lymphocyte cells with IC values of 6.42 μM.

摘要

从曲霉属 Eurotiaceae Aspergillus quadrilineatus 中分离得到了 7 种未描述的化合物(1-7)和 6 种已知化合物(8-13)。通过 NMR、HRESIMS 和 ECD 计算确定了它们的结构和绝对构型。Quadrilisteroids A(1)和 B(2)具有前所未有的 6/5/6/6/6/5 六元环系统与高度稠合的苯环共轭,而 quadrilisteroid C(3)则具有令人惊讶的 6/6/6/5/5 稠合碳环骨架。Quadrilisteroid C(3)对 LPS 诱导的 B 淋巴细胞增殖具有很强的抑制活性,IC 值为 1.03 μM。化合物 4 对 Con A 诱导的 T 淋巴细胞增殖具有抑制活性,IC 值为 6.42 μM。

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