Pegriseofamines A-E: Five cyclopiazonic acid related indole alkaloids from the fungus Penicillium griseofulvum

被引:7
|
作者
Liang, Yu [1 ]
Liao, Hong [1 ]
Chen, Xuanni [1 ]
Wang, Qiwei [1 ]
Li, Qin [1 ]
Shen, Yong [1 ]
Zheng, Yuyi [1 ]
Li, Xiao-Nian [2 ]
Zhu, Hucheng [1 ]
Li, Dongyan [3 ]
Sun, Weiguang [1 ]
Chen, Chunmei [1 ]
Zhang, Yonghui [1 ]
机构
[1] Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Hubei, Peoples R China
[2] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Chi, Kunming 650204, Peoples R China
[3] Huazhong Univ Sci & Technol, Tongji Hosp, Tongji Med Coll, Dept Pharm, Wuhan 430030, Peoples R China
关键词
Penicillium griseofulvum; Alkaloid; Cyclopiazonic acid; Immunosuppression activity;
D O I
10.1016/j.bioorg.2023.106553
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Five new cyclopiazonic acid related indole alkaloids, pegriseofamines A-E (1-5), were isolated from the fungus Penicillium griseofulvum. Their structures and absolute configurations were determined by NMR, HRESIMS, quantum-chemical calculation, and X-ray diffraction experiments. Among them, pegriseofamine A (1) possesses an undescribed 6/5/6/7 tetracyclic ring system generated by the fusion of an azepine and an indole unit via a cyclohexane, and the postulated biosynthetic origin of 1 was discussed. Compound 4 could relieve liver injury and prevent hepatocyte apoptosis in ConA-induced autoimmune liver disease.
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页数:9
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