Penicamedine A, a Highly Oxygenated Hexacyclic Indole Alkaloid from Penicillium camemberti

被引:12
作者
Zhu, Hucheng [1 ]
Chen, Chunmei [1 ]
Wang, Jianping [1 ]
Li, Xiao-Nian [2 ]
Wei, Guangzheng [1 ]
Guo, Yi [1 ]
Yao, Guangmin [1 ]
Luo, Zengwei [1 ]
Zhang, Jinwen [3 ]
Xue, Yongbo [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, Peoples R China
[2] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650204, Peoples R China
[3] Huazhong Univ Sci & Technol, Tongji Med Coll, Tongji Hosp, Wuhan 430030, Peoples R China
基金
中国国家自然科学基金;
关键词
Anti-HIV activity; Cytotoxic activity; Indole alkaloids; Penicamedine A; Penicillium camemberti; X-Ray crystallography; CYCLOPIAZONIC ACID; DITERPENOIDS; POLYKETIDES; DERIVATIVES;
D O I
10.1002/cbdv.201400412
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
A highly oxygenated hexacyclic indole alkaloid, penicamedine A (1), bearing a rare furan ring, was isolated from the culture broth of Penicillium camemberti, together with two known analogs, iso--cyclopiazonic acid (2) and cyclopiazonic acid (3). The structure of 1 was elucidated by comprehensive spectroscopic analyses including NMR and HR-ESI-MS. Its absolute configuration was further confirmed unambiguously by single-crystal X-ray diffraction analysis. Compound 1 was evaluated for anti-HIV activity with p24 assays and tested for cytotoxic activities against five human cancer cell lines, including HL-60, SMMC-7721, A-549, MCF-7, SW480, and the immortalized non-cancerous human pulmonary epithelial cell line BEAS-2B by MTS method.
引用
收藏
页码:1547 / 1553
页数:7
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