Penicamedine A,a Highly Oxygenated Hexacyclic Indole Alkaloid from Penicillium camemberti |
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Authors: | Hucheng Zhu Chunmei Chen Jianping Wang Xiao‐Nian Li Guangzheng Wei Yi Guo Guangmin Yao Zengwei Luo Jinwen Zhang Yongbo Xue Yonghui Zhang |
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Affiliation: | 1. Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, P.?R. China, (phone: +86‐27‐83692311);2. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, P.?R. China;3. Tongji Hospital Affiliated to Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, P.?R. China |
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Abstract: | 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‐α‐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. |
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Keywords: | Anti‐HIV activity Cytotoxic activity Indole alkaloids Penicamedine A Penicillium camemberti X‐Ray crystallography |
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