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Published on: October 4, 2019
Chermesins I-N: Bioactive spiromeroterpenoids from the marine-sourced fungus Penicillium chermesinum AS-400
Yi-Wei Liu1, Xue-Yi Hu2, Xiao-Dan Chen3
1CAS and Shandong Province Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao, 266071, China; Laboratory for Marine Biology and Biotechnology, Qingdao Marine Science and Technology Center, Wenhai Road 1, Qingdao, 266237, China; University of Chinese Academy of Sciences, Yuquan Road 19A, Beijing, 100049, China.
Abstract:
Six previously undescribed spiromeroterpenoids, chermesins I-N (1-6), were isolated and identified from the marine-sourced fungus Penicillium chermesinum AS-400. Their structures were determined by nuclear magnetic resonance and mass spectroscopic data, and the relative and absolute configurations were confirmed based on nuclear Overhauser effect spectroscopic experiments, electronic circular dichroism (ECD) calculations and X-ray crystallographic analysis, and by comparisons of ECD Cotton effects with those of known congeners as well. Structurally, compound 1 represents the first example of spiromeroterpenoid demethylated at C-4. The isolated compounds exhibited inhibitory activities against several aquatic and human pathogenic bacteria with MIC values ranging from 4 to 64 μg/mL.
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