Cytotoxic Indole-Diterpenoids from the Marine-Derived Fungus <i>Penicillium</i> sp. KFD28
Lu-Ting Dai,
Li Yang,
Fan-Dong Kong,
Qing-Yun Ma,
Qing-Yi Xie,
Hao-Fu Dai,
Zhi-Fang Yu,
You-Xing Zhao
Affiliations
Lu-Ting Dai
College of Food Science and Technology, Nanjing Agricultural University, Nanjing 210095, China
Li Yang
Haikou Key Laboratory for Research and Utilization of Tropical Natural Products, Institute of Tropical Bioscience and Biotechnology, CATAS, Haikou 571101, China
Fan-Dong Kong
Key Laboratory of Chemistry and Engineering of Forest Products, State Ethnic Affairs Commission, Guangxi Key Laboratory of Chemistry and Engineering of Forest Products, Guangxi Collaborative Innovation Center for Chemistry and Engineering of Forest Products, School of Chemistry and Chemical Engineering, Guangxi University for Nationalities, Nanning 530006, China
Qing-Yun Ma
Haikou Key Laboratory for Research and Utilization of Tropical Natural Products, Institute of Tropical Bioscience and Biotechnology, CATAS, Haikou 571101, China
Qing-Yi Xie
Haikou Key Laboratory for Research and Utilization of Tropical Natural Products, Institute of Tropical Bioscience and Biotechnology, CATAS, Haikou 571101, China
Hao-Fu Dai
Hainan Institute for Tropical Agricultural Resources, CATAS, Haikou 571101, China
Zhi-Fang Yu
College of Food Science and Technology, Nanjing Agricultural University, Nanjing 210095, China
You-Xing Zhao
Haikou Key Laboratory for Research and Utilization of Tropical Natural Products, Institute of Tropical Bioscience and Biotechnology, CATAS, Haikou 571101, China
Four new indole-diterpenoids, named penerpenes K-N (1–4), along with twelve known ones (5–16), were isolated from the fermentation broth produced by adding L-tryptophan to the culture medium of the marine-derived fungus Penicillium sp. KFD28. The structures of the new compounds were elucidated extensively by 1D and 2D NMR, HRESIMS data spectroscopic analyses and ECD calculations. Compound 4 represents the second example of paxilline-type indole diterpene bearing a 1,3-dioxepane ring. Three compounds (4, 9, and 15) were cytotoxic to cancer cell lines, of which compound 9 was the most active and showed cytotoxic activity against the human liver cancer cell line BeL-7402 with an IC50 value of 5.3 μM. Moreover, six compounds (5, 7, 10, 12, 14, and 15) showed antibacterial activities against Staphylococcus aureus ATCC 6538 and Bacillus subtilis ATCC 6633.
