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Paspalines C–D and Paxillines B–D: New Indole Diterpenoids from Penicillium brefeldianum WZW-F-69
Authors:Weiwen Lin  Hanpeng Li  Zhiwen Wu  Jingyi Su  Zehong Zhang  Li Yang  Xianming Deng  Qingyan Xu
Affiliation:1.State Key Laboratory of Cellular Stress Biology, School of Life Sciences, Xiamen University, Xiamen 361102, China; (W.L.); (H.L.); (Z.W.); (J.S.); (Z.Z.); (L.Y.); (X.D.);2.State-Province Joint Engineering Laboratory of Targeted Drugs from Natural Products, Xiamen University, Xiamen 361102, China
Abstract:Five new indole diterpenoids named paspaline C–D (1–2) and paxilline B–D (3–5), as well as eleven known analogues (6–16), were identified from fungus Penicillium brefeldianum strain WZW-F-69, which was isolated from an abalone aquaculture base in Fujian province, China. Their structures were elucidated mainly through 1D- and 2D-NMR spectra analysis and ECD comparison. Compound 1 has a 6/5/5/6/6/8 hexacyclic ring system bearing 2,2-dimethyl-1,3-dioxocane, which is rare in natural products. Compound 2 has an unusual open F-ring structure. The cytotoxic activities against 10 cancer cell lines and antimicrobial activities against model bacteria and fungi of all compounds were assayed. No compound showed antimicrobial activity, but at a concentration of 1 μM, compounds 1 and 6 exhibited the highest inhibition rates of 71.2% and 83.4% against JeKo-1 cells and U2OS cells, respectively.
Keywords:marine fungus   Penicillium brefeldianum   indole diterpenoids   paspalines   paxillines   cytotoxicity
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