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Mar. Drugs 2016, 14(10), 172;

Bioactive Chaetoglobosins from the Mangrove Endophytic Fungus Penicillium chrysogenum

College of Materials and Energy, South China Agricultural University, Guangzhou 510642, China
School of Chemistry and Chemical Engineering, Guangxi University, Guangxi Colleges and Universities Key Laboratory of Applied Chemistry Technology and Resource Development, Nanning 530004, China
Authors to whom correspondence should be addressed.
Academic Editor: Vassilios Roussis
Received: 27 August 2016 / Revised: 19 September 2016 / Accepted: 21 September 2016 / Published: 27 September 2016
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A novel chaetoglobosin named penochalasin I (1) with a unprecedented six-cyclic 6/5/6/5/6/13 fused ring system, and another new chaetoglobosin named penochalasin J (2), along with chaetoglobosins G, F, C, A, E, armochaetoglobosin I, and cytoglobosin C (39) were isolated from the culture of Penicillium chrysogenum V11. Their structures were elucidated by 1D, 2D NMR spectroscopic analysis and high resolution mass spectroscopic data. The absolute configuration of compounds 1 and 2 were determined by comparing the theoretical electronic circular dichroism (ECD) calculation with the experimental CD. Compound 1 was the first example, with a six-cyclic fused ring system formed by the connection of C-5 and C-2′ of the chaetoglobosin class. Compounds 58 remarkably inhibited the plant pathogenic fungus R. solani (minimum inhibitory concentrations (MICs) = 11.79–23.66 μM), and compounds 2, 6, and 7 greatly inhibited C. gloeosporioides (MICs = 23.58–47.35 μM), showing an antifungal activity higher than that of carbendazim. Compound 1 exhibited marked cytotoxicity against MDA-MB-435 and SGC-7901 cells (IC50 < 10 μM), and compounds 6 and 9 showed potent cytotoxicity against SGC-7901 and A549 cells (IC50 < 10 μM). View Full-Text
Keywords: marine mangrove fungus; chaetoglobosin; Penicillium chrysogenum; cytotoxicity; antifungal activity marine mangrove fungus; chaetoglobosin; Penicillium chrysogenum; cytotoxicity; antifungal activity

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Huang, S.; Chen, H.; Li, W.; Zhu, X.; Ding, W.; Li, C. Bioactive Chaetoglobosins from the Mangrove Endophytic Fungus Penicillium chrysogenum. Mar. Drugs 2016, 14, 172.

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