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Open AccessArticle

Bioactive Chaetoglobosins from the Mangrove Endophytic Fungus Penicillium chrysogenum

1
College of Materials and Energy, South China Agricultural University, Guangzhou 510642, China
2
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
Mar. Drugs 2016, 14(10), 172; https://doi.org/10.3390/md14100172
Received: 27 August 2016 / Revised: 19 September 2016 / Accepted: 21 September 2016 / Published: 27 September 2016
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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