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. 2013 Sep 5;18(9):10944-52.
doi: 10.3390/molecules180910944.

Chaetochromones A and B, two new polyketides from the fungus Chaetomium indicum (CBS.860.68)

Keyang Lu  1 , Yisheng Zhang, Li Li, Xuewei Wang, Gang Ding
Affiliations

Chaetochromones A and B, two new polyketides from the fungus Chaetomium indicum (CBS.860.68)

Keyang Lu et al. Molecules. .

Abstract

Chaetochromones A (1) and B (2), two novel polyketides, were isolated from the crude extract of fungus Chaetomium indicum (CBS.860.68) together with three known analogues PI-3(3), PI-4 (4) and SB236050 (5). The structures of these compounds were determined by HRESI-MS and NMR experiments. Chaetochromones A (1) and B (2) are a member of the polyketides family, which might originate from a similar biogenetic pathway as the known compounds PI-3 (3), PI-4 (4) and SB236050 (5). The biological activities of these secondary metabolites were evaluated against eight plant pathogens, including Alternaria alternata, Ilyonectria radicicola, Trichoderma viride pers, Aspergillus niger, Fusarium verticillioide, Irpex lacteus (Fr.), Poria placenta (Fr.) Cooke and Coriolus versicolor (L.) Quél. Compound 1 displayed moderate inhibitory rate (>60%) against the brown rot fungus Poria placenta (Fr.) Cooke, which causes significant wood decay. In addition, the cytotoxic activities against three cancer cell lines A549, MDA-MB-231, PANC-1 were also tested, without any inhibitory activities being detected.

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Figures

Figure 1
Figure 1
Structures of compounds 1–7.
Figure 2
Figure 2
Key HMBC correlations of compound 1 and 2.
Figure 3
Figure 3
Two possible relative and four absolute configurations of 1.
Figure 4
Figure 4
Experimental UV and ECD spectra of 1, and calculated and ECD spectra 1a and 1b.
Figure 5
Figure 5
Experimental ECD spectra of 2.
Scheme 1
Scheme 1
Putative Biosynthetic Pathway for Compounds 1–7.
See this image and copyright information in PMC

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