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. 2012 Jan;10(1):106-115.
doi: 10.3390/md10010106. Epub 2012 Jan 12.

A new cytotoxic sesquiterpene quinone produced by Penicillium sp. F00120 isolated from a deep sea sediment sample

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A new cytotoxic sesquiterpene quinone produced by Penicillium sp. F00120 isolated from a deep sea sediment sample

Xiuping Lin et al. Mar Drugs. 2012 Jan.

Abstract

A new fungal strain, displaying strong toxic activity against brine shrimp larvae, was isolated from a deep sea sediment sample collected at a depth of 1300 m. The strain, designated as F00120, was identified as a member of the genus Penicillium on the basis of morphology and ITS sequence analysis. One new sesquiterpene quinone, named penicilliumin A (1), along with two known compounds ergosterol (2) and ergosterol peroxide (3), were isolated and purified from the cultures of F00120 by silica gel column, Sephadex LH-20 column, and preparative thin layer chromatography. Their structures were elucidated by detailed nuclear magnetic resonance (NMR) and mass spectroscopic (MS) analysis as well as comparison with literature data. The new compound penicilliumin A inhibited in vitro proliferation of mouse melanoma (B16), human melanoma (A375), and human cervical carcinoma (Hela) cell lines moderately.

Keywords: Penicillium sp. F00120; cytotoxic; deep sea sediment; penicilliumin A; sesquiterpene quinone.

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Figures

Figure 1
Figure 1
Colony appearance and micromorphology of Penicillium sp. F00120. (ac) Colony appearance after 7 days at 25 °C (a, CA; b, SA; c, PDA); (df) Colony appearance after 14 days at 25 °C (d, CA; e, SA; f, PDA); (g) Conidiophore under light microscope; (h) Conidiophore under SEM; (i) Conidia under light microscope; (j) Conidia as seen using SEM. Bars: 10 µm (gi) and 1 µm (j).
Figure 2
Figure 2
Neighbor-joining tree based on ITS1-5.8S-ITS2 sequences, showing phylogenetic relationship between strain F00120 and related Penicillium species. Numbers at nodes indicate bootstrap values from 1000 replicates. GenBank accession numbers are given in parentheses. Bar: 0.05% sequence divergence.
Figure 3
Figure 3
Key NOESY and HMBC correlations of penicilliumin A (1).
Figure 4
Figure 4
Structures of compound 13 from Penicillium sp. F00120.

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