Bioactive meroterpenoids and alkaloids from the fungus Eurotium chevalieri

Kanokmedhakul, Kwanjai; Kanokmedhakul, Somdej; Suwannatrai, Ruchiruttikorn; Soytong, Kasem; Prabpai, Samran; Kongsaeree, Palangpon

doi:10.1016/j.tet.2011.05.066

Cited by 65 publications

(52 citation statements)

References 17 publications

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“…The anti‐proliferative effect of compound 2 was also observed in the study of Kanokmedhakul et al () that reported the isolation of chevalone analogues, including chevalones A, B, C ( 2 ) and D, from the fungus Eurotium chevalieri .…”

Section: Discussionsupporting

confidence: 59%

Cytotoxic activity of Secondary Metabolites from Marine‐derived Fungus Neosartorya siamensis in Human Cancer Cells

Prata‐Sena

Ramos

Buttachon

et al. 2016

Phytotherapy Research

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Compounds isolated from the marine sea fan-derived fungus Neosartorya siamensis (KUFA 0017), namely, 2,4-dihydroxy-3-methylacetophenon (1), chevalone C (2), nortryptoquivaline (4), tryptoquivaline H (6), tryptoquivaline F (7), fiscalin A (8), epi-fiscalin A (9), epi-neofiscalin A (11) and epi-fiscalin C (13) were tested for anti-proliferative activity by MTT assay, DNA damage induction by comet assay, and induction of cell death by nuclear condensation assay on colon HCT116, liver HepG2 and melanoma A375 cancer cell lines. Compounds 2, 4, 8, 9, 11 and 13 presented IC values ranging from 24 to 153 μM in the selected cell lines. Cell death was induced in HCT116 by compounds 2, 4 and 8. In HepG2, compounds 4, 8, 9 and 11 were able to induce significant cell death. This induction of cell death is possibly not related to genotoxicity because none of the compounds induced significant DNA damage. These results suggest that selected compounds present an interesting anti-proliferative activity and cell death induction, consequently showing potential (specifically epi-fiscalin C) as future leads for chemotherapeutic agents. Further studies on mechanisms of action should ensue. Copyright © 2016 John Wiley & Sons, Ltd.

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Section: Discussionsupporting

confidence: 59%

Cytotoxic activity of Secondary Metabolites from Marine‐derived Fungus Neosartorya siamensis in Human Cancer Cells

Prata‐Sena

Ramos

Buttachon

et al. 2016

Phytotherapy Research

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“…Species of section Aspergillus produce many extrolites exhibiting a wide range of biological activities (Frisvad and Larsen 2015a;Gomes et al 2012;Kanokmedhakul et al 2011;Li et al 2008a;Li et al 2008b;Slack et al 2009;Smetanina et al 2007). Most notably, compounds from A. chevalieri were shown to be active against Plasmodium falciparum (malaria), Mycobacterium tuberculosis and cancer cell lines (Kanokmedhakul et al 2011), an antitumor compound was reported from A. cristatus (Almeida et al 2010), while many compounds are known to be antioxidants.…”

Section: Introductionmentioning

confidence: 99%

“…Most notably, compounds from A. chevalieri were shown to be active against Plasmodium falciparum (malaria), Mycobacterium tuberculosis and cancer cell lines (Kanokmedhakul et al 2011), an antitumor compound was reported from A. cristatus (Almeida et al 2010), while many compounds are known to be antioxidants. They also produce mycotoxins, especially echinulin, flavoglaucin and physcion, which are toxic to animals (Ali et al 1989;Bachmann et al 1979;Cole and Cox 1981;Greco et al 2015;Nazar et al 1984;Rabie et al 1964;Semeniuk et al 1971;Slack et al 2009;Vesonder et al 1988), but toxicity has not been reported in humans.…”

Section: Introductionmentioning

confidence: 99%

A survey of xerophilic Aspergillus from indoor environment, including descriptions of two new section Aspergillus species producing eurotium-like sexual states

Visagie¹,

Yılmaz²,

Renaud³

et al. 2017

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Xerophilic fungi grow at low water activity or low equilibrium relative humidity and are an important part of the indoor fungal community, of which Aspergillus is one of the dominant genera. A survey of xerophilic fungi isolated from Canadian and Hawaiian house dust resulted in the isolation of 1039 strains; 296 strains belong to Aspergillus and represented 37 species. Reference sequences were generated for all species and deposited in GenBank. Aspergillus sect. Aspergillus (formerly called Eurotium) was one of the most predominant groups from house dust with nine species identified. Additional cultures deposited as Eurotium were received from the Canadian Collection of Fungal Cultures and were also re-identified during this study. Among all strains, two species were found to be new and are introduced here as A. mallochii and A. megasporus. Phylogenetic comparisons with other species of section Aspergillus were made using sequences of ITS, β-tubulin, calmodulin and RNA polymerase II second largest subunit. Morphological observations were made from cultures grown under standardized conditions. Aspergillus mallochii does not grow at 37 °C and produces roughened ascospores with incomplete equatorial furrows. Aspergillus megasporus produces large conidia (up to 12 µm diam) and roughened ascospores with equatorial furrows. Cobus M. Visagie et al. / MycoKeys 19: 1-30 (2017) 2

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“…We have examined a collection of N. pseudofischeri S. W. Peterson from agricultural soil in Thailand. Among the metabolites isolated and identified were cadinene (1) [11], eurochevalierine (2) [12], brasiliamide B (3) [13], pyripyropene A (6) [14,15], and three other new metabolites including the 1,4-diacetyl-2,5-dibenzylpiperazine 3,7′′-oxide (4a, 4b), a quinazolinonecontaining indole derivative 5 and a previously unreported ester of 2,4-dihydroxy-6-methylbenzoic acid (7) (l " Fig. 1).…”

mentioning

confidence: 99%

Secondary Metabolites from a Culture of the Fungus Neosartorya pseudofischeri and Their In Vitro Cytostatic Activity in Human Cancer Cells

et al. 2012

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Four known (1, 2, 3, and 6) and three new compounds including a 1,4-diacetyl-2,5-dibenzylpiperazine derivative (4), a quinazolinone-containing indole derivative (5), and a new ester of 2,4-dihydroxy-6-methylbenzoic acid (7) were isolated from the fungus Neosartorya pseudofischeri S. W. Peterson. Compound 2 displayed in vitro growth inhibitory activity that ranged between the activities of etoposide and carboplatin, chosen as reference compounds, in six distinct cancer cell lines. Compound 1 displayed less activity than 2. Computer-assisted phase-contrast microscopy-related analysis revealed that 2 displayed cytostatic, not cytotoxic, effects in human U373 glioblastoma and A549 non-small cell lung cancer apoptosis-resistant cells with marked inhibition of mitotic rates. Cancer cells in the remaining phases of the cell cycle were unchanged. Flow cytometry analysis further confirmed that 2 does not induce apoptotic features in U373 or A549 cancer cells. Thus, 2 represents a novel chemical scaffold from which derivatives for anticancer cytostatic compounds can be derived.

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Bioactive meroterpenoids and alkaloids from the fungus Eurotium chevalieri

Cited by 65 publications

References 17 publications

Cytotoxic activity of Secondary Metabolites from Marine‐derived Fungus Neosartorya siamensis in Human Cancer Cells

Cytotoxic activity of Secondary Metabolites from Marine‐derived Fungus Neosartorya siamensis in Human Cancer Cells

A survey of xerophilic Aspergillus from indoor environment, including descriptions of two new section Aspergillus species producing eurotium-like sexual states

Secondary Metabolites from a Culture of the Fungus Neosartorya pseudofischeri and Their In Vitro Cytostatic Activity in Human Cancer Cells

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