Azaphilones from an Acid Mine Extremophile Strain of a Pleurostomophora sp.

Andrea A. Stierle; Donald B. Stierle; Teri Girtsman; T. C. Mou; Christophe Antczak; Hakim Djaballah

doi:10.1021/acs.jnatprod.5b00519

Azaphilones from an Acid Mine Extremophile Strain of a Pleurostomophora sp.

Andrea A. Stierle
, Donald B. Stierle
, Teri Girtsman
, T. C. Mou
, Christophe Antczak
, Hakim Djaballah

Research output: Contribution to journal › Article › peer-review

38 Scopus citations

Abstract

An extremophilic fungus identified as a Pleurostomophora sp. was isolated from the Berkeley Pit, an acid mine waste lake. When grown in liquid culture, the fungus produced berkchaetoazaphilones A-C (1, 2, and 5), the red pigment berkchaetorubramine (6), and the known compound 4-(hydroxymethyl)quinoline. These compounds were evaluated as inhibitors of matrix metalloproteinase-3, caspase-1, and proinflammatory cytokine production in induced THP-1 cells. Berkchaetoazaphilone B (2) inhibited IL-1β, TNFα, and IL-6 production in the induced inflammasome assay and was cytotoxic toward human retinoblastoma cell line Y79 (IC₅₀ = 1.1 μM), leukemia cell lines CCRF-CEM and SR, and the melanoma cell line LOX IMVI (IC₅₀ = 10 μM).

Original language	English
Pages (from-to)	2917-2923
Number of pages	7
Journal	Journal of Natural Products
Volume	78
Issue number	12
DOIs	https://doi.org/10.1021/acs.jnatprod.5b00519
State	Published - Dec 24 2015

Funding

We thank NSF grant CHE-9977213 for acquisition of an NMR spectrometer and the MJ Murdock Charitable Trust ref no. 99009:JVZ:11/18/99 for acquisition of the mass spectrometer. The project described was supported by NIH grants P20GM103546, P20RR16455-04, P20RR017670, 5P30NS055022, and RC2ES018742 and USGS grant no. 02HQGR0121. The Macromolecular X-ray Diffraction Core Facility at the University of Montana was supported by a Centers of Biomedical Research Excellence grant from the Nat ional Insti tute of General Medical Sciences (P20GM10356). The HTS Core Facility is partially supported by Mr. William H. Goodwin and Mrs. Alice Goodwin and the Commonwealth Foundation for Cancer Research, the Experimental Therapeutics Center of MSKCC, the William Randolph Hearst Fund in Experimental Therapeutics, the Lillian S. Wells Foundation, and an NIH/NCI Cancer Center Support Grant, 5 P30 CA008748-44.

Funders	Funder number
5 P30 CA008748-44
P20RR16455-04, P20RR017670, RC2ES018742, 5P30NS055022
P30CA008748
P20GM10356, P20GM103546
02HQGR0121
99009
CHE-9977213
Memorial Sloan-Kettering Cancer Center

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title = "Azaphilones from an Acid Mine Extremophile Strain of a Pleurostomophora sp.",

abstract = "An extremophilic fungus identified as a Pleurostomophora sp. was isolated from the Berkeley Pit, an acid mine waste lake. When grown in liquid culture, the fungus produced berkchaetoazaphilones A-C (1, 2, and 5), the red pigment berkchaetorubramine (6), and the known compound 4-(hydroxymethyl)quinoline. These compounds were evaluated as inhibitors of matrix metalloproteinase-3, caspase-1, and proinflammatory cytokine production in induced THP-1 cells. Berkchaetoazaphilone B (2) inhibited IL-1β, TNFα, and IL-6 production in the induced inflammasome assay and was cytotoxic toward human retinoblastoma cell line Y79 (IC50 = 1.1 μM), leukemia cell lines CCRF-CEM and SR, and the melanoma cell line LOX IMVI (IC50 = 10 μM).",

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AU - Mou, T. C.

AU - Antczak, Christophe

AU - Djaballah, Hakim

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Azaphilones from an Acid Mine Extremophile Strain of a Pleurostomophora sp.

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