Dataset Information

Mccrearamycins A-D, Geldanamycin-Derived Cyclopentenone Macrolactams from an Eastern Kentucky Abandoned Coal Mine Microbe.

ABSTRACT: Four cyclopentenone-containing ansamycin polyketides (mccrearamycins A-D), and six new geldanamycins (Gdms B-G, including new linear and mycothiol conjugates), were characterized as metabolites of Streptomyces sp. AD-23-14 isolated from the Rock Creek underground coal mine acid drainage site. Biomimetic chemical conversion studies using both simple synthetic models and Gdm D confirmed that the mccrearamycin cyclopentenone derives from benzilic acid rearrangement of 19-hydroxy Gdm, and thereby provides a new synthetic derivatization strategy and implicates a potential unique biocatalyst in mccrearamycin cyclopentenone formation. In addition to standard Hsp90α binding and cell line cytotoxicity assays, this study also highlights the first assessment of Hsp90α modulators in a new axolotl embryo tail regeneration (ETR) assay as a potential new whole animal assay for Hsp90 modulator discovery.

SUBMITTER: Wang X

PROVIDER: S-EPMC5339036 | biostudies-literature | 2017 Mar

REPOSITORIES: biostudies-literature

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Publications

Mccrearamycins A-D, Geldanamycin-Derived Cyclopentenone Macrolactams from an Eastern Kentucky Abandoned Coal Mine Microbe.

Wang Xiachang X Zhang Yinan Y Ponomareva Larissa V LV Qiu Qingchao Q Woodcock Ryan R Elshahawi Sherif I SI Chen Xiabin X Zhou Ziyuan Z Hatcher Bruce E BE Hower James C JC Zhan Chang-Guo CG Parkin Sean S Kharel Madan K MK Voss S Randal SR Shaaban Khaled A KA Thorson Jon S JS

Angewandte Chemie (International ed. in English) 20170131 11

Four cyclopentenone-containing ansamycin polyketides (mccrearamycins A-D), and six new geldanamycins (Gdms B-G, including new linear and mycothiol conjugates), were characterized as metabolites of Streptomyces sp. AD-23-14 isolated from the Rock Creek underground coal mine acid drainage site. Biomimetic chemical conversion studies using both simple synthetic models and Gdm D confirmed that the mccrearamycin cyclopentenone derives from benzilic acid rearrangement of 19-hydroxy Gdm, and thereby pr ...[more]

PMID: 28140487

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Project description:Gold mining is a major source of metal and metalloid emissions into the environment. Studies were carried out in Krugersdorp, South Africa, to evaluate the ecological and human health risks associated with exposure to metals and metalloids in mine tailings contaminated soils. Concentrations of arsenic (As), cadmium (Cd), chromium (Cr), cobalt (Co), copper (Cu), lead (Pb), manganese (Mn), nickel (Ni), and zinc (Zn) in soil samples from the area varied with the highest contamination factors (expressed as ratio of metal or metalloid concentration in the tailings contaminated soil to that of the control site) observed for As (3.5x102), Co (2.8x102) and Ni (1.1x102). Potential ecological risk index values for metals and metalloids determined from soil metal and metalloid concentrations and their respective risk factors were correspondingly highest for As (3.5x103) and Co (1.4x103), whereas Mn (0.6) presented the lowest ecological risk. Human health risk was assessed using Hazard Quotient (HQ), Chronic Hazard Index (CHI) and carcinogenic risk levels, where values of HQ > 1, CHI > 1 and carcinogenic risk values > 1×10-4 represent elevated risks. Values for HQ indicated high exposure-related risk for As (53.7), Cr (14.8), Ni (2.2), Zn (2.64) and Mn (1.67). Children were more at risk from heavy metal and metalloid exposure than adults. Cancer-related risks associated with metal and metalloid exposure among children were also higher than in adults with cancer risk values of 3×10-2 and 4×10-2 for As and Ni respectively among children, and 5×10-3 and 4×10-3 for As and Ni respectively among adults. There is significant potential ecological and human health risk associated with metal and metalloid exposure from contaminated soils around gold mine tailings dumps. This could be a potential contributing factor to a setback in the health of residents in informal settlements dominating this mining area as the immune systems of some of these residents are already compromised by high HIV prevalence.

Dataset Information

Mccrearamycins A-D, Geldanamycin-Derived Cyclopentenone Macrolactams from an Eastern Kentucky Abandoned Coal Mine Microbe.

Publications

Mccrearamycins A-D, Geldanamycin-Derived Cyclopentenone Macrolactams from an Eastern Kentucky Abandoned Coal Mine Microbe.

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