Structure-activity relationships for human estrogenic activity in zearalenone mycotoxins

W. T. Shier; A. C. Shier; W. Xie; C. J. Mirocha

doi:10.1016/S0041-0101(00)00259-2

Structure-activity relationships for human estrogenic activity in zearalenone mycotoxins

W. T. Shier, A. C. Shier, W. Xie, C. J. Mirocha

Medicinal Chemistry

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

261 Scopus citations

Abstract

Zearalenones are estrogenic Fusarium mycotoxins consisting of a resorcinol moiety fused to a 14-member macrocyclic lactone. Using an improved MCF7 human breast cell proliferation assay, we have compared the estrogenicity of 17 chromatographically-homogeneous zearalenones. Both similarities and substantial differences from published results in intact animal systems were observed. Substantial human estrogenicity was retained even in analogs lacking hydroxylation on the aromatic and macrocyclic rings.

Original language	English (US)
Pages (from-to)	1435-1438
Number of pages	4
Journal	Toxicon
Volume	39
Issue number	9
DOIs	https://doi.org/10.1016/S0041-0101(00)00259-2
State	Published - 2001

Bibliographical note

Funding Information:
This research was supported in part by NRICGP research grant 96-35201-3271 from the United States Department of Agriculture.

Keywords

Estradiol
Estrogenicity
Fusarium mycotoxins
Structure-activity relationships
Zearalenone

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abstract = "Zearalenones are estrogenic Fusarium mycotoxins consisting of a resorcinol moiety fused to a 14-member macrocyclic lactone. Using an improved MCF7 human breast cell proliferation assay, we have compared the estrogenicity of 17 chromatographically-homogeneous zearalenones. Both similarities and substantial differences from published results in intact animal systems were observed. Substantial human estrogenicity was retained even in analogs lacking hydroxylation on the aromatic and macrocyclic rings.",

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doi = "10.1016/S0041-0101(00)00259-2",

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AU - Shier, A. C.

AU - Xie, W.

AU - Mirocha, C. J.

N1 - Funding Information: This research was supported in part by NRICGP research grant 96-35201-3271 from the United States Department of Agriculture.

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N2 - Zearalenones are estrogenic Fusarium mycotoxins consisting of a resorcinol moiety fused to a 14-member macrocyclic lactone. Using an improved MCF7 human breast cell proliferation assay, we have compared the estrogenicity of 17 chromatographically-homogeneous zearalenones. Both similarities and substantial differences from published results in intact animal systems were observed. Substantial human estrogenicity was retained even in analogs lacking hydroxylation on the aromatic and macrocyclic rings.

AB - Zearalenones are estrogenic Fusarium mycotoxins consisting of a resorcinol moiety fused to a 14-member macrocyclic lactone. Using an improved MCF7 human breast cell proliferation assay, we have compared the estrogenicity of 17 chromatographically-homogeneous zearalenones. Both similarities and substantial differences from published results in intact animal systems were observed. Substantial human estrogenicity was retained even in analogs lacking hydroxylation on the aromatic and macrocyclic rings.

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KW - Fusarium mycotoxins

KW - Structure-activity relationships

KW - Zearalenone

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Structure-activity relationships for human estrogenic activity in zearalenone mycotoxins

Abstract

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Keywords

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