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National Institute of Environmental Health Sciences

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Publication Detail

Title: Bioactive Rearrangement Products from Aqueous Photolysis of Pharmaceutical Steroids.

Authors: Pflug, Nicholas C; Knutson, Christopher J; Martinović-Weigelt, Dalma; Swenson, Dale C; Wammer, Kristine H; Cwiertny, David M; Gloer, James B

Published In Org Lett, (2019 May 17)

Abstract: In an ongoing effort to study the environmental fate of endocrine-active steroid hormones, we report the formation of phenolic rearrangement products (3 and 4) with a novel 6,5,8,5-ring system following aqueous photolysis of dienogest (1) and methyldienolone (2). The structures were established by analysis of 2D NMR and HRMS data, and that of 3 was confirmed by X-ray diffraction analysis. These photoproducts exhibit progestogenic and androgenic activity, albeit with less potency than their parent compounds.

PubMed ID: 31021644 Exiting the NIEHS site

MeSH Terms: No MeSH terms associated with this publication

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