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Synthesis 2024; 56(21): 3289-3296
DOI: 10.1055/a-2232-8240
DOI: 10.1055/a-2232-8240
paper
Special Issue PSRC-10 (10th Pacific Symposium on Radical Chemistry)
Synthesis of Anti-oxidant Steroids by Hybridisation with Nitroxides
We would like to thank the Queensland University of Technology (Centre for Genomics and Personalised Health) and the Australian Research Council (grant no. DP190100499) for their financial support.
Abstract
Steroidal–nitroxide hybrid molecules and non-radical controls were synthesised in good yields using simple carbodiimide coupling. An unexpected product arose from reactions between the nitroxide moiety and the solvent THF. Methoxyamine derivatives of the nitroxide drug hybrids were produced using Fenton chemistry without side reactions occurring on the steroid. The hybrid compounds bind to the glucocorticoid receptor and are relevant for the study of radical biological chemistry and redox-related disease processes.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2232-8240.
- Supporting Information
Publication History
Received: 31 October 2023
Accepted after revision: 19 December 2023
Accepted Manuscript online:
19 December 2023
Article published online:
26 February 2024
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