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- Title
A Green Blue LED-Driven Two-Liquid-Phase One-Pot Procedure for the Synthesis of Estrogen-Related Quinol Prodrugs.
- Authors
De Marchi, Elisa; Botta, Lorenzo; Bizzarri, Bruno Mattia; Saladino, Raffaele
- Abstract
Quinol derivatives of estrogens are effective pro-drugs in steroid replacement therapy. Here, we report that these compounds can be synthesized in one-pot conditions and high yield by blue LED-driven photo-oxygenation of parent estrogens. The oxidation was performed in buffer and eco-certified 2-methyltetrahydrofuran as the two-liquid-phase reaction solvent, and in the presence of meso-tetraphenyl porphyrin as the photosensitizer. Two steroidal prodrugs 10β, 17β-dihydroxyestra-1,4-dien-3-one (DHED) and 10β-Hydroxyestra-1,4-diene-3,17-dione (HEDD) were obtained with high yield and selectivity.
- Subjects
HYDROQUINONE; PRODRUGS; OXYGENATION (Chemistry); STEROID drugs; ESTROGEN; PHOTOSENSITIZERS
- Publication
Molecules, 2022, Vol 27, Issue 24, p8961
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules27248961