A Green Blue LED-Driven Two-Liquid-Phase One-Pot Procedure for the Synthesis of Estrogen-Related Quinol Prodrugs

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.

Synthesis of Bioactive Hydroxytyrosol Esters via Multienzyme Cascade on Electroactive Melanin Lignin Nanoparticles: A One‐Pot Approach without Extra Reducing Agents

“…The reaction was performed by addition of the appropriate catalyst (150 μg in PBS, 0.15 mL) to substrate in 2methyltetrahydrofuran (2-MeTHF; 5.0 mL) at 50 °C for 48 h in the presence of bubbled dioxygen. [14] 2-MeTHF was previously used by us as a sustainable organic solvent [67,68] in different biocatalytic and photo-biocatalytic applications. [14,35] The reaction was repeated using a mixture of native MJL (8 U) and Ty (2 U) in the same ratio by which the enzymes were contained in Catalyst I-III as a reference.…”