White-rot fungus-mediated degradation of the analgesic ketoprofen and identification of intermediates by HPLC-DAD-MS and NMR was written by Marco-Urrea, Ernest;Perez-Trujillo, Miriam;Cruz-Morato, Carles;Caminal, Gloria;Vicent, Teresa. And the article was included in Chemosphere in 2010.Synthetic Route of C16H16O3 This article mentions the following:
Ketoprofen is a nonsteroidal anti-inflammatory drug that has been detected in the environment in the range of ng L-1-μg L-1 due to its low degradability in some wastewater treatment plants. In this study, the use of the white-rot fungus Trametes versicolor to effectively degrade ketoprofen in a defined liquid medium was assessed. The fungus eliminated ketoprofen to nondetectable levels in 24 h when it was added at 10 mg L-1 whereas at low concentration of 40 μg L-1 it was almost completely removed (95%) after 5 h. Low extracellular laccase activity was detected in the T. versicolor cultures but the addition of the laccase-mediator system did not lead to ketoprofen oxidation The cytochrome P 450 inhibitor 1-aminobenzotriazole reduced ketoprofen oxidation These data suggest that the first oxidation step is cytochrome P 450 mediated. During time-course degradation experiments, three intermediates were structurally elucidated and quantified by HPLC-DAD-MS and NMR: 2-[3-(4-hydroxybenzoyl)phenyl]-propanoic acid, 2-[(3-hydroxy(phenyl)methyl)phenyl]-propanoic acid, and 2-(3-benzoyl-4-hydroxyphenyl)-propanoic acid. The latter was reported for the first time in biol. systems. After 7 d of incubation, only small amounts of 2-[(3-hydroxy(phenyl)methyl)phenyl]-propanoic acid (0.08 mg) remained in the liquid medium in comparison with the initial ketoprofen dose (1.0 mg), suggesting possible mineralization of ketoprofen. In the experiment, the researchers used many compounds, for example, 2-(3-(Hydroxy(phenyl)methyl)phenyl)propanoic acid (cas: 59960-32-6Synthetic Route of C16H16O3).
2-(3-(Hydroxy(phenyl)methyl)phenyl)propanoic acid (cas: 59960-32-6) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Synthetic Route of C16H16O3
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts