RT info:eu-repo/semantics/article
T1 Chemical upcycling of expired pharmaceuticals as a source of value-added chemicals for organic synthesis and medicinal chemistry
A1 Abad Grillo, Teresa De Jesús
A1 McNaughton-Smith, Grant
A2 Química Orgánica
K1 expired pharmaceuticals
K1 extraction of active ingredients
K1 chemical upcycling
K1 azaspiro compounds
K1 potentially bioactive compounds
AB Pharmaceutical and veterinary products are a class of contaminants of emerging concern, and their presence in the environment is due to continuous and incorrect disposal. Environmental scientists have been accumulating data on their adverse effects on animal populations since toxicological effects on wildlife were first published. Therefore, recycling strategies are needed. Valuable active ingredients can be extracted from expired pharmaceuticals and recycled according to various strategies. In an effort to reveal the potential of the chemical upcycling of expired pharmaceuticals, the active ingredients gabapentin and pregabalin were extracted and used as starting materials to prepare a small collection of promising substrates endowed with functionalities and structural three-dimensionality. Gabapentin 1 was transformed into aminoalcohol 3, spiroamine 4, and the bioactive azaspirolactam 5. The lactam analog 6 was synthesized from pregabalin 2. Due to the biological profile of 5 and the structural similarity of the N-alkylated derivatives 5l and 6b with the drug piracetam, a collection of potentially bioactive structural analogs 5a-l and 6a-b were also prepared. Simple extraction, synthesis, and purification procedures were used as a means of chemical and economic revaluation, resulting in moderate to good yields at a low cost.
YR 2024
FD 2024
LK http://riull.ull.es/xmlui/handle/915/39529
UL http://riull.ull.es/xmlui/handle/915/39529
LA en
DS Repositorio institucional de la Universidad de La Laguna
RD 27-dic-2024