Antiproliferative in Vitro Evaluation of Terpenic Amines Synthesized via a Rhodium‐catalyzed Hydroaminomethylation - IMT Mines Albi-Carmaux Accéder directement au contenu
Article Dans Une Revue Chemistry and Biodiversity Année : 2024

Antiproliferative in Vitro Evaluation of Terpenic Amines Synthesized via a Rhodium‐catalyzed Hydroaminomethylation

Résumé

Terpene‐derived alkaloids show a variety of biological activities, including antioxidant, anti‐inflammatory, antimicrobial and cytotoxicity effects. In this work, homologated monoterpene amines have been prepared via a rhodium‐catalyzed hydroaminomethylation of biomass‐based alkenes, such as (R)‐limonene, linalool, myrcene and camphene, in combination with secondary amines of aliphatic and aromatic nature, namely morpholine and N‐methylaniline, leading to highly chemo‐ and regioselective processes. The as‐prepared amines were obtained in 50‐99% overall yields, and in vitro tested on a human colon cancer cell line (HCT‐116) to evaluate their cytotoxic potential. The lead compound of the series (3a) showed cytotoxicity in the micromolar range (IC50 52.46 µM) via the induction of cell death by apoptosis, paving the way towards further structure‐activity relationship studies.
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vendredi 16 août 2024
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vendredi 16 août 2024
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Dates et versions

hal-04464878 , version 1 (20-02-2024)

Identifiants

Citer

Alejandro Perez Alonso, Laure Gibot, Isabelle Favier, Doan Pham Minh, Montserrat Gómez, et al.. Antiproliferative in Vitro Evaluation of Terpenic Amines Synthesized via a Rhodium‐catalyzed Hydroaminomethylation. Chemistry and Biodiversity, 2024, pp.e202301431. ⟨10.1002/cbdv.202301431⟩. ⟨hal-04464878⟩
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