Highly Brominated Quinolines: Synthesis, Characterization, and Investigation of Anticancer Activities Supported by Molecular Dynamics.

ABSTRACT: In this study, we synthesized and characterized novel brominated methoxyquinolines (7 and 11) and nitrated bromoquinoline (17) derivatives with potential antiproliferative activity against cancer cell lines. Starting from 1,2,3,4-tetrahydroquinoline (THQ, 1), a series of brominated quinoline compounds was obtained via regioselective bromination and subsequent reactions. The structure of the key compound, 3,5,6,7-tetrabromo-8-methoxyquinoline (7), was confirmed using 1D and 2D NMR techniques. Additionally, unexpected bromination of 3,6,8-trimethoxyquinoline (5) yielded 5,7-dibromo-3,6-dimethoxy-8-hydroxyquinoline (11), allowing functionalization of both rings in the quinoline. The direct nitration of 6,8-dibromoquinoline (6) yielded the corresponding 5-nitro derivative (17), a precursor to

SUBMITTER: Cakmak O 

PROVIDER: S-EPMC12056219 | biostudies-literature | 2025 May

REPOSITORIES: biostudies-literature