ArticleACS medicinal chemistry letters2019
Highly Selective and Efficient Synthesis of 7-Aminoquinolines and Their Applications as Golgi-Localized Probes.
Article in ACS medicinal chemistry letters, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed, 59 citations in OpenAlex.
- Tutorial: strategies for targeting organelles using nanoparticles.Nature protocols · 2026Review
- Small-molecule probes for imaging and impairing the Golgi apparatus in cancer.RSC medicinal chemistry · 2025Review
- Nanomedicine in Cancer Therapeutics: Current Perspectives from Bench to Bedside.Molecular cancer · 2025Review
- Fe-catalyzed efficient synthesis of 2,4- and 4-substituted quinolines via C(spBeilstein journal of organic chemistry · 2025Article
- Synthesis, Photophysical Properties and Antioxidant Activity of Novel Quinoline Derivatives.Journal of fluorescence · 2025Article
- Recent advances in single fluorescent probes for monitoring dual organelles in two channels.Smart molecules : open access · 2024Review
- Late-Stage Functionalization of Living Organisms: Rethinking Selectivity in Biology.Chemical reviews · 2024Review
- The Preparation of Golgi Apparatus-Targeted Polymer Dots Encapsulated with Carbon Nanodots of Bright Near-Infrared Fluorescence for Long-Term Bioimaging.Molecules (Basel, Switzerland) · 2023Article
- Recent Advances inMolecules (Basel, Switzerland) · 2023Review
- Organelle-targeted therapies: a comprehensive review on system design for enabling precision oncology.Signal transduction and targeted therapy · 2022Review
Corrections and comments
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Authors and funding
8 authors at 2 institutions in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Quinoline derivatives have extensively been used for both pharmaceutical agents and bioimaging. However, typical synthesis of quinoline derivatives is generally through strong acid/base-catalyzed or metal-catalyzed methods at high temperatures. Here we report a catalyst-free synthesis of 2,4-disubstituted 7-aminoquinolines with high selectivity and good yields via the introduction of a trifluoromethyl group. It is discovered that quinolines containing both amino and trifluoromethyl groups exhibit strong intramolecular charge-transfer fluorescence with large Stokes shifts. We further applied the obtained quinolines to live-cell imaging and found that some of the derivatives can target specifically Golgi apparatus in various cell lines (HeLa, U2OS, and 4T1 cells) in vitro and the colocalization with commercial Golgi marker is retained during the mitosis in HeLa cells. Moreover, the quinoline dyes can also be used for Golgi apparatus imaging with two-photon fluorescence microscopy. These results provide new insights into developing low cost Golgi-localized probes.
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Registered trials
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