دورية أكاديمية

C9-Aryl-substituted berberine derivatives with tunable AIE properties for cell imaging application.

التفاصيل البيبلوغرافية
العنوان: C9-Aryl-substituted berberine derivatives with tunable AIE properties for cell imaging application.
المؤلفون: Meng, Qi, Tan, Ye, Sang, E E, Teng, Qiaoqiao, Chen, Pei, Wang, Yuxiang
المصدر: Org Biomol Chem ; ISSN:1477-0539 ; Volume:22 ; Issue:23
بيانات النشر: Royal Society of Chemistry
سنة النشر: 2024
المجموعة: PubMed Central (PMC)
الوصف: Berberine (BBR), a widely used isoquinoline alkaloid derived from natural sources, exhibits aggregation-induced emission (AIE) characteristics and has biological applications such as in selective lipid droplet imaging and photodynamic therapy. However, natural BBR suffers from low fluorescence quantum yield (ΦF) and monotonous emission wavelength. In this paper, a series of C9-position-aryl-substituted berberine derivatives with a D-A structure were designed and synthesized. The electronic effect of the substitution groups can tune the intramolecular charge transfer (ICT) effect of the berberine derivatives, resulting in bluish green to NIR (508-682 nm) luminescence with AIE characteristics and enhanced ΦF up to 36% in the solid state. Interestingly, berberine derivatives containing an amino or a pyridyl group can exhibit fluorescence response to TFA. Cell imaging of the berberine derivatives was conducted using Caco-2 cancer cells, demonstrating their multi-color and efficient wash-free imaging capabilities. This work presents a new strategy for developing novel berberine derivatives with tunable AIE properties for application in biological imaging.
نوع الوثيقة: article in journal/newspaper
اللغة: English
العلاقة: https://doi.org/10.1039/d4ob00685bTest; https://pubmed.ncbi.nlm.nih.gov/38804062Test
DOI: 10.1039/d4ob00685b
الإتاحة: https://doi.org/10.1039/d4ob00685bTest
https://pubmed.ncbi.nlm.nih.gov/38804062Test
رقم الانضمام: edsbas.2714F710
قاعدة البيانات: BASE