Journal Article

Synthesis and Characterization of Sulfonamide-Containing Naphthalimides as Fluorescent Probes

Shao, Chun-Tao, Wu, Jiang-Yu, Liu, Fan, Yan, Guo-Ping, Liu, Zhi-Wei

2024

Overview

A tumor-targeting fluorescent probe has attracted increasing interest in fluorescent imaging for the noninvasive detection of cancers in recent years. Sulfonamide-containing naphthalimide derivatives (SN-2NI, SD-NI) were synthesized by the incorporation of N-butyl-4-ethyldiamino-1,8-naphthalene imide (NI) into sulfonamide (SN) and sulfadiazine (SD) as the tumor-targeting groups, respectively. These derivatives were further characterized by mass spectrometry (MS), nuclear magnetic resonance spectroscopy (1H NMR), Fourier transform infrared spectroscopy (FT-IR), ultraviolet–visible spectroscopy (UV), and a fluorescence assay. In vitro properties, including cell cytotoxicity and the cell uptake of tumor cells, were also evaluated. Sulfonamide-containing naphthalimide derivatives possessed low cell cytotoxicity to B16F10 melanoma cells. Moreover, SN-2NI and SD-NI can be taken up highly by B16F10 cells and then achieve good green fluorescent images in B16F10 cells. Therefore, sulfonamide-containing naphthalimide derivatives can be considered to be the potential probes used to target fluorescent imaging in tumors.

• Publisher: MDPI AG,MDPI
• Subject: Animals / Antibiotics / Cancer / Cell Line, Tumor / Cell Survival - drug effects / Communication / Cytotoxicity / Fluorescence / Fluorescent Dyes - chemical synthesis / Fluorescent Dyes - chemistry / fluorescent imaging / fluorescent probe / Humans / Light / Mice / Molecular Structure / Molecular weight / naphthalimide / Naphthalimides - chemical synthesis / Naphthalimides - chemistry / Sodium / Spectroscopy, Fourier Transform Infrared / Spectrum analysis / sulfadiazine / sulfonamide / Sulfonamides / Sulfonamides - chemical synthesis / Sulfonamides - chemistry / Tumors