1235-74-1Relevant articles and documents
A novel dehydroabietic acid-based AIE-active fluorescent probe for rapid detection of Hg2+ and its environmental and biological applications
Chen, Lin-lin,Gu, Wen,Liu, Qing-song,Sun, Lu,Sun, Xue-bao,Sun, Yue,Wang, Zhong-long,Yang, Zi-hui
, (2021/10/20)
A highly sensitive AIE fluorescent probe (DBAQ) containing quinoxaline moiety was designed based on the natural diterpene dehydroabietic acid. This probe was synthesized and manifested via the analysis of FT-IR, 1H NMR, 13C NMR, and ESI-MS spectra. The probe DBAQ was utilized to selectively recognize Hg2+ against other competitive metal ions with the detection limit of 10.3 nM in MeCN/H2O solution (v/v = 1/9, pH = 7.5). In particular, DBAQ (λex/em = 425/600 nm) possessed a large Stokes shift (175 nm), short response time (10 s), and a wide pH range for Hg2+ detection (5 ~ 10). Job's plot method was used to determine the stoichiometry ratio of DBAQ-Hg2+ complexes as 1:2, which was confirmed by FT-IR. The binding mechanisms of DBAQ with Hg2+ were confirmed by 1H NMR titration. Meanwhile, DBAQ exhibited satisfied detection performance in seafood and environmental water samples. Furthermore, DBAQ revealed the considerably low cytotoxic effects to MCF-7 cells (IC50 > 100 μM), and it could be utilized as an outstanding imaging agent for the determination of Hg2+ both in living cells and zebrafish.
A novel dehydroabietic acid-based turn-on fluorescent probe for the detection of bisulfite and its application in live-cell and zebrafish imaging
Li, A-Liang,Wang, Zhong-Long,Wang, Wen-Yan,Liu, Qing-Song,Sun, Yue,Gu, Wen
, p. 16822 - 16832 (2021/09/28)
In this paper, a turn-on fluorescent probe (DBE) was designed and synthesized for probing bisulfite (HSO3?) by coupling dehydroabietic acid-based benzimidazole derivatives with ethyl cyanoacetate moiety. The structure of the compound was characterized using its UV-Vis,1H-NMR,13C-NMR and HRMS spectra. The probe showed significant selectivity and sensitivity towards HSO3?compared to other analytes in DMF/PBS buffer (3/7, v/v, 10 mM, pH = 7.4), and exhibited a detection limit at the nanomolar level (3.2 nM), fast response time (140 s) and good pH stability (6-10) in living systems. Furthermore, this probe was successfully utilized for the fluorescence imaging of HSO3?in living zebrafish and MCF-7 cells with remarkable lysosome-targeting properties.
Synthesis, cytotoxicity and apoptosis-inducing activity of novel 1H-benzo[d]imidazole derivatives of dehydroabietic acid
Li, A-Liang,Yang, Ya-Qun,Wang, Wen-Yan,Liu, Qing-Song,Sun, Yue,Gu, Wen
, p. 1668 - 1678 (2020/07/30)
With the expectation of finding new and effective antitumor drugs, a series of novel N-(1H-benzo[d]imidazole-2-yl)-benzamide/benzenesulfonamide derivatives of dehydroabietic acid were synthesized and evaluated for cytotoxic activity against three human ca