19055-87-9Relevant academic research and scientific papers
4-Methylcoumarins with cytotoxic activity against T24 and RT4 human bladder cancer cell lines
Vianna,Ruschel,Dietrich,Figueiró,Morrone,Canto,Corvello,Velho,Crestani,Teixeira,Von Poser,Battastini,Eifler-Lima
, p. 905 - 911 (2015)
Bladder cancer is one of the most prevalent malignancies of the genitourinary tract, and approximately 25% of patients develop superficial cancers with invasive and metastatic pathology. Coumarins and their derivatives have antiproliferative activity and
Selective selenol fluorescent probes: Design, synthesis, structural determinants, and biological applications
Zhang, Baoxin,Ge, Chunpo,Yao, Juan,Liu, Yaping,Xie, Huichen,Fang, Jianguo
, p. 757 - 769 (2015/01/30)
Selenium (Se) is an essential micronutrient element, and the biological significance of Se is predominantly dependent on its incorporation as selenocysteine (Sec), the genetically encoded 21st amino acid in protein synthesis, into the active site of selenoproteins, which have broad functions, ranging from redox regulation and anti-inflammation to the production of active thyroid hormones. Compared to its counterpart Cys, there are only limited probes for selective recognition of Sec, and such selectivity is strictly restricted at low pH conditions. We reported herein the design, synthesis, and biological evaluations of a series of potential Sec probes based on the mechanism of nucleophilic aromatic substitution. After the initial screening, the structural determinants for selective recognition of Sec were recapitulated. The follow-up studies identified that probe 19 (Sel-green) responds to Sec and other selenols with more than 100-fold increase of emission in neutral aqueous solution (pH 7.4), while there is no significant interference from the biological thiols, amines, or alcohols. Sel-green was successfully applied to quantify the Sec content in the selenoenzyme thioredoxin reductase and image endogenous Sec in live HepG2 cells. With the aid of Sel-green, we further demonstrated that the cytotoxicity of different selenocompounds is correlated to their ability metabolizing to selenols in cells. To the best of our knowledge, Sel-green is the first selenol probe that works under physiological conditions. The elucidation of the structure-activity relationship for selective recognition of selenols paves the way for further design of novel probes to better understand the pivotal role of Sec as well as selenoproteins in vivo.
A 4-methylumbelliferone-based fluorescent probe for sodium new houttuyfonate
Yang, Xiaofeng,Wang, Liping,Zhao, Minglei,Qi, Haiping,Wu, Yao
experimental part, p. 1469 - 1474 (2011/01/04)
A new fluorogenic probe for sodium new houttuyfonate (SNH) was proposed. 4-Methylumbelliferyl-2,4-dinitrobenzenesulfonate (4-MUDNBS) was a nonfluorescent compound and was synthesized via the one-step reaction of 4-methylumbelliferone (4-MU) with 2,4-dinitrobenzenesulfonyl chloride. In basic media, SNH was decomposed to produce sodium sulfite, which then reacted with 4-MUDNBS to yield highly fluorescent 4-MU, hence leading to the fluorescence increase of the reaction solution. A linear correlation existed between the emission intensity and the concentration of SNH within the range from 0.5 to 15 μg ?mL 1 with a detection limit of 0.15 μg ? mL 1 (3σ). The effect of substituents on the benzenesulfonyl moiety of the probe is discussed, and the presence of electronegative groups is favorable for the proposed cleavage reaction.
