Novel Pyrene Excimer and Fluorogenic Probe for the Detection of Alkylating Agents

被引：21

作者：

Jiang, Yu Lin ^{[1
]}

Broome, Ann-Marie ^{[1
]}

机构：

[1] Med Univ South Carolina, Dept Cell & Mol Pharmacol & Expt Therapeut, Charleston, SC 29425 USA

来源：

ACS SENSORS | 2019年 / 4卷 / 07期

基金：

美国国家卫生研究院;

关键词：

alkylating sensor; fluorogenic probe; pyrene excimer derivative; salicylic acid; methyl salicylate; CARBOXYLIC-ACIDS; SULFUR MUSTARD; DNA; FLUORESCENCE; BUSULFAN;

D O I：

10.1021/acssensors.9b00274

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A pyrene-containing salicylic acid derivative (4) was found to be low in fluorescence, but its derivative pyrene-containing methyl salicylate (3) was found to be highly fluorescent in aqueous solution. This derivative has been tested in solution and found to be superior in the fluorogenic assay of pharmaceutical compounds, detection of chemical warfare agents, a preliminary toxicology test, mutagenicity of medicinal compounds, and other chemical analyses, including trimethylsilyl diazomethane; alkyl bromides and iodides; a sulfur mustard mimic 2-chloroethyl ethyl sulfide; and anticancer drugs, busulfan and pipobroman. The salicylic acid derivative (4) was applied as a fluorogenic probe for the detection of alkylating agents by esterification and generating fluorescence at 475 nm in solutions at low concentrations.

引用

页码：1791 / 1797

页数：13

共 36 条

[1]

ANTMAN K, 1990, SEMIN ONCOL, V17, P33

[2] UBER NEUE GENTISINSAUREDERIVATE .2. SYNTHESE VON ALLYLATHERN UND BETA-METHYLMERCAPTOATHYLATHERN DER GENTISINSAURE [J].

BAGANZ, H ;

TEICHERT, P .

ARCHIV DER PHARMAZIE UND BERICHTE DER DEUTSCHEN PHARMAZEUTISCHEN GESSELSCHAFT, 1961, 294 (11) :725-&

[3] CHARACTERIZATION OF ARTIFACTS PRODUCED BY TREATMENT OF ORGANIC-ACIDS WITH DIAZOMETHANE [J].

BAUER, S ;

NEUPERT, M ;

SPITELLER, G .

JOURNAL OF CHROMATOGRAPHY, 1984, 309 (02) :243-259

[4] ACUTE-LEUKEMIA FOLLOWING PROLONGED CYTOTOXIC AGENT THERAPY [J].

CASCIATO, DA ;

SCOTT, JL .

MEDICINE, 1979, 58 (01) :32-47

[5] A pyridinium cation-π interaction sensor for the fluorescent detection of alkyl halides [J].

Chen, Wenbo ;

Elfeky, Souad A. ;

Nonne, Yse ;

Male, Louise ;

Ahmed, Kabir ;

Amiable, Claire ;

Axe, Philip ;

Yamada, Shinji ;

James, Tony D. ;

Bull, Steven D. ;

Fossey, John S. .

CHEMICAL COMMUNICATIONS, 2011, 47 (01) :253-255

[6] Pyrene-based chemosensor detects picric acid upto attogram level through aggregation enhanced excimer emission [J].

Chopra, Rakesh ;

Kaur, Paramjit ;

Singh, Kamaljit .

ANALYTICA CHIMICA ACTA, 2015, 864 :55-63

[7] DNA-polyfluorophore excimers as sensitive reporters for esterases and lipases [J].

Dai, Nan ;

Teo, Yin Nah ;

Kool, Eric T. .

CHEMICAL COMMUNICATIONS, 2010, 46 (08) :1221-1223

[8] Selective Sensing of Metal Ions and Nitro Explosives by Efficient Switching of Excimer-to-Monomer Emission of an Amphiphilic Pyrene Derivative [J].

Deshmukh, Sharad Chandrakant ;

Rana, Shammi ;

Shinde, Sopan Valiba ;

Dhara, Barun ;

Ballav, Nirmalya ;

Talukdar, Pinaki .

ACS OMEGA, 2016, 1 (03) :371-377

[9]

DEVITA VT, 1965, CANCER RES, V25, P1876

[10] Alkylation damage in DNA and RNA -: repair mechanisms and medical significance [J].

Drablos, F ;

Feyzi, E ;

Aas, PA ;

Vaagbo, CB ;

Kavli, B ;

Bratlie, MS ;

Peña-Diaz, J ;

Otterlei, M ;

Slupphaug, G ;

Krokan, HE .

DNA REPAIR, 2004, 3 (11) :1389-1407

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