Synthesis and antibacterial activities of new (.alpha.-hydrazinobenzyl)cephalosporins

Balsamo, Aldo; Macchia, B.; Macchia, Franco; Rossello, Armando; Giani, R.; Pifferi, G.; Pinza, M.; Broccali, G

doi:10.1021/jm00365a019

Cited by 28 publications

(7 citation statements)

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“…22 These analytical methods typically require 4 sample preparation steps that are not amenable to intracellular detection. For in vivo analysis, fluorescent probes that enable sensitive and noninvasive detection of N 2 H 4 become absolutely necessary tools.…”

Section: Introductionmentioning

confidence: 99%

“…However, to date, only a few papers are concerned with fluorescence methods for detection of N 2 H 4 . 23−37 Many recognizing moiety of fluorescence sensors for N 2 H 4 have been developed, mainly including acetyl, 23−26 4-bromo butyrate, 27−29 levulinate, 30,31 phthalimide, 32−34 aldehyde, 35,36 and malononitrile, 37,38 mostly through the reaction-based approach that exploits the strong nucleophilicity of N 2 H 4 . Most of these sensors show emission and absorption within ultraviolet or visible range and are not suitable for bioimaging.…”

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confidence: 99%

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Naked-Eye and Near-Infrared Fluorescence Probe for Hydrazine and Its Applications in In Vitro and In Vivo Bioimaging

et al. 2015

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Hydrazine has been applied diffusely in most of the chemical industry; however, it is a hazardous environmental pollutant and highly toxic to organisms. Selective, rapid, and sensitive detection of hydrazine thus becomes absolutely necessary in both biological and environmental sciences. Accordingly, fluorescence probes for hydrazine have been paid great attention in recent years. Disclosed here is the near-infrared (NIR) fluorescence probe with a turn-on fluorescent probe CyJ based on the structure-emission property relationships of the NIR dyes containing an acetyl group as the recognizing moiety. This new probe not only can be readily prepared, but also shows excellent sensing properties. First and most important of all, CyJ is highly selective for N2H4 over various anions, cations, and other amino compounds and has a low limit of detection (LOD) of hydrazine (5.4 ppb as fluorescence sensor and 6.1 ppb as UV sensor). Besides, CyJ exhibited a dramatic increase in fluorescence at λmax = 706 nm in the presence of N2H4, and it offers a rapid, colorimetric and vapor sensing detection process for N2H4 in both aqueous solution and diluted human serum. Furthermore, CyJ has good cell-membrane permeability and low cytotoxicity. In addition, we have successfully applied the CyJ to visualize N2H4 in live mouse and, for the first time, in tissues such as the liver, lung, kidney, heart, and spleen.

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Section: Introductionmentioning

confidence: 99%

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confidence: 99%

Naked-Eye and Near-Infrared Fluorescence Probe for Hydrazine and Its Applications in In Vitro and In Vivo Bioimaging

et al. 2015

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“…Hydrazine (N 2 H 4 ) is an important biochemical reagent, which can be used as a metal corrosion inhibitor (Cruz Vieira et al 2002), antibacterial drugs (Balsamo et al 1983), plant growth regulators (Huffman et al 1968), hydrazine fuel cell (Serov and Kwak 2010), and be used in rocket propulsion Propellant system (Zelnick Sanford et al 2003;Mo et al 2000). It is widely used in various chemical industries.…”

Section: Introductionmentioning

confidence: 99%

A multi-responsive coumarin–benzothiazole fluorescent probe for selective detection of biological thiols and hydrazine

Chen

Shang

et al. 2021

J Anal Sci Technol

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Biothiols play important roles in various physiological and biological processes, which closely related to many diseases. Hydrazine is widely used in the chemical industry, but it is harmful to humans and animals. Therefore, it is very important to develop a fluorescent probe that can simultaneously detect biological thiols and hydrazine. In this work, a new fluorescent probe (2E,4Z)-2-(benzo[d]thiazol-2-yl)-5-chloro-5-(7-(diethylamino)-2-oxo-2H-chromen-3-yl)penta-2,4-dienenitrile (BCD) was synthesized by integrating coumarin and benzothiazole acetonitrile. Featured with four binding sites and different bonding mechanism between probe with biothiols and hydrazine, this probe exhibited fluorescent turn-on for distinguishing Cys, Hcy, GSH and hydrazine with 760-, 8-, 6- and 637-fold fluorescent intensity increase at 502, 479, 476 and 458 nm, respectively, through different excitation wavelengths. Research on the effect of pH on the fluorescent performance of BCD shows that the probe exhibits superior stability in a weakly alkaline to weakly acidic environment, which will facilitate the detection of biological thiols or hydrazine hydrate by BCD. Selectivity studies have shown that the probe has high specificity to biological thiols and hydrazine, which is of great significance to the application of BCD.

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“…This manuscript version is made available under the Elsevier user license http://www.elsevier.com/open-access/userlicense/1.0/ 2 heating systems [2]. It is also used as a common precursor in the synthesis of various polymers, direct hydrazine fuel cells in power generation sector and pharmaceutical intermediates in the materials field [3][4][5][6]. However, hydrazine and its aqueous solutions are highly toxic to humans and animals when inhaled or in contact with skin.…”

Section: Introductionmentioning

confidence: 99%

Probing hydrazine with a near-infrared fluorescent chemodosimeter

Fan

et al. 2017

Dyes and Pigments

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Hydrazine is highly toxic to humans and animals when inhaled or in contact with the skin. It is also a very important chemical used as propellant, metal corrosion inhibitor, pharmaceutical and intermediate. The simple detection of hydrazine in solution and biosystems becomes very important as a consequence of the foregoing applications. Herein, we report a two-photon fluorescent probing method using a NIR fluorescent chemodosimeter, displaying turn-on fluorescence and color change after cleaving an O-acetyl moiety by hydrazine, which exhibits good selectivity and sensitively in solution and living cells.

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Synthesis and antibacterial activities of new (.alpha.-hydrazinobenzyl)cephalosporins

Cited by 28 publications

References 0 publications

Naked-Eye and Near-Infrared Fluorescence Probe for Hydrazine and Its Applications in In Vitro and In Vivo Bioimaging

Naked-Eye and Near-Infrared Fluorescence Probe for Hydrazine and Its Applications in In Vitro and In Vivo Bioimaging

A multi-responsive coumarin–benzothiazole fluorescent probe for selective detection of biological thiols and hydrazine

Probing hydrazine with a near-infrared fluorescent chemodosimeter

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