- Novel nitroheterocyclic hypoxic markers for solid tumor: Synthesis and biological evaluation
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Based on the principle that the nitro-group can quench the fluorescence and can be reduced under hypoxic conditions, several novel nitroheterocyclic compounds without 2-nitroimidazole as potential hypoxic markers were prepared. Although they were synthesized from the same matrix, nitrosubstituted acenaphtho[1,2-b]quinoxaline, these compounds exhibited quite different fluorescence changes when they were differently nitrosubstituted. Their evaluation for imaging tumor hypoxia was carried out in V79 cells in vitro by Fluorescence Microplate Reader. After 3.5 h, the hypoxic-oxic fluorescence differential incubated with A1, A4, and A5 in V79 cells could reach 6, 9, and 11 times differential fluorescence between oxic and hypoxic cells separately, which are suitable for further evaluation as probes for hypoxic cells in tumors in vivo.
- Zhu, Weiping,Dai, Min,Xu, Yufang,Qian, Xuhong
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- A rhodamine B-based turn on fluorescent probe for selective recognition of mercury(II) ions
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The recognition of mercury(II) ions content in the environment and organisms is of great significance for maintaining the health of the organism and preventing diseases induced by mercury(II) ions. Herein a fluorescent probe which includes rhodamine B and
- Cui, Chenfang,Gao, Xu,Jia, Xianchao,Jiao, Yang,Duan, Chunying
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- Fluorescent probes for detecting concentration of nitric oxide, and synthesis method and application thereof
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The invention belongs to the technical fields of organic synthesis and fluorescent probe detection, and discloses fluorescent probes for detecting the concentration of nitric oxide, and a synthesis method and an application thereof. The fluorescent probes are named as AQA (including a fluorescent probe A: AQA-H, a fluorescent probe B: AQA-OCH3, a fluorescent probe C: AQA-Cl and a fluorescent probeD: AQA-Br). The fluorescent probes AQA have an excitation wavelength of 400-430 nm and an emission wavelength of 480-620 nm; and each fluorescent probe has large Stokes shift. In in-vitro nitric oxide detection, the fluorescent probes AQA have high reaction sensitivity with nitric oxide, and are significant in fluorescence intensity change. According to the invention, the reaction conditions of AQA and NO are screened; and the fluorescence response of AQA-OCH3 and NO under physiological conditions (a pH value of 7.4 and a temperature of 25 DEG C) is discovered to be the best.
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Paragraph 0009; 0063-0064
(2020/06/02)
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- A general and inexpensive protocol for the nanomagnetic 5-sulfosalicylic acid catalyzed the synthesis of tetrahydrobenzo[b]pyrans and quinoxaline derivatives
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In this study, a novel acid-functionalized magnetic nanoparticles with high loaded multifunctional acidic groups was fabricated by anchoring water-soluble 5-sulfosalicylic acid onto the surface silica-modified Fe3O4. The magnetically recyclable Fe3O4@SiO2@5-SA (20?mg) showed excellent reactivity for greener synthesis of tetrahydrobenzo[b]pyrans via a three-component reaction of different aromatic aldehydes, malononitrile and dimedone in good to excellent yields (70–95percent) in pure water at short reaction times (40–150?min). The method shows eco-friendly synthesis of quinoxaline derivatives from direct condensation of substituted 1,2-diamine with various 1,2-dicarbonyl in ethanol at room temperature to afford the desired quinoxalines with good to excellent yields (60–97percent) at shorter reaction times (120–240?min). The morphology and magnetic properties of MNPs were studied with scanning electron microscopy, X-ray powder diffraction, Fourier translation infrared spectroscopy, vibrating sample magnetometer and thermogravimetric. The results showed that the Fe3O4@SiO2@5-SA catalyst is completely recoverable by an external magnet and retained catalytic activity after five recycles.
- Saboury, Farzaneh,Azizi, Najmedin,Mirjafari, Zohreh,Mahmoudi Hashemi, Mohammad
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p. 2533 - 2543
(2020/05/18)
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- Synthesis of benzimidazole and quinoxaline derivatives using reusable sulfonated rice husk ash (RHA-SO3H) as a green and efficient solid acid catalyst
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In this work, a simple, rapid and efficient method for the preparation of benzimidazoles and quinoxalines from the condensation of o-phenylene diamines with aldehydes and/or 1,2-dicarbonyl compounds in the presence of sulfonated rice husk ash (RHA-SO3H) as an efficient green catalyst is reported. RHA-SO3H can be easily prepared using a readily available organic compound by simple modification of rice husk ash. All reactions are performed under mild reaction conditions with high to excellent yields. The method is applicable to aromatic, unsaturated and hetero aromatic aldehydes. The advantages of this method are short reaction times, milder conditions, easy work-up, solvent-free conditions and catalyst reusability.
- Shamsi-Sani, Mahnaz,Shirini, Farhad,Abedini, Masoumeh,Seddighi, Mohadeseh
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p. 1091 - 1099
(2016/04/26)
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- A green and efficient protocol for the synthesis of quinoxaline, benzoxazole and benzimidazole derivatives using heteropolyanion-based ionic liquids: As a recyclable solid catalyst
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In this paper, we introduce two nonconventional ionic liquid compounds which are composed of propane sulfonate functionalized organic cations and heteropolyanions as green solid acid catalysts for the highly efficient and green synthesis of 2,3-disubstitutedquinoxaline derivatives. These ionic liquids are in the solid state at room temperature and the synthesis is carried out via the one-pot condensation reaction of various o-phenylenediamine with 1,2-diketone derivatives. Benzoxazole and benzimidazole derivatives were also synthesized by these novel catalysts via the one-pot condensation from reaction orthoester with o-aminophenol (synthesis of benzoxazole derivatives) and ophenylenediamine (synthesis of benzimidazole derivatives). All experiments successfully resulted in the desired products. The described novel synthesis method has several advantages of safety, mild condition, high yields, short reaction times, simplicity and easy workup compared to the traditional method of synthesis.
- Vahdat, Seyed Mohammad,Baghery, Saeed
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p. 618 - 627
(2013/09/12)
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- Rice husk: A mild, efficient, green and recyclable catalyst for the synthesis of 12-Aryl-8, 9, 10, 12-tetrahydro [a] xanthene-11-ones and quinoxaline derivatives
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Rice husk, as a green and cheap reagent, can be used for the promotion of the synthesis of 12-aryl -8, 9,10,12-tetrahydrobenzo[α] xanthen-11-one derivatives (ATXOs) via three-component reaction of aldehydes, 2-naphthol and 5,5-dimethyl-1,3-cyclohexadione (dimedone) under solvent-free conditions. This catalyst can also be used for the preparation of quinoxaline derivatives in a mixture of H2O and CH3CN at 50 °C. The present methodology offers several advantages such as high yields, simple procedure, low cost, short reaction times, mild reaction conditions and use of a green, cheap and reusable catalyst.
- Shirini, Farhad,Akbari-Dadamahaleh, Somayeh,Mohammad-Khah, Ali,Aliakbar, Ali-Reza
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p. 207 - 216
(2013/05/09)
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- A novel and simple synthesis of some new and known dibenzo phenazine and quinoxaline derivatives using lead dichloride
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A simple method for the synthesis of phenazine and quinoxaline derivatives have been developed via a reaction of o-phenylenediamines and 1,2-dicarbonyl compounds or aryl glyoxals in the presence of lead dichloride in ethanol at room temperature. This meth
- Karami, Bahador,Khodabakhshi, Saeed
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p. 1655 - 1658
(2013/09/24)
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- A Rapid Synthesis of Some 1,4-aryldiazines by the Use of Lithium Chloride as an Effective Catalyst
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The synthesis of some 1,4-aryldiazines (novel and known dibenzo[a,c]phenazines and quinoxalines) based on the condensation of 1,2-aryldiamines with aromatic 1,2-dicarbonyl compounds in the presence of lithium chloride as a heterogeneous catalyst is presen
- Karami, Bahador,Rooydel, Reza,Khodabakhshi, Saeed
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experimental part
p. 183 - 188
(2012/06/16)
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- Synthesis of novel aryl quinoxaline derivatives by new catalytic methods
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Quinoxalines are nitrogenous compounds that widely are used in various industries like paint, pharmaceutical and medicine. Quinoxaline ring is also part of antibiotics structure such as Actinomycin, Lomacin. By using of this synthesis method of these comp
- Soleymani, Reza,Niakan, Neda,Tayeb, Shohre,Hakimi, Shirin
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p. 687 - 701
(2012/10/30)
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- A facile synthesis of phenazine and quinoxaline derivatives using magnesium sulfate heptahydrate as a catalyst
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Convenient and simple procedures for the synthesis of phenazine and quinoxaline derivatives were developed via a reaction of o-phenylenediamines and 1,2-dicarbonyl compounds. In addition, the synthesis of two new 1,4-benzodiazine derivatives and the catal
- Karami, Bahador,Khodabakhshi, Saeed
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experimental part
p. 1191 - 1198
(2012/02/04)
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- Application of metalloporphyrins as new catalysts for the efficient, mild and regioselective synthesis of quinoxaline derivatives
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A simple, highly efficient and green procedure for the condensation of aryl and alkyl 1,2-diamines with α-diketones in the presence of catalytic amounts of metalloporphyrins at room temperature is described. Using this method, quinoxaline derivatives as biologically interesting compounds are produced in high to excellent yields and short reaction times. In this report, the effects of central metal in porphyrin core and substituents on tetraphenylporphyrin skeleton have been studied.
- Mohammadi, Khosro,Hasaninejad, Alireza,Niad, Mahmud,Najmi, Mojtaba
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experimental part
p. 1052 - 1058
(2011/11/14)
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