58632-48-7Relevant academic research and scientific papers
Intracellular detection of hazardous Cd2+ through a fluorescence imaging technique by using a nontoxic coumarin based sensor
Kumari, Chanda,Sain, Dibyendu,Kumar, Ashish,Debnath, Sushanta,Saha, Partha,Dey, Swapan
, p. 2524 - 2531 (2017)
A new coumarin based turn on fluorescent sensor (R1) was reported for the detection of highly hazardous Cd2+ with excellent selectivity and sensitivity without any interference of other metal ions. The single crystal X-ray structure analysis of
Noradrenaline-Specific, Efficient Visualization in Brain Tissue Triggered by Unique Cascade Nucleophilic Substitution
Yue, Yongkang,Huo, Fangjun,Yin, Caixia
, p. 2255 - 2259 (2019)
Noradrenaline as one of the most important neurotransmitters in the sympathetic nervous system plays key roles in all of the forebrain activities such as perception, memory, learning, and homeostasis, and its dysfunction is closely related to both neurodegenerative diseases and central nervous system disorders. The very similar structures and properties of the three coexisting catecholamine neurotransmitters - dopamine, epinephrine, and noradrenaline - make it almost impossible to design fluorescent probes that respond specifically to noradrenaline, which restricted its physiological and pathological studies greatly. Fantastic design turned dreams into reality in this work: the cascade nucleophilic substitution reactions between noradrenaline and fluorophore coupling carbonic ester, which formed a five-membered ring catechol-containing compound with the release of the fluorophore accompanied by unique fluorescent responses, allowed us to develop a fluorescent probe to detect and visualize noradrenaline over dopamine and epinephrine in brain tissue. Instead of the noradrenaline synzyme immunofluorescence labeling path, the present fluorescent probe can visualize noradrenaline directly with comparable specificity.
Discovery of unique thiazolidinone-conjugated coumarins as novel broad spectrum antibacterial agents
Geng, Rong-Xia,Kumar, Kannekanti Vijaya,Li, Shuo,Yang, Xun-Cai,Zhang, Peng-Li,Zhou, Cheng-He
, (2022/02/16)
Unique coumarin conjugates with thiazolidinone as novel structural antibacterial modulators were exploited to combat the lethal multidrug-resistant bacterial infections. Bioactivity evaluation identified that indole-incorporated coumarin thiazolidinone conjugate 14a with low cytotoxicity to mammalian cells showed a broad antibacterial spectrum and exerted potent inhibition efficiencies to the tested germs at low concentrations (0.25–2 μg/mL). Moreover, the favorable performance of 14a in eradicating bacterial biofilm was beneficial to avert developing drug resistance. Mechanistic explorations revealed that molecule 14a was able to destroy cell membrane, leading to the leakage of intracellular materials and metabolism inhibition. The accumulation of excess reactive oxygen species (ROS) mediated by compound 14a could impede glutathione (GSH) activity and induce lipid peroxidation to suppress bacteria growth. Furthermore, compound 14a could not only intercalate into DNA base pair but also take part in non-covalent interaction with DNA gyrase B to hinder their biological function. Quantum chemical study indicated that molecule 14a had low HOMO-LUMO energy gap, which resulted in more stabilizing interactions and was conducive to displaying better antibacterial activity. ADMET analysis manifested that 14a possessed promising pharmacokinetic properties.
Coumarin Schiff base derivative as well as preparation method and application thereof
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Paragraph 0022; 0053; 0057-0082, (2020/11/25)
The invention relates to a coumarin Schiff base derivative as well as a preparation method and application thereof, belonging to the technical field of metal ion detection. The coumarin Schiff base compound is 2-hydroxyl Schiff base-4-methylcoumarin. The specific structural formula of the coumarin Schiff base derivative is as shown in the specification. The invention further relates to a preparation method and application of the coumarin Schiff base derivative. The coumarin Schiff base derivative is high in Cr selectivity and Cr sensitivity, high in binding capacity and beneficial forCr detection.
Evaluation of novel coumarin-proline sulfonamide hybrids as anticancer and antidiabetic agents
Durgapal, Sunil Dutt,Soman, Shubhangi S.
supporting information, p. 2869 - 2883 (2019/08/22)
Cancer and diabetes are considered as two major diseases affecting human health worldwide. Various therapies are available for treatment of cancer and diabetes individually, peptide linkage containing proline sulfonamide can be a promising therapy for treatment of both cancer as well as diabetes. Here, we report design and synthesis of novel coumarin-proline sulfonamide derivatives as anticancer and antidiabetic agents. All the synthesized compounds were screened for their anticancer activity against lungs cancer cell line (A549) and breast cancer cell line (MCF7) using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide dye (MTT)assay and antidiabetic activity using DPP-IV inhibition assay. Compound 16b showed excellent activity against breast cancer cell line (MCF7) with IC50 value of 1.07 μM. All compounds showed moderate DPP-IV inhibition.
Evaluation of thioamides, thiolactams and thioureas as hydrogen sulfide (H2S)donors for lowering blood pressure
Zaorska, Ewelina,Hutsch, Tomasz,Gawry?-Kopczyńska, Marta,Ostaszewski, Ryszard,Ufnal, Marcin,Koszelewski, Dominik
supporting information, (2019/04/29)
Hydrogen sulfide (H2S)is a biologically important gaseous molecule that exhibits promising protective effects against a variety of pathological processes. For example, it was recognized as a blood pressure lowering agent. Aligned with the need for easily modifiable platforms for the H2S supply, we report here the preparation and the H2S release kinetics from a series of structurally diversified thioamides, thiolactams and thioureas. Three different thionation methods based on the usage of a phosphorus pentasulfide and Lawesson reagent were applied to prepare the target thioamides and thiolactams. Furthermore, obtained H2S donors were evaluated both in in vivo and in vitro studies. The kinetic parameters of the liberating H2S was determined and compared with NaHS and GYY4137 using two different detection technics i.e.; fluorescence labeling 7-azido-4-methyl-2H-chromen-2-one and 5,5‘-dithiobis (2-nitrobenzoic acid), sulfhydryl probe, also known as the Ellman's reagent. We have proved that the amount of releasing H2S from these compounds is controllable through structural modifications. Finally, the present study shows a hypotensive response to an intravenous administration of the developed donors in the anesthetized rats.
Design and synthesis of aminocoumarin derivatives as DPP-IV inhibitors and anticancer agents
Soni, Rina,Soman, Shubhangi S.
, p. 277 - 284 (2018/05/24)
DPP-IV “a moonlighting protein” has immerged as promising pathway to control Type 2 diabetes as well as found to play key role in earlier stages of cancer. Here we have reported design, synthesis and applications of aminocoumarin derivatives as DPP-IV inhibitors. Compounds have been synthesized and studied for their DPP-IV inhibition activity. Three compounds have shown moderate inhibition at 100 μM concentration. All compounds were also screened for their anticancer activity against A549 (Lung cancer cell line), MCF-7 (Breast cancer cell line) using MTT assay. One of the compounds has shown very good anticancer activity with IC50 value 24 ± 0.1 nM against A549 cell line.
Design, synthesis, cytotoxicity and mechanism of novel dihydroartemisinin-coumarin hybrids as potential anti-cancer agents
Yu, Haonan,Hou, Zhuang,Tian, Ye,Mou, Yanhua,Guo, Chun
, p. 434 - 449 (2018/04/14)
To develop novel agents with anticancer activities, thirty-four new dihydroartemisinin-coumarin hybrids were designed and synthesized in this study. Those compounds were identified that had great anticancer activity against two cancer cell lines (MDA-MB-231 and HT-29). The structure-activity relationships of the derivatives were also discussed, and the results of docking analysis had shown that carbonic anhydrases IX (CA IX) was very likely to be one of the drug targets of the hybrids. Meanwhile, to clarify the mechanism of the anticancer activity of the hybrids molecule, we did further exploration in the bioactivity of the hybrids. The results had shown that these derivatives obviously inhibited proliferation of HT-29 cell lines, arrested G0/G1 phase of HT-29 cells, suppressed the migration of tumor cells, and induced a great decrease in mitochondrial membrane potential leading to apoptosis of cancer cells. Interestingly, the hybrids also induced the other cell death pathway-ferroptosis.
Synthesis and fluorescence study of 6,7-diaminocoumarin and its imidazolo derivatives
Sheshashena Reddy,Ram Reddy
, p. 525 - 534 (2013/02/22)
Novel 6,7-diamino-4-methylcoumarin and derived imidazolocoumarins were synthesized and their absorption and fluorescence properties were recorded in solvents of varying polarity. 6,7-Diamino-4-methylcoumarin is highly fluorescent, with a quantum yield of
Substrate specificity of acetoxy derivatives of coumarins and quinolones towards Calreticulin mediated transacetylation: Investigations on antiplatelet function
Kathuria, Abha,Priya, Nivedita,Chand, Karam,Singh, Prabhjot,Gupta, Anjali,Jalal, Sarah,Gupta, Shilpi,Raj, Hanumantharao G.,Sharma, Sunil K.
experimental part, p. 1624 - 1638 (2012/05/04)
Calreticulin transacetylase (CRTAase) is known to catalyze the transfer of acetyl group from polyphenolic acetates (PA) to certain receptor proteins (RP), thus modulating their activity. Herein, we studied for the first time the substrate specificity of CRTAase towards N-acetylamino derivatives of coumarins and quinolones. This study is endowed with antiplatelet action by virtue of causing CRTAase catalyzed activation of platelet Nitric Oxide Synthase (NOS) by way of acetylation leading to the inhibition of ADP/Arachidonic acid (AA)-dependent platelet aggregation. Among all the N-acetylamino/acetoxy coumarins and quinolones screened, 7-N-acetylamino-4-methylcoumarin (7-AAMC, 17) was found to be the superior substrate to platelet CRTAase and emerged as the most promising antiplatelet agent both in vitro and in vivo. Further it caused the inhibition of cyclooxygenase-1 (Cox-1) resulting in the down regulation of thromboxane A2 (TxA2), modulation of tissue factor and the inhibition of platelet aggregation. It was also found effective in the inhibition of LPS induced pro-thrombotic conditions.
