727-80-0Relevant academic research and scientific papers
Thermal, kinetic, spectroscopic studies and anti-microbial, anti-tuberculosis, anti-oxidant properties of clioquinol and benzo-coumarin derivatives mixed complexes with copper ion
Dholariya, Hitesh R.,Patel, Ketan S.,Patel, Jiten C.,Patel, Atul K.,Patel, Kanuprasad D.
, p. 5848 - 5860 (2013)
A series of six Cu(II) complexes of clioquinol with benzo-coumarin derivatives have been synthesized. Physico-chemical, spectroscopic, and thermal properties of the complexes have been studied on the basis of infrared spectra, mass spectra, NMR spectra, e
(E)-N’-(1-(3-oxo-3H-benzo[f]chromen-2-yl)ethylidene)benzohydrazide protecting rat heart tissues from isoproterenol toxicity: Evidence from in vitro and in vivo tests
Abid, Souhir,Allouche, Noureddine,Ammar, Houcine,Bazureau, Jean-Pierre,Bouzanna, Walid,Feriani, Anouar,Ghazouani, Lakhdar,Hajji, Raouf,Khdhiri, Emna,Mnafgui, Kais
, (2020)
The current study was aimed to assess the protective effect of a new molecule (E)-N’-(1-(3-oxo-3H-benzo[f]chromen-2-yl)ethylidene)benzohydrazide, denoted 1c, against cardiac remodeling process in isoproterenol (Isop) induced myocardial infarction (MI) in
Turn on fluorescent chemosensor containing rhodamine B fluorophore for selective sensing and in vivo fluorescent imaging of Fe3+ ions in HeLa cell line and zebrafish
Vijay, Natarajan,Wu, Shu Pao,Velmathi, Sivan
, (2019)
Rhodamine dyes are utilized effectively as a chemosensor to monitor biologically important metal ions and effectively applied for fluorescent imaging studies in living systems. Herein, rhodamine-B armed fluorescent chemosensor (RhBNC) was designed and synthesized by condensation reaction between rhodamine B hydrazide and naphthyl chromone with ONO binding site in good yield. Upon sensing study towards metal ions, the probe showed selective turn-on fluorescent change for Fe3+ over other cations even in the presence of competing trivalent metal ions as well. The fluorescence switch is “on” when Fe3+ ions binds to RhBNC with orange fluorescence. The probe can detect lower concentration of Fe3+ ions with detection limit of 0.16 μM. Due to its lower detection limit; it can be applied to monitor Fe3+ ion presence in a living system by fluorescent imaging technique. The probe was employed effectively to ascertain the presence of Fe3+ and to image Fe3+ ions in HeLa cell line and zebrafish.
Boosting 3H-Benzo[f]chromen-3-one Chalcone with Anti-inflammatory Drugs: Synthesis, Characterization, and Evaluation of Cytotoxicity and Antimicrobial Activity
Abdul-Rida, N. A.,Adnan, Sh.,Jaber, Q. A. H.
, p. 1622 - 1627 (2020)
Abstract: A series of novel 3H-benzo[f]chromen-3-one derivatives bearing non-steroidal anti-inflammatory drug moieties were synthesized with good yields. Benzo[f]coumarin chalcone was prepared via Claisen–Schmidt condensation between 2-acetyl-3H-benzo[f]c
Half-sandwich platinum group metal complexes containing coumarin-N-acylhydrazone hybrid ligands: Synthesis and biological evaluation studies
Dkhar, Lincoln,Kaminsky, Werner,Kollipara, Mohan Rao,Nongpiur, Carley Giffert L.,Poluri, Krishna Mohan,Tripathi, Deepak Kumar
, (2021)
A series of half-sandwich platinum group metal complexes containing coumarin-N-acylhydrazone ligands have been prepared. The metal precursors of the type [(p-cymene)RuCl2]2 and [Cp*MCl2]2 (M = Rh/Ir) and coumarin-N-acylhydrazone ligands (L1, L2 and L3) were reacted in the ratio of 1:2 (M:L), forming neutral bidentate (N ∩ O) complexes (1–9). The complexes are of the general formula [(arene)M{κ2(N∩O)L}Cl]. All these complexes have been characterized by analytical, spectroscopic and single-crystal X-ray diffraction studies. The complexes and ligands were then carried out for antibacterial, antioxidant and DNA binding studies. The results show that both ligands and complexes possess potent antibacterial and antioxidant properties. ___________________________________________________________________________
Novel reaction-based chemosensor for Al3+ detection using hybrid framework of chalcone-coumarin in aqueous phase and its anticancer activity
Chan, Yi-Huan,Sasidharan, Sreenivasan,Shanmugapriya,Yeap, Guan-Yeow
, (2021/11/30)
A new water-soluble chemosensor (L) made up by chalcone-coumarin hybrid framework was synthesized and the photophysical properties of probe L towards heavy metal ions were observed by naked-eye along with UV-vis and NMR spectroscopic techniques. The newly obtained chemosensor L showed an apparent colour change from yellow to cyan due to the presence of a new hump at 610.2 nm in UV-vis spectrum which can be ascribed to the affinity of L towards the aluminium Al3+ ion. The receptor L displays excellent selectivity and sensitivity towards Al3+ ion with the detection limit of 2.21 × 10?5 M. The stoichiometric ratio and association constant for the L-Al3+ complex are 2:1 and 5.91 M-2, respectively. The IC50 value of 15.38 μM as shown by probe L indicates that it exhibits strong anticancer properties.
A facile one pot multi component synthesis of alkyl 4-oxo-coumarinyl ethylidene hydrazono-thiazolidin-5-ylidene acetates and their antiviral activity
Kulkarni, Chandrashekhar V.,Vaarla, Krishnaiah,Vedula, Rajeswar Rao,Vermeire, Kurt,Vishwapathi, Vinod
, (2021/10/19)
An efficient one-pot synthesis of alkyl 4-oxo-coumarinyl ethylidene hydrazono-thiazolidin-5-ylidene acetate derivatives has successfully been achieved via a three component cyclization reaction of various substituted 3-acetyl coumarins, thiosemicarbazide and dialkyl acetylenedicarboxylates, in presence of acetic acid. The isolated products were obtained in pure form with high yields through simple workup. The newly synthesised compounds structure was established on the basis of spectral (IR, 1H NMR, 13C NMR, ESI- mass) elemental analysis and single crystal X-ray data. All synthesised compounds were screened for their antiviral activity against a broad spectrum of human viruses in different cell cultures. Of the novel synthesised compounds, thirteen compounds exerted activity against Punta Toro virus, including compound IV-19, for which an antiviral potency was noted against a broad panel of DNA and RNA viruses as well.
A chemodosimeter for selective fluorogenic and chromogenic detection of phenylenediamine isomers
Deepa, Appadurai,Lavanya, Raja,Lee, Shyi-Long,Mathivanan, Venkatesan,Padmini, Vediappen,Ramamoorthy, Jaganathan,Sathya, Vijayakumar,Srinivasadesikan, Venkatesan
, (2022/01/19)
A chromogenic and fluorogenic active coumarin-based chemodosimeter (DP21) has been synthesized. The probe shows remarkable fluorescent intensity with phenylenediamine isomers (PDA) such as ortho-phenylenediamine (OPD) and para-phenylenediamine (PPD) in the presence of competitive species. The probe changes from light yellow to reddish brown and dark yellow with OPD and PPD, respectively, through naked eye. The interaction?of lone pair electrons?in carbonyl group present in DP21 with amino group of OPD and PPD?shows?the intermolecular hydrogen bonding. The PDA isomers can be detected selectively in the presence of other interfering organic and inorganic amines by the DP21. It shows excellent low detection limit (LOD) for OPD and PPD is 0.19?nM and 0.4 nM respectively. Graphical abstract: [Figure not available: see fulltext.]
Ruthenium, rhodium, and iridium complexes featuring coumarin hydrazone derivatives: Synthesis, characterization, and preliminary investigation of their anticancer and antibacterial activity
Dkhar, Lincoln,Verma, Akalesh Kumar,Banothu, Venkanna,Kaminsky, Werner,Kollipara, Mohan Rao
, (2022/01/19)
Coumarin hydrazone derivatives (L1, L2, L3, and L4) have been prepared by Knoevenagel condensation. Half-sandwich ruthenium, rhodium, and iridium complexes containing these coumarin hydrazone derivatives (1–12) have been synthesized. The deprotonation of hydrazinic proton from the ligand leads to the formation of anionic species, thereby forming neutral N?∩?N chelation complexes. These complexes have been confirmed by spectroscopic technique and single-crystal X-ray diffraction studies. Spectroscopic analysis of the ligands and complexes shows that the data are consistent with the formulated data. The stability studies of some of the complexes (1, 5, and 6) were performed by the 1H-NMR technique using deuterated DMSO-d6 solvent. They are found to be stable in solution as well as in the air and are nonhygroscopic. In vitro antibacterial activity against gram-positive Staphylococcus aureus and gram-negative Escherichia coli, Klebsiella pneumoniae strains have been tested. Also, their cytotoxicity study was evaluated against Dalton's ascites lymphoma (DL), Ehrlich ascites carcinoma (EAC), and normal cell lines (peripheral blood mononuclear cells [PBMC]). In both the studies, complexes (5 and 6) are found to be the most active compared to the other complexes.
A benzocoumarin-based fluorescent probe for highly specific ultra-sensitive fast detecting endogenous/exogenous hypochlorous acid and its applications
Fan, Long,Huang, Sujie,Li, Huixue,Li, Tianrong,Li, Yijia,Liu, Kui,Sun, Jie,Wang, Xiaofeng,Yang, Zhengyin,Zhang, Wei
, (2022/02/11)
Hypochlorous acid (HOCl) is widely used in daily production and life. It is also a kind of endogenously produced reactive oxygen species (ROS) in the human immune system, plays a crucial role in many pathophysiological processes. This work designed and synthesized a novel based on benzocoumarin fluorescent probe BL for specific detection HOCl. BL has brilliant selectivity, high sensitivity (5.64 nM), fast response (60 s), moderate water-solubility. The intramolecular charge transfer (ICT) sensing mechanism of BL has been verified by fluorescence, UV, MS, and density functional theory (DFT) calculations. BL can make into a solid-state visual sensor to detect HOCl conveniently. BL was also applied to detect HClO spiked in tap water, 84 disinfectants, lake water, and satisfying recovery rates. Finally, BL was low toxic and used to track the variations of endogenous/exogenous HClO in living cells successfully. Totally, BL provides a powerful and reliable monitoring tool to reveal the biological functions of HOCl and ensure safe use.
