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Journal articles on the topic 'Hydroxycoumarin derivative'

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Published: 5 June 2025

Last updated: 1 August 2025

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1

BANI, TALAPATRA, Kumar Mandal Sudipta, Biswas Kallolmay, Chakrabarti Ramaprasad та K. Talapatra Sunil. "Reactions of 4-hydroxycoumarin with some α,β-unsaturated carbonyls and 1,3-dicarbonyls : trapping of 4-hydroxycoumarin tautomers; formation of a pimelic acid derivative and a novel bicyclo compound". Journal of Indian Chemical Society Vol. 78, Oct-Dec 2001 (2001): 765–71. https://doi.org/10.5281/zenodo.5910727.

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Centre of Advanced Studies on Natural Products, Department of Chemistry, University of Calcutta, University College of Science, 92, Acharya Praful la Chandra Road, Kolkata-700 009, India <em>E-mail</em> : talapatrask@yahoo.com <em>Manuscript received 31 August 2001</em> 4-Hydroxycoumarin (1) being endowed with both nucleophilic and electrophilic properties furnishes the dimeric coumarin derivative 3 in a pyridine catalyzed self-condensation process; while its attempted morpholine catalyzed self-condensation yields no dimeric coumarin derivative, but leads to the formation of the enamine deriva

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2

Bani, Talapatra, Kumar Mandal Sudipta, Biswas Kallolmay, Chakrabarti Ramaprasad, and K. Talapatra Sunil. "Reactions of 4-hydroxycoumarin with some a,J3-unsaturated carbonyls and 1,3-dicarbonyls: trapping of 4-hydroxycoumarin tautomers; formation of a pimelic acid derivative and a novel bicyclo compound." Journal of Indian Chemistry Society Vol. 78, October-December 2001 (2001): 765–71. https://doi.org/10.5281/zenodo.5901961.

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Centre of Advanced Studies on Natural Products, Department of Chemistry, University of Calcutta, University College of Science, 92, Acharya Prafulla Chandra Road, Kolkata-700 009, India <em>E-mail </em>: talapatrask@yahoo.com <em>Manuscript received 31 August 2001</em> 4-Hydroxycoumarin (1) being endowed with both nucleophilic and electrophilic properties furnishes the dimeric coumarin derivative 3 in a pyridine catalyzed self-condensation process; while its attempted morpholine catalyzed self-condensation yields no dimeric coumarin derivative, but leads to the formation of the enamine derivat

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3

Ristić, Milenko, Biljana Dekić, Niko Radulović, and Marija Aksić. "Synthesis, complete assignment of 1H- and 13C-NMR spectra and antioxidant activity of new azine derivative bearing coumarin moiety." Bulletin of Natural Sciences Research 11, no. 1 (2021): 9–16. http://dx.doi.org/10.5937/bnsr11-31265.

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In this research, the synthesis of a new azine derivative with coumarin moiety was performed in three reaction steps, starting from 4-hydroxycoumarin. The first step in synthesis was the acetylation of 4-hydroxycoumarin to yield 3-acetyl-4-hydroxycoumarin and then the obtained 3-acetyl-4-hydroxycoumarin was reacted with hydrazine hydrate and give a corresponding hydrazone. Condensation of the hydrazone with 4-ethoxy-3methoxybenzaldehyde afforded the target compound 1-[1-(4-hydroxy-2-oxo-2H-chromen-3-yl)-ethylidene]-2-(4etoxy-3-methoxybenzylidene)-hydrazine in a good yield. The resulting azine

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4

Szafraniec, Anna, and Waldemar Iwanek. "Intramolecular Hydrogen Bond Driven Conformational Selectivity of Coumarin Derivatives of Resorcin[4]arene." International Journal of Molecular Sciences 21, no. 17 (2020): 6160. http://dx.doi.org/10.3390/ijms21176160.

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In this study, the synthesis and structure of 4-aminocoumarin derivatives of resorcin[4]arene were investigated. Spectroscopic analysis and quantum mechanical calculations showed that this molecule undertakes a crown-in conformation in chloroform. The conformations of the aminocoumarin derivative of resorcin[4]arene were compared with a hydroxycoumarin derivative of resorcin[4]arene, and the effect of the substituent on the conformational selectivity of the coumarin derivatives of resorcin[4]arene was demonstrated. Both UV-VIS and fluorescence spectroscopy for the coumarin derivative of resorc

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5

Yoon, Jeong A., and Young Taek Han. "Efficient Synthesis of Pyrido[3,2-c]coumarins via Silver Nitrate Catalyzed Cycloisomerization and Application to the First Synthesis of Polyneomarline C." Synthesis 51, no. 24 (2019): 4611–18. http://dx.doi.org/10.1055/s-0037-1610730.

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Herein, we report an efficient method for the synthesis of the pyrido[3,2-c]coumarin scaffold, one of the privileged heterocycle-fused coumarin scaffolds, via a AgNO3-catalyzed cycloisomerization of 4-(propynylamino)coumarins obtained from diverse 4-hydroxycoumarins. This concise method affords pyrido[3,2-c]coumarin analogues bearing diverse substituents on the benzene or pyridine ring in moderate to good yields. Moreover, this methodology was extended to the facile synthesis of polyneomarline C, a natural pyrido[3,2-c]coumarin derivative isolated from the Chinese herbal medicine Polyalthia ne

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6

Dimić, Dušan S., Goran N. Kaluđerović, Edina H. Avdović, et al. "Synthesis, Crystallographic, Quantum Chemical, Antitumor, and Molecular Docking/Dynamic Studies of 4-Hydroxycoumarin-Neurotransmitter Derivatives." International Journal of Molecular Sciences 23, no. 2 (2022): 1001. http://dx.doi.org/10.3390/ijms23021001.

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In this contribution, four new compounds synthesized from 4-hydroxycoumarin and tyramine/octopamine/norepinephrine/3-methoxytyramine are characterized spectroscopically (IR and NMR), chromatographically (UHPLC-DAD), and structurally at the B3LYP/6-311++G*(d,p) level of theory. The crystal structure of the 4-hydroxycoumarin-octopamine derivative was solved and used as a starting geometry for structural optimization. Along with the previously obtained 4-hydroxycoumarin-dopamine derivative, the intramolecular interactions governing the stability of these compounds were quantified by NBO and QTAIM

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7

Traven, Valery F., Larisa I. Vorobjeva, Tatjana A. Chibisova, Edward Andrew Carberry, and Noelle Jean Beyer. "Electronic absorption spectra and structure of hydroxycoumarin derivatives and their ionized forms." Canadian Journal of Chemistry 75, no. 4 (1997): 365–76. http://dx.doi.org/10.1139/v97-042.

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Electronic absorption spectra of 18 hydroxycoumarin derivatives and their ionized forms have been studied. Close agreement between experimental and the PPP CI calculated electron absorption band energies has been found in most cases. Strong polarization of the carbonyl function of the pyrone ring in the 7-hydroxycoumarin derivatives, H-bonding between the hydroxyl group and neighboring substituent in the ortho-substituted hydroxycoumarins, as well as their tautomeric transformations, have been suggested in the discussion of the electronic absorption spectra of the hydroxycoumarin derivatives.

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8

Stanchev, Stancho, Frank Jensen, Anton Hinkov, et al. "Synthesis and Inhibiting Activity of Some 4-Hydroxycoumarin Derivatives on HIV-1 Protease." ISRN Pharmaceutics 2011 (July 26, 2011): 1–9. http://dx.doi.org/10.5402/2011/137637.

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Six novel 4-hydroxycoumarin derivatives were rationally synthesized, verified, and characterized by molecular docking using crystal HIV-1 protease. Molecular docking studies predicted antiprotease activity of (7) and (10). The most significant functional groups, responsible for the interaction with HIV-1 protease by hydrogen bonds formation are pyran oxygen, atom, lactone carbonyl oxygen and one of the hydroxyl groups. The newly synthesized compounds were biologically tested in MT-4 cells for inhibiting HIV-1 replication, exploring the protection of cells from the cytopathic effect of HIV meas

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9

Bhuyan, Pulak, Sinki Kolita, Leema Dutta, and Pankaj Das. "One-Pot Synthesis of Unsymmetrical Bis(4-Hydroxycoumarin-3-yl)methanes." Synlett 28, no. 17 (2017): 2291–94. http://dx.doi.org/10.1055/s-0036-1589065.

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Unsymmetrical bis(4-hydroxycoumarin-3-yl)methane derivatives have been synthesized from 4-hydroxycoumarins, aldehydes, and secondary amines via 3-(aminoalkyl)-4-hydroxycoumarin intermediates, followed by substitution.

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10

Zhang, Yuying, Xiaoyu Wang, and Dejun Zhou. "Synthesis and Antiallergic Activity of Dicoumarin Derivatives." Molecules 29, no. 16 (2024): 3799. http://dx.doi.org/10.3390/molecules29163799.

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Allergies are one of the diseases whose incidence rates have increased in recent years due to the greenhouse effect and extreme climate change. Therefore, the development of new antiallergic drugs has attracted the interest of researchers in chemistry and pharmacy fields. Dicoumarin is a coumarin derivative with various biological activities, but its antiallergic activity has not been evaluated. In this study, 14 different dicoumarin derivatives were synthesized by diethylamine-catalyzed condensation reactions of 4-hydroxycoumarin with 14 different aldehydes, and they were identified on the ba

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11

P., D. LOKHANDE, and J. GHIYA B. "Novel Method in Synthesis of 3-Phenyl-4-styryl- and 3-Phenyl-4-hydroxycoumarins. Formation of 3-Phenylacetic Acid Benzisoxazole from 3-Phenyl-4-hydroxycoumarin and NH20H.HCl." Journal of Indian Chemical Society Vol. 66, May 1989 (1989): 314–15. https://doi.org/10.5281/zenodo.5994640.

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Department of Organic Chemistry, Institute of Science, Nagpur-440 001 <em>Manuscript received 30 August 1988, revised 27 February 1989, accepted 9 March 1989</em> 2'-Hydroxychalcone (1) is esterified with phenylacetic acid in presence of phosphorous oxychloride in pyridine to get 2'-phenylaceblchalcone (2). 2 on Baker- Venkatara- man transformation (BVT) in KOH- pyridine instead of giving β-diketone or \(\gamma\)-chromone derivative gave 3-phenyl-4-styrylcoumarin (3). Similarly, methylsalicylate on esterification with phenylacetic acid gave 2-phenylacetyloxymethyl salicylate

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12

El-Deen, I. M., and Abd El-Fattah. "Synthesis and biological activity of some heterocyclic compounds containing quinoxaline and coumarin moieties." Journal of the Serbian Chemical Society 65, no. 2 (2000): 95–102. http://dx.doi.org/10.2298/jsc0002095e.

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2,3-Dichloroquinoxaline (2) condensed with 7,8-dihydroxy-4-methylcoumarin to give the 1,4-dioxane derivative 4. 2.3-Dichloroquinoxaline (2) reacted with 4-hydroxycoumarin, 7-hydroxy-4-methylcoumarin and acyl hydrazide 13 to give either the 2,3-(dicoumarin-4-yloxy)quinoxaline (6) or the 2,3-di-(4-methylcoumarin-7-yloxy)quinoxaline (7) or the 2-chloro-3-(coumarin-4-yloxy)quinoxaline (8) or the 2-chloro-3-(4- methylcoumarin-7-yloxy) quinoxaline (9) or the ditriazoloquinoxaline 14 or the oxadiazinoquinoxaline 16, depending on the relative ratios of the reactants and the reaction conditions.

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13

Jelali, Hamida, A. Chakchouk-Mtibaa, Lasaad Baklouti, et al. "Development of New Multicomponent Reactions in Eco-Friendly Media-Greener Reaction and Expeditious Synthesis of Novel Bioactive Benzylpyranocoumarins." Journal of Chemistry 2019 (August 21, 2019): 1–10. http://dx.doi.org/10.1155/2019/8693614.

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Multicomponent cyclocondensation of hydrazine derivatives, ethyl acetoacetate, aromatic aldehydes, and 4-hydroxycoumarin has been reported. The optimization details of the developed novel protocol are recorded. The novel procedure features short reaction time, moderate yields, and simple workup. In addition, BMIM[triflate] was chosen as a green solvent. The structures of the obtained benzylpyrazolyl coumarins were determined and confirmed by 1H NMR, 13C NMR, IR, and elemental analysis. The MIC values of benzylpyrazolyl coumarin derivatives were determined by the microbroth dilution method usin

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14

Khomenko, Tatyana M., Alexandra L. Zakharenko, Tatyana E. Kornienko, et al. "New 5-Hydroxycoumarin-Based Tyrosyl-DNA Phosphodiesterase I Inhibitors Sensitize Tumor Cell Line to Topotecan." International Journal of Molecular Sciences 24, no. 11 (2023): 9155. http://dx.doi.org/10.3390/ijms24119155.

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Tyrosyl-DNA-phosphodiesterase 1 (TDP1) is an important enzyme in the DNA repair system. The ability of the enzyme to repair DNA damage induced by a topoisomerase 1 poison such as the anticancer drug topotecan makes TDP1 a promising target for complex antitumor therapy. In this work, a set of new 5-hydroxycoumarin derivatives containing monoterpene moieties was synthesized. It was shown that most of the conjugates synthesized demonstrated high inhibitory properties against TDP1 with an IC50 in low micromolar or nanomolar ranges. Geraniol derivative 33a was the most potent inhibitor with IC50 13

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15

Brahmia, Ameni, Riadh Marzouki, Jan Rohlicek, Ahmad Irfan, Abdullah G. Al-Sehemi, and Rached Ben Hassen. "Structural, spectroscopic and first-principles studies of new aminocoumarin derivatives." Acta Crystallographica Section C Structural Chemistry 75, no. 12 (2019): 1617–27. http://dx.doi.org/10.1107/s2053229619012993.

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The new aminocoumarin derivatives 3-[1-(3-hydroxyanilino)ethylidene]-3H-chromene-2,4-dione, (1), 3-[1-(4-hydroxyanilino)ethylidene]-3H-chromene-2,4-dione, (2), and 3-[1-(2-hydroxyanilino)ethylidene]-3H-chromene-2,4-dione, (3), all C17H13NO4, were synthesized by reacting an equimolar amount of 3-acetyl-4-hydroxycoumarin and the corresponding aminophenol in absolute ethanol. Structural and spectroscopic analysis of these phases revealed that derivatives (1) and (2) are isomers of previously reported (3) [Brahmia et al. (2013). Acta Cryst. E69, o1296]. The crystal structures of meta derivative (1

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16

Lamnaouer, Driss, Ouidad Fraigui, Marie-Thérèse Martin, Jean-François Gallard, and Bernard Bodo. "Structure of Isoferprenin, a 4-Hydroxycoumarin Derivative from Ferula communis var. genuina." Journal of Natural Products 54, no. 2 (1991): 576–78. http://dx.doi.org/10.1021/np50074a035.

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17

Wu, Nan, Xinnian Li, Xin Xu, and Daqing Shi. "Synthesis of 3,3′-arylmethylidenebis-4-hydroxycoumarin derivatives catalysed by KF-montmorillonite." Journal of Chemical Research 2007, no. 10 (2007): 561–62. http://dx.doi.org/10.3184/030823407x255551a.

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3,3′-Arylmethylidenebis-4-hydroxycoumarins derivatives have been synthesised in good yields by the Michael addition reaction of aromatic aldehydes with 4-hydroxycoumarin in DMF catalysed by KF-montmorillonite.

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18

Anegundi, Narshimamurthy, and Katti Pancharatna. "7-Hydroxycoumarin Elicit Anti-Angiogenic Effects Through Cellular Apoptosis in Developing Embryos of Zebrafish (Danio Rerio)." European Scientific Journal, ESJ 13, no. 21 (2017): 53. http://dx.doi.org/10.19044/esj.2017.v13n21p53.

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Derivatives of coumarin have diverse biological activities and pharmacological significance. In this study we made an attempt to test one of the hydroxy derivative i.e. 7-hydroxycoumarin (7HC) for its anti-angiogenic potential using embryonic angiogenesis of zebrafish (Danio rerio) as biological model. Developing embryos of D. rerio were cultured in media containing one of the grade (1 mM or 2 mM or 3 mM or 4 mM or 5 mM) of concentration of 7HC from gastrula stage (~6 hrs post fertilization - hpf) until completion of embryonic development and hatching (72 hpf). Developmental trajectory of each

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19

Elchiev, Iskenderbek, Gokhan Demirci, and Miroslawa El Fray. "Bio-Based Photoreversible Networks Containing Coumarin Groups for Future Medical Applications." Polymers 15, no. 8 (2023): 1885. http://dx.doi.org/10.3390/polym15081885.

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Photocurable biomaterials that can be delivered as liquids and rapidly (within seconds) cured in situ using UV light are gaining increased interest in advanced medical applications. Nowadays, fabrication of biomaterials that contain organic photosensitive compounds have become popular due to their self-crosslinking and versatile abilities of changing shape or dissolving upon external stimuli. Special attention is paid to coumarin due to its excellent photo- and thermoreactivity upon UV light irradiation. Thus, by modifying the structure of coumarin to make it reactive with a bio-based fatty ac

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20

Kane, Khalil, Amira Moheb, Yukihara Fukushi, et al. "Daphnetin methylation stabilizes the activity of phosphoribulokinase in wheat during cold acclimation." Biochemistry and Cell Biology 90, no. 5 (2012): 657–66. http://dx.doi.org/10.1139/o2012-023.

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The methylation of daphnetin (7,8-dihydroxycoumarin) to its 8-methyl derivative is catalyzed by a wheat (Triticum aestivum L.) O-methyltransferase (TaOMT1). This enzyme is regulated by cold and photosystem II excitation pressure (plastid redox state). Here, we investigated the biological significance of this methylation and its potential role in modulating the activity of kinases in wheat. To identify the potential kinases that may interact with daphnetin in wheat, the soluble protein extract from aerial parts of cold-acclimated wheat was purified by DEAE-cellulose separation and affinity chro

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21

Eriksen, Francisca, Erik Jacobsen, and Claus Munk Plum. "The Anticoagulant Effect of a Hydrogenated Derivative of 3,3′-Methylene-bis-(4-hydroxycoumarin) (Dicumarol)." Acta Pharmacologica et Toxicologica 1, no. 4 (2009): 379–93. http://dx.doi.org/10.1111/j.1600-0773.1945.tb02591.x.

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22

Chinnathambi, Shanmugavel, Subramani Karthikeyan, Mangaiyarkarsi Rajendiran, et al. "4-Hydroxycoumarin Derivative:N-(diphenylmethyl)-2-[(2-oxo-2H-chromen-4-yl)oxy]acetamide Interaction with Human Serum Albumin." Journal of Spectroscopy 2018 (October 16, 2018): 1–14. http://dx.doi.org/10.1155/2018/3480384.

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In this study, the interaction between the coumarin derivative:N-(diphenylmethyl)-2-[(2-oxo-2H-chromen-4-yl)oxy]acetamide, biologically active drug, and human serum albumin (HSA) was investigated by using various optical spectroscopy techniques along with the computational technique. The results of steady-state fluorescence spectroscopy show that the static quenching occurred while increasing the coumarin drug concentration into HSA. Also, the binding constant (K) and thermodynamical parameters of enthalpy change (ΔH°), entropy change (ΔS°), and Gibbs free energy change (ΔG°) were calculated a

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23

Chubachi, Mitsuo, and Eiko Kawano. "Synthesis of 14C-labeled benzofurano[2,3-b] benzopyran-6-one and its 4-hydroxycoumarin derivative." Journal of Labelled Compounds and Radiopharmaceuticals 24, no. 7 (1987): 797–803. http://dx.doi.org/10.1002/jlcr.2580240710.

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24

Vo, Nghia Trong, Eiichi Kusagawa, Kaori Nakano та ін. "Biological Evaluation of Alkyl Triphenylphosphonium Ostruthin Derivatives as Potential Anti-Inflammatory Agents Targeting the Nuclear Factor κB Signaling Pathway in Human Lung Adenocarcinoma A549 Cells". BioChem 1, № 2 (2021): 107–21. http://dx.doi.org/10.3390/biochem1020010.

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Ostruthin (6-geranyl-7-hydroxycoumarin) is one of the constituents isolated from Paramignya trimera and has been classified as a simple coumarin. We recently reported the synthesis of alkyl triphenylphosphonium (TPP) derivatives from ostruthin and evaluated their anticancer activities. In the present study, we demonstrated that alkyl TPP ostruthin derivatives inhibited the up-regulation of cell-surface intercellular adhesion molecule-1 (ICAM-1) in human lung adenocarcinoma A549 cells stimulated with tumor necrosis factor-α (TNF-α) without affecting cell viability, while ostruthin itself exerte

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25

Dauda, Aminu, Abdul Ademola Olaleye, and Hamza Badamasi. "SYNTHESIS AND CHARACTERIZATION OF NEW NICKEL PHTHALOCYANINE (NIPC) COMPLEX CONTAINING 7-HYDROXYCOUMARIN AND EVALUATION OF ITS ELECTROCHEMICAL AND THERMAL PROPERTIES." FUDMA JOURNAL OF SCIENCES 5, no. 4 (2022): 124–29. http://dx.doi.org/10.33003/fjs-2021-0504-796.

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In this study, phthalonitrile derivative was prepared by a nucleophilic substitution reaction of 3-nitrophthalonitrile in the presence of K2CO3 as a base in a non-aqueous organic solvent. Cyclotetramerization of phthalonitrile in the presence of metal salt, Ni(II)) gave peripherally substituted metal phthalocyanine complexes. The structure of the synthesized compounds was characterized by different analytical tools such as 1H NMR, UV-Vis, and FT-IR spectrophotometry and cyclic voltammetry. The disappearance of the C≡N stretching vibration from the IR spectra of phthalonitrile was observed at 2

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Slimani, Ichraf, Naceur Hamdi, Sadeq M. Al-Hazmy, Ibrahim A. Alhagri, El-Zeiny M. Ebeid, and Ehab A. Okba. "Synthesis and Spectral Characterisation of (E)-3-(3-(4 (Dimethylamino)Phenyl)Acrylo-yl)-4-Hydroxy-2H-Chromen-2-One and Their Antibacterial Activity and Acetylcholinesterase Inhibition." Journal of Chemistry 2021 (December 7, 2021): 1–15. http://dx.doi.org/10.1155/2021/6101359.

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A new coumarin derivative, (E)-3-(3-(4-(dimethylamino) phenyl) acrylo-yl)-4-hydroxy-2H-chromen-2-one (3), was synthesized by the condensation of 3-acetyl-4-hydroxycoumarin (1) with 4-N,N-dimethylaminobenzaldehyde (2) in the presence of piperidine in ethanol. The structure of the synthesized compound was characterized using spectroscopic data (IR and 1H NMR) and elemental analysis. The antimicrobial properties and acetylcholinesterase inhibition activity (AChEI) of coumarin 3 were investigated, with the highest observed AChEI activity providing 48.25% inhibition. The electronic absorption and e

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Hou, Huiling, Qi Liu, Xiangbao Liu, et al. "Dual Response Site Fluorescent Probe for Highly Sensitive Detection of Cys/Hcy and GSH In Vivo through Two Different Emission Channels." Biosensors 12, no. 11 (2022): 1056. http://dx.doi.org/10.3390/bios12111056.

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Much research has demonstrated that metabolic imbalances of biothiols are closely associated with the emergence of different types of disease. In view of the significant effect of biothiols, quantitative evaluation and discrimination of intracellular Cys/Hcy and GSH in complex biological environments is very important. In this study, probe CDS-NBD, synthesized by attaching 2,4-dinitrobenzenesulfonate (DNBS, site 1) and nitrobenzoxadiazole (NBD, site 2) as the highly sensitive and selective dual response site for thiols onto the coumarin derivative 7-hydroxycoumarin-4-acetic acid, exhibited lar

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Żołek, Teresa, Rosa Purgatorio, Łukasz Kłopotowski, Marco Catto, and Kinga Ostrowska. "Coumarin Derivative Hybrids: Novel Dual Inhibitors Targeting Acetylcholinesterase and Monoamine Oxidases for Alzheimer’s Therapy." International Journal of Molecular Sciences 25, no. 23 (2024): 12803. http://dx.doi.org/10.3390/ijms252312803.

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Multi-target-directed ligands (MTDLs) represent a promising frontier in tackling the complexity of multifactorial pathologies like Alzheimer’s disease (AD). The synergistic inhibition of MAO-B, MAO-A, and AChE is believed to enhance treatment efficacy. A novel coumarin-based molecule substituted with O-phenylpiperazine via three- and four-carbon linkers at the 5- and 7-positions, has been identified as an effective MTDL against AD. Employing a medicinal chemistry approach, combined with molecular docking, molecular dynamic simulation, and ΔGbind estimation, two series of derivatives emerged as

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Sati, Bhawana, Alka Tyagi, and Anurag. "Newer Coumarin-linked Heterocyclic Hybrids: Design, Synthesis and Biological Assessment as Possible Anti-Alzheimer Drugs." Asian Journal of Chemistry 37, no. 3 (2025): 552–60. https://doi.org/10.14233/ajchem.2025.33211.

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As newer acetyl cholinesterase antagonists which could be effective in Alzheimer’s disease management, derivatives of 4-hydroxycoumarin were prepared. The 2-((2-oxo-2H-chromen-4-yl)oxy)-N-(pyridin-3-yl)acetamide derivative (4c) and 2-((2-oxo-2H-chromen-4-yl)oxy)-N-(pyridin-4-yl)acetamide (4d) showed the maximum AChE inhibition effect (IC50 = 0.957 ± 0.014 and 1.377 ± 0.018 mM, respectively) among the 16 coumarin-derived compounds evaluated against human acetylcholinesterase (hAChE). PHE 338 and HID 447 are responsible for ligand identification and trafficking by creating a polar π-π interactio

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Lee, Hyun Seok, Yun Jeong Na, Chul Hoon Kim, and Jae Yoon Shin. "Multifaceted Excited State Dynamics of Coumarin Dyes Anchored on Al2O3 Film." Molecules 28, no. 1 (2022): 111. http://dx.doi.org/10.3390/molecules28010111.

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The co-facially stacked dyes on semiconductor films serve as an alternative model to elucidate the photo-driven exciton dynamics occurring in a molecular assembly. In this study, we report the unique emission properties of coumarin dye adsorbed on the surface of the semiconductor film, measured by ultrafast time-resolved fluorescence. When a rigid coumarin derivative, 7-hydroxycoumarin-3-carboxylic acid (OHCCA), is anchored on the Al2O3 film, the dye manifests dual emissions from the two lowest excited states. Various anchoring modes of a carboxylic acid group on the Al2O3 surface are invoked

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Kim, Hyo-Jung, Bo-Ram Jin, and Hyo-Jin An. "Umbelliferone Ameliorates Benign Prostatic Hyperplasia by Inhibiting Cell Proliferation and G1/S Phase Cell Cycle Progression through Regulation of STAT3/E2F1 Axis." International Journal of Molecular Sciences 22, no. 16 (2021): 9019. http://dx.doi.org/10.3390/ijms22169019.

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Umbelliferone (UMB), also known as 7-hydroxycoumarin, is a derivative of coumarin, which is widely found in many plants such as carrots, coriander, and garden angelica. Although many studies have already revealed the various pharmacological properties of UMB, its effect on benign prostatic hyperplasia (BPH) remains unclear. Therefore, the present study aimed to elucidate the underlying mechanism of the anti-proliferative effect of UMB in a human benign prostatic hyperplasia cell line (BPH-1), as well as its ameliorative effect on BPH in testosterone propionate (TP)-induced rats. The results sh

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32

Mukherjee, Abhijit, Suvranil Ghosh, Rudraditya Sarkar, et al. "Synthesis, characterization and unravelling the molecular interaction of new bioactive 4-hydroxycoumarin derivative with biopolymer: Insights from spectroscopic and theoretical aspect." Journal of Photochemistry and Photobiology B: Biology 189 (December 2018): 124–37. http://dx.doi.org/10.1016/j.jphotobiol.2018.10.003.

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Abrams, Barny. "Mono-Chlorinated 3-Carboxy-7-Hydroxycoumarin: A Highly Fluorescent and Water-Soluble Violet Excitable Dye for Cell Analysis." Blood 112, no. 11 (2008): 4929. http://dx.doi.org/10.1182/blood.v112.11.4929.4929.

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Abstract In our search for new violet excitable dyes with improved photochemical properties, we examined several halogen substituted 7-hydroxycoumarins and found that chlorinated derivatives could be as bright as their fluorinated analogs. In particular, mono-chlorinated 3-carboxy-7-hydroxycoumarin (V450) has a quantum yield equal to 3-carboxy-6,8- difluoro-7-hydroxycoumarin (Pacific Blue™). Antibodies specific to various cell surface markers (CD3, CD4, CD45) were labeled with V450 and tested in single color flow cytometry assays. Our results show that conjugates of V450 are brighter than the

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Ozheredov, D. S., and P. A. Karpov. "Comparative analysis of allosteric rearrangements in FtsZ protein structure induced by benzamide and 4-hydroxycoumarine compounds." Faktori eksperimental'noi evolucii organizmiv 35 (September 25, 2024): 164–69. http://dx.doi.org/10.7124/feeo.v35.1679.

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Aim. To reveal allosteric rearrangements of FtsZ molecules arising under the influence of benzamide compounds and 4-hydroxycoumarin derivatives. To discover the key molecular mechanisms predetermining the effect of the specified compounds on the cell division in bacteria. Methods. Comparative analysis of FtsZ protein structures and their complexes with ligands. Application of structural bioinformatics software for molecular visualization, measurement of interatomic distances and approximation of intramolecular shifts based on RMSD indicators. Results. Revealed conformational changes in FtsZ pr

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Raunio, Hannu, Olli Pentikäinen, and Risto O. Juvonen. "Coumarin-Based Profluorescent and Fluorescent Substrates for Determining Xenobiotic-Metabolizing Enzyme Activities In Vitro." International Journal of Molecular Sciences 21, no. 13 (2020): 4708. http://dx.doi.org/10.3390/ijms21134708.

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in vivo methods, such as spectrophotometric, fluorometric, mass spectrometric,and radioactivity-based techniques. In fluorescence-based assays, the reaction produces a fluorescentproduct from a nonfluorescent substrate or vice versa. Fluorescence-based enzyme assays areusually highly sensitive and specific, allowing measurements on small specimens of tissues withlow enzyme activities. Fluorescence assays are also amenable to miniaturization of the reactionmixtures and can thus be done in high throughput. 7-Hydroxycoumarin and its derivatives arewidely used as fluorophores due to their desirabl

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S., M. DESAI, та N. TRIVEDI K. "Synthesis of 3-Substituted-aminopropoxy-2'-hydroxycoumarin Derivatives as Possible β-Blockers". Journal Of Indian Chemical Society Vol. 66, Jun 1989 (1989): 415–17. https://doi.org/10.5281/zenodo.6155572.

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Department of Chemistry, Faculty of Science, M.S. University of Baroda, Baroda-390 002 Manuscript received 26 July 1988, revised 24 January 1989, accepted 31 March 1989 Synthesis of 3-Substituted-aminopropoxy-2'-hydroxycoumarin Derivatives as Possible β-Blockers  

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Mizoguchi, Hiroki, Kanji Kubo, Tadamitsu Sakurai, and Hiroyasu Inoue. "Solvent effects on the proton-transfer reactions of 7-hydroxycoumarin and its 4-methyl derivative with tertiary amines in the ground and excited singlet states [1]." Berichte der Bunsengesellschaft für physikalische Chemie 101, no. 12 (1997): 1914–20. http://dx.doi.org/10.1002/bbpc.19971011218.

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Završnik, Davorka, Samija Muratović, Selma Špirtović, Dženita Softić, and Marica Medić-Šarić. "The Synthesis and Antimicrobial Activity of Some 4-Hydroxycoumarin Derivatives." Bosnian Journal of Basic Medical Sciences 8, no. 3 (2008): 277–81. http://dx.doi.org/10.17305/bjbms.2008.2933.

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Due to exceptional reactivity of 4-hydroxycoumarin, the synthesis of new coumarin derivatives of dimer and tetramer type has been carried out. The synthesis was carried out from 4-hydroxycoumarin and various aromatic aldehydes. In this way, compounds of the dimer 3,3’-(benzilidene)bis (4-hydroxycoumarin) type, as well as of the tetramer 3,3,’3’,’3’’’-(1,4-dim- ethylenphenyl)tetra (4-hydroxycoumarin) type were prepared.The newly synthesized derivatives contain different functional groups, and as such they could exhibit microbiological activity. Therefore, we tested the microbiological activity

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Singh, Deepika, and Mahfoozur Rahman. "Umbelliferone Loaded Nanocarriers for Healthcare Applications." Current Biochemical Engineering 6, no. 1 (2020): 25–33. http://dx.doi.org/10.2174/2212711906666190730100144.

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Background: Nanotechnology brings innovation in the healthcare sector and revolutionized the therapeutic domain in recent years. It provides better health facilities and bring advancement in the field of science and technology. Nanocarriers are extremely small structure and involve synthesis, designing, application of medicament in the size range of 1-100 nm. Nanocarriers are especially explored for their chemical, physical and biological activity. Good understanding of all these properties is necessary to increase the therapeutic application of nanocarriers in different fields, by abating the

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Moreno, Cláudia Jassica Gonçalves, Henriqueta Monalisa Farias, Rafael Medeiros, et al. "Quantum Biochemistry Screening and In Vitro Evaluation of Leishmania Metalloproteinase Inhibitors." International Journal of Molecular Sciences 23, no. 15 (2022): 8553. http://dx.doi.org/10.3390/ijms23158553.

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Leishmanolysin, also known as major promastigote protease (PSP) or gp63, is the most abundant surface glycoprotein of Leishmania spp., and has been extensively studied and recognized as the main parasite virulence factor. Characterized as a metalloprotease, gp63 can be powerfully inactivated in the presence of a metal chelator. In this study, we first used the structural parameters of a 7-hydroxycoumarin derivative, L1 compound, to evaluate the theoretical–computational experiments against gp63, comparing it with an available metal chelator already described. The methodology followed was (i) a

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Zhang, Sheng-Ling, Zhi-Shu Huang, Lin-Kun An, et al. "Synthesis of Zwitterionic 4-Hydroxycoumarin Derivatives through a Unique Reaction of 4-Hydroxycoumarins withp- Benzoquinone and Pyridine." Organic Letters 6, no. 26 (2004): 4853–55. http://dx.doi.org/10.1021/ol048109p.

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Abu-Eittah, Rafie H., and Bahgat Ali H. El-Tawil. "The electronic absorption spectra of some coumarins. A molecular orbital treatment." Canadian Journal of Chemistry 63, no. 6 (1985): 1173–79. http://dx.doi.org/10.1139/v85-200.

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The electronic absorption spectra of coumarin and its derivatives umbelliferone (6-hydroxycoumarin), esculetin (6,7-dihydroxycoumarin), and scopoletin (6-methoxy-7-hydroxycoumarin) were investigated. The n → π* transition was not observed in the spectrum of coumarin but was observed in the spectra of some of its derivatives. Molecular orbital calculations, using the INDO procedures, were carried out on coumarin and some of its derivatives. The activities of the different sites of the molecules are discussed in terms of the coefficients of the atomic orbitals constituting the HOMO and the LUMO.

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Tzveova, R., R. Saraeva, A. Dimitrova-Karamfilova, et al. "Establishment of Acenocoumarol Pharmacogenetic Algorithm Including CYP2C9 and VKORC1 Genotypes in Bulgarian Patients Treated with Coumarin Anticoagulants." Acta Medica Bulgarica 52, no. 2 (2025): 12–23. https://doi.org/10.2478/amb-2025-0039.

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Abstract Introduction Acenocoumarol, a 4-hydroxycoumarin derivative, is widely prescribed for the primary and secondary prevention of thromboembolic disorders. Maintenance dosing of acenocoumarol is significantly influenced by polymorphic variants in the CYP2C9 and VKORC1 genes. Other critical factors affecting dosing include patient age, diet, body height and weight, and potential drug interactions, particularly with concurrent use of medications such as amiodarone and statins. Objectives The primary goal of this investigation is to develop a pharmacogenetic dosing algorithm for acenocoumarol

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Vishvanath, D. Patil, P. Patil Ketan, R. Sutar Nagesh, and V. Gidh Prathamesh. "Efficient synthesis of biscoumarins using zinc acetate as a catalyst in aqueous media." Chemistry International 3, no. 3 (2017): 240–43. https://doi.org/10.5281/zenodo.1473124.

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Bis-(4-hydroxycoumarin)methanes derivatives (1-9) were synthesized via one pot condensation reaction of various aromatic aldehyde and 4-hydroxycoumarin using zinc acetate as a catalyst in presence of water as a solvent. This mediated reaction of various aromatic and hetero-aromatic aldehydes using catalytic amounts of zinc acetate avoids the use of expensive, corrosive reagents, toxic solvents and provides operational simplicity.

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K., N. Trivedi, S. Madhava Rao S., V. Mistry S., and M. Desai S. "Chemistry of 4-hydroxycoumarin." Journal of Indian Chemical Society Vol. 78, Oct-Dec 2001 (2001): 579–95. https://doi.org/10.5281/zenodo.5910204.

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Department of Chemistry, Faculty of Science, M.S. University of Baroda, Vadodara-390 002, India E-mail: samir2sam@yahoo.com <em>Manuscript received 22 December 2000</em> 4-Hydroxycoumarin, a highly reactive compound, is reviewed with respect to its synthesis, tautomerism, reactions and structure-activity relationship of its derivatives for anticoagulant property.

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K., N. Trivedi, S. Madhava Rao S., V. Mistry S., and M. Desai S. "Chemistry of 4-hydroxycoumarin." Journal of Indian Chemistry Society Vol. 78, October-December 200 I (2001): 579–95. https://doi.org/10.5281/zenodo.5891969.

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Department of Chemistry, Faculty of Science, M.S. University of Baroda, Vadodara-390 002, India <em>E-mail</em>: samir2sam@yahoo.com <em>Manuscript received 22 December 2000</em> 4-Hydroxycoumarin, a highly reactive compound, is reviewed with respect to its synthesis, tautomerism, reactions and structure-activity relationship of its derivatives for anticoagulant property.

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47

Xu, Ruigang, Kai Li, Jiaqi Wang, et al. "Direct enantioselective allylic substitution of 4-hydroxycoumarin derivatives with branched allylic alcohols via iridium catalysis." Chemical Communications 56, no. 60 (2020): 8404–7. http://dx.doi.org/10.1039/d0cc02832k.

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An iridium catalysed direct asymmetric allylic substitution reaction of 4-hydroxycoumarin derivatives with allylic alcohols with remarkably high yields and excellent enantioselectivities was realized.

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Batran, Rasha Z., Eman Y. Ahmed, Hanem M. Awad, Korany A. Ali, and Nehad A. Abdel Latif. "EGFR and PI3K/m-TOR inhibitors: design, microwave assisted synthesis and anticancer activity of thiazole–coumarin hybrids." RSC Advances 13, no. 42 (2023): 29070–85. http://dx.doi.org/10.1039/d3ra03483f.

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Datta, Mrityunjoy. "Synthesis of Linear 6-Allylated-7-hydroxycoumarins: para-Claisen Rearrangement of 2'-Allylated/Prenylated Derivatives of 4'-Prenyloxy Cinnamic Acid." Asian Journal of Chemistry 37, no. 1 (2024): 100–104. https://doi.org/10.14233/ajchem.2025.32937.

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Linear 6-allylated-7-hydroxycoumarins were synthesized by the para-Claisen rearrangement of 4'-prenyloxy cinnamic acid derivatives under refluxing condition in N,N-diethylaniline. This method eliminates the requirement for an additional Lewis acid, such as boron trifluoride etherate or trichloride, to convert 7-alkoxycoumarins into 7-hydroxycoumarins, unlike alternative techniques.

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Mosslemin, Mohammad Hossein, Mohammad Anary-Abbasinejad, Abbas Fazli Nia, Samaneh Bakhtiari, and Hossein Anaraki-Ardakani. "Synthesis of furan annulated heterocycles via a one-pot three-component reaction." Journal of Chemical Research 2009, no. 10 (2009): 599–601. http://dx.doi.org/10.3184/030823409x12510192920315.

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Three-component reaction between 4-hydroxycoumarin, or 5,5-dimethyl-1,3-cyclohexandione, arylglyoxals, and alkyl isocyanides in acetonitrile afforded furocoumarin or benzofuran derivatives in high yields.

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