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Journal articles on the topic 'HYDROXYCOUMARIN DERIVATIVES'

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Published: 5 June 2025

Last updated: 1 August 2025

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1

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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2

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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3

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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4

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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5

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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6

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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7

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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8

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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9

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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10

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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11

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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12

FARMANZADEH, DAVOOD, and MEYSAM NAJAFI. "ANTIOXIDANT ACTIVITY OF AMINOTHIAZOL HYDROXYCOUMARIN DERIVATIVES." Journal of Theoretical and Computational Chemistry 12, no. 06 (2013): 1350058. http://dx.doi.org/10.1142/s0219633613500582.

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In this work, the antioxidant properties of the series of 10 aminothiazol hydroxyl coumarin derivatives have been investigated with DFT/B3LYP method. For these antioxidants all reaction enthalpies related to HAT, SPLET, SET-PT mechanisms were calculated in the gas phase and polar solvents. Based on calculated reaction enthalpies (BDE, IP and PA values) the derivations 2, 3 and 4 have the highest antioxidant activity among the studied compounds. Calculated results show that derivations 7, 5 and 6 have the lowest antioxidant activity. The observed theoretical trends for antioxidant activities of

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13

Galabov, Angel S., Tanya Iosifova, Elka Vassileva, and Ivanka Kostova. "Antiviral Activity of Some Hydroxycoumarin Derivatives." Zeitschrift für Naturforschung C 51, no. 7-8 (1996): 558–62. http://dx.doi.org/10.1515/znc-1996-7-815.

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Abstract Esculetin (6,7-dihydroxycoumarin) and its diacetate exhibited a marked inhibitory effect on Newcastle disease virus replication in cell cultures at concentrations of 36 jam and 62 jam, respectively. These compounds were selected from ten hydroxycoumarin derivatives through an in vitro antiviral screen involving viruses of the picorna-, orthomyxo-, paramyxo-, and herpes virus families.

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14

Bailly, Fabrice, Cédric Maurin, Elisabeth Teissier, Hervé Vezin, and Philippe Cotelle. "Antioxidant properties of 3-hydroxycoumarin derivatives." Bioorganic & Medicinal Chemistry 12, no. 21 (2004): 5611–18. http://dx.doi.org/10.1016/j.bmc.2004.07.066.

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15

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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16

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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17

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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18

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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19

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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20

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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21

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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22

Kornicka, Anita, Łukasz Balewski, Monika Lahutta, and Jakub Kokoszka. "Umbelliferone and Its Synthetic Derivatives as Suitable Molecules for the Development of Agents with Biological Activities: A Review of Their Pharmacological and Therapeutic Potential." Pharmaceuticals 16, no. 12 (2023): 1732. http://dx.doi.org/10.3390/ph16121732.

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Umbelliferone (UMB), known as 7-hydroxycoumarin, hydrangine, or skimmetine, is a naturally occurring coumarin in the plant kingdom, mainly from the Umbelliferae family that possesses a wide variety of pharmacological properties. In addition, the use of nanoparticles containing umbelliferone may improve anti-inflammatory or anticancer therapy. Also, its derivatives are endowed with great potential for therapeutic applications due to their broad spectrum of biological activities such as anti-inflammatory, antioxidant, neuroprotective, antipsychotic, antiepileptic, antidiabetic, antimicrobial, an

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23

Dadpou, Bita, and Davood Nematollahi. "Electrochemically induced cross-dehydrogenative coupling (CDC) reaction. An efficient electrochemical method for the synthesis of dicoumarols." RSC Adv. 4, no. 92 (2014): 50365–68. http://dx.doi.org/10.1039/c4ra08181a.

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24

Xu, Guo-Dong, and Zhi-Zhen Huang. "A Rh(iii)-catalyzed cascade C–H functionalization/cyclization reaction of salicylaldehydes with diazomalonates for the synthesis of 4-hydroxycoumarin derivatives." New Journal of Chemistry 42, no. 22 (2018): 18358–62. http://dx.doi.org/10.1039/c8nj04576c.

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25

Wang, Zhi-Min, Sai-Sai Xie, Xue-Mei Li, Jia-Jia Wu, Xiao-Bing Wang та Ling-Yi Kong. "Multifunctional 3-Schiff base-4-hydroxycoumarin derivatives with monoamine oxidase inhibition, anti-β-amyloid aggregation, metal chelation, antioxidant and neuroprotection properties against Alzheimer's disease". RSC Advances 5, № 86 (2015): 70395–409. http://dx.doi.org/10.1039/c5ra13594j.

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These 3-Schiff base-4-hydroxycoumarin derivatives were multifunctional agents with monoamine oxidase inhibition, anti-β-amyloid aggregation, metal chelation, antioxidant and neuroprotection properties against Alzheimer's disease.

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26

Traven, Valery F., Vadim V. Negrebetsky, Larisa I. Vorobjeva, and Edward Andrew Carberry. "Keto–enol tautomerism, NMR spectra, and H–D exchange of 4-hydroxycoumarins." Canadian Journal of Chemistry 75, no. 4 (1997): 377–83. http://dx.doi.org/10.1139/v97-043.

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4-Hydroxycoumarin 1, 4,5-dihydroxycoumarin 2, and 4,7-dihydroxycoumarin 3 undergo H–D exchange at the C(3) atom of the lactone ring. Although only the 4-hydroxy-2-chromenone tautomeric forms are seen in the 1H and 13C NMR spectra of compounds 1–3, the equilibrium between the 4-hydroxy-2-chromenone and 2,4-chromandione forms is suggested to be the key step in the H–D exchange reaction. 4,5-Dihydroxycoumarin shows the highest rate of the reaction, since H-bonding between 5-hydroxyl and 4-keto functional groups can provide relative stability to the 5-hydroxy-2,4-chromandione tautomeric form, a pr

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27

Bagherzade, Ghodsieh, Mehdi Mogharrabi, and Mohammad Ali Faramarzi. "Laccase-catalyzed synthesis of 4–hydroxycoumarin derivatives." Pure and Applied Chemical Sciences 1 (2013): 75–82. http://dx.doi.org/10.12988/pacs.2013.31018.

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28

Chen, Jipeng, Le Wang, Yu Fan, Yunxia Yang, Mengsheng Xu, and Xiangyang Shi. "Synthesis and anticancer activity of cyclotriphosphazenes functionalized with 4-methyl-7-hydroxycoumarin." New Journal of Chemistry 43, no. 46 (2019): 18316–21. http://dx.doi.org/10.1039/c9nj04787e.

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29

El-Agrody, A. M., M. S. Abd El-Latif, A. H. Fakery, and A. H. Bedair. "Heteroaromatization with 4-Hydroxycoumarin Part I: Synthesis of some new Pyranocoumarins and Coumarinopyranopyrimidines." Journal of Chemical Research 2000, no. 1 (2000): 26–27. http://dx.doi.org/10.3184/030823400103165554.

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Considerable interest has been shown in coumarin derivatives, on account of their excellent pharmacological activity1-3. In continuation of our work4-6, it was of interest to synthesize new coumarin derivatives, which might be biologically active. Thus condensation of 4-hydroxycoumarin 1 with various substituted α-cyanocinnamonitrile 2a-n in ethanolic piperidine afforded pyrano[3,2-c]coumarin derivatives 3a-n (Scheme 1).

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30

Iwanek, Waldemar. "New insights into the reactivity of aminomethylene derivatives of resorc[4]arene: amine group transfer, conformational analysis, reaction mechanism." RSC Advances 12, no. 42 (2022): 27370–79. http://dx.doi.org/10.1039/d2ra04610e.

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Using the example of aminomethylene derivatives of resorc[4]arene and their Michael reaction with 4-hydroxycoumarin, the possibility of transferring an amine molecule from substrate to product is demonstrated.

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31

Vlachou, Evangelia-Eirini N., Eleni Pontiki, Dimitra J. Hadjipavlou-Litina, and Konstantinos E. Litinas. "Synthesis and Biological Evaluation of Substituted Fused Dipyranoquinolinones." Organics 4, no. 3 (2023): 364–85. http://dx.doi.org/10.3390/org4030027.

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New methyl-substituted, and diphenyl-substituted fused dipyranoquinolinones are prepared in excellent yields via the triple bond activation and 6-endo-dig cyclization of propargyloxycoumarin derivatives by gold nanoparticles supported on TiO2 in chlorobenzene under microwave irradiation. In the absence of gold nanoparticles, the methyl-substituted propargyloxycoumarin derivatives resulted in fused furopyranoquinolinones through Claisen rearrangement and 5-exo-dig cyclization. The intermediate propargyloxy-fused pyridocoumarins are prepared by propargylation of the corresponding hydroxy-fused p

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32

Farahmand, Taybeh, Saeedeh Hashemian, and Ali Shibani. "ZIF@ZnTiO3 Nanocomposite as a Reusable Organocatalyst for the Synthesis of 3, 4-dihydropyrano[c]chromene Derivatives." Current Organocatalysis 6, no. 3 (2019): 248–56. http://dx.doi.org/10.2174/2213337206666190610094227.

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Background: Dihydropyrano [3, 2-c]chromenes and their derivatives have great attention for scientists. They have different activities such as biological properties, spasmolytic, diuretic, anticoagulant, anti-cancer, and anti-anaphylactic activity. For these vary biological activities, chromene derivatives have made significant for further progress in medicinal and organic synthesis studies. So, in view of the importance of chromenes, we aimed to synthesis of 3, 4-dihydropyrano [3, 2-c] chromene derivatives. ZIF@ZnTiO3nanocomposite as organocatalyst was used. Method: An effective and applicable

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33

Stanchev, Stancho, Cäcilia Maichle-Mössmer, and Ilia Manolov. "Synthesis, Structure and Acid-Base Behaviour of Some 4-Hydroxycoumarin Derivatives." Zeitschrift für Naturforschung B 62, no. 5 (2007): 737–41. http://dx.doi.org/10.1515/znb-2007-0519.

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Abstract The compound 3,3′-[(4-hydroxy-3-methoxy-5-nitrophenyl)methylene]-bis(4-hydroxy-2H-1- benzopyran-2-one) (1) crystallizes in the monoclinic system, space group P21/n, with cell constants a = 16.859(4), b = 6.1624(15), c = 25.164(4) Å , β = 98.019(19)°. The two 4-hydroxycoumarin fragments are intramolecularly hydrogen-bonded between hydroxyl and carbonyl groups. The pH-dependent color changes of 4-hydroxycoumarin derivatives were studied by means of potentiometric and spectrophotometric titration. On the basis of the results obtained, the use of 3,3′-[(4-hydroxy-3- methoxy-5-nitrophenyl)

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34

Fu, Zhe, Linjie Zhang, Sijin Hang, et al. "Synthesis of Coumarin Derivatives: A New Class of Coumarin-Based G Protein-Coupled Receptor Activators and Inhibitors." Polymers 14, no. 10 (2022): 2021. http://dx.doi.org/10.3390/polym14102021.

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To expand the range of daphnetin-based inhibitors/activators used for targeting G protein-coupled receptors (GPCRs) in disease treatment, twenty-five coumarin derivatives 1–25, including 7,8-dihydroxycoumarin and 7-hydroxycoumarin derivatives with various substitution patterns/groups at C3-/4- positions, were synthesized via mild Pechmann condensation and hydroxyl modification. The structures were characterized by 1H NMR, 13C NMR and ESI-MS. Their inhibition or activation activities relative to GPCRs were evaluated by double-antibody sandwich ELISA (DAS–ELISA) in vitro. The results showed that

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35

Sadeghi, Bahareh, and Tayebe Ziya. "A Fast, Highly Efficient, and Green Protocol for Synthesis of Biscoumarins Catalyzed by Silica Sulfuric Acid Nanoparticles as a Reusable Catalyst." Journal of Chemistry 2013 (2013): 1–5. http://dx.doi.org/10.1155/2013/179013.

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Silica sulfuric acid nanoparticles have been prepared and shown to efficiently catalyse the reaction between an aromatic aldehyde or phenylglyoxal and a 4-hydroxycoumarin at reflux in EtOH to afford the biscoumarin derivatives in high yield.

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36

Lei, Kang, Dong-Wei Sun, Yuan-Yuan Tao, and Xiao-Hua Xu. "A New Protocol for Total Synthesis of Natural Product Frutinone A and Its Derivatives." Australian Journal of Chemistry 69, no. 1 (2016): 98. http://dx.doi.org/10.1071/ch15267.

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A new protocol for total synthesis of natural product frutinone A was accomplished in three steps by using inexpensive 2′-hydroxyacetophenone as starting material. The key intermediate 3-(2-chlorobenzoyl)-4-hydroxycoumarin was synthesized in one pot through Baker–Venkataraman rearrangement of 2-acetylphenyl 2-chlorobenzoate followed by introduction of methyl chloroformate under basic conditions. Then, base-promoted intramolecular nucleophilic substitution reaction of 3-(2-chlorobenzoyl)-4-hydroxycoumarin provided frutinone A in excellent yield. The synthetic route features good yield, transiti

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37

Ivanov, Ivo C., Violina T. Angelova, Nikolay Vassilev, Ioannis Tiritiris, and Boyan Iliev. "Synthesis of 4-Aminocoumarin Derivatives with N-Substitutents Containing Hydroxy or Amino Groups." Zeitschrift für Naturforschung B 68, no. 9 (2013): 1031–40. http://dx.doi.org/10.5560/znb.2013-3102.

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Reactions of 4-hydroxycoumarin (1a) and 4-chlorocoumarin-3-carbaldehyde (1b) with amino alcohols or alkylene diamines led to the formation of the corresponding N-substituted 4-aminocoumarins 3, 5 and 6. However, 4-hydroxycoumarin-3-carbaldehyde (8) reacted with 2-aminoethanol and ethylenediamine to give N-substituted 3-(aminomethylene)-chromane-2,4-diones 9a, b. The structure and the E-configuration of compound 6 were proven by X-ray crystal structure analysis. Products 9a, b displayed signals of both E- and Z-isomers in their NMR spectra. All novel products have been characterized by means of

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38

Mostafavi, H., R. Najjar, and E. Maskani. "Synthesis and characterization of novel 7-hydroxycoumarin derivatives." Chemistry of Natural Compounds 49, no. 3 (2013): 423–25. http://dx.doi.org/10.1007/s10600-013-0628-7.

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Shen, Qiong, Jialiang Shao, Quan Peng та ін. "Hydroxycoumarin Derivatives: Novel and Potent α-Glucosidase Inhibitors". Journal of Medicinal Chemistry 53, № 23 (2010): 8252–59. http://dx.doi.org/10.1021/jm100757r.

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Jung, Jae-Chul, Ji-Ho Lee, Seikwan Oh, Jae-Gon Lee, and Oee-Sook Park. "Synthesis and antitumor activity of 4-hydroxycoumarin derivatives." Bioorganic & Medicinal Chemistry Letters 14, no. 22 (2004): 5527–31. http://dx.doi.org/10.1016/j.bmcl.2004.09.009.

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41

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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42

Bhagat, D. S., S. G. Pande, M. V. Katariya, R. P. Pawar, and P. S. Kendrekar. "Microwave Assisted One Pot Synthesis of 3,4-Dihydropyrano[c]chromene Derivatives using [Emim]OH Ionic Liquid as Novel Catalyst." Asian Journal of Chemistry 31, no. 4 (2019): 829–33. http://dx.doi.org/10.14233/ajchem.2019.21758.

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One-pot efficient protocol to the synthesis of 2-amino-5-oxo-4,5-dihydropyrano(3,2-c)chromene-3-carbonitrile derivatives via condensation of various aryl aldehydes, dicyanomethane and 4-hydroxycoumarin in presence of Emim hydroxide as an excellent homogeneous liquid catalyst. The key advantages of this methodology are mild reaction conditions, novel catalyst, short reaction time, eco-friendly, easy work-up procedure and high yield of isolation of derivatives.

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Das, Ratnesh. "EFFICIENT ONE-POT SYNTHESIS OF BIS-(4-HYDROXYCOUMARIN-3YL) METHANE DERIVATIVES USING DMAP AS A CATALYST STUDIES THEIR ANTIBACTERIAL ACTIVITY AND MOLECULAR DOCKING." Journal of medical pharmaceutical and allied sciences 11, no. 3 (2022): 4788–93. http://dx.doi.org/10.55522/jmpas.v11i3.2221.

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In the present study, we successfully synthesized a series of 4-hydroxycoumarin with a variety of aromatic aldehydes via a one-pot route. The excellent results of this-(4-hydroxycoumarin-3yl) methane derivatives were obtained in the presence of 5.0 mol % DMAP as a catalyst in Ethanol at room temperature using conventional and ultrasonication methodologies. All the synthesized compounds were bioactive. The synthesized bis-coumarin derivatives were evaluated for the antibacterial activity (in-vitro) against the Staphylococcus aureus, and the results were compared with the standard Kanamycin. Mol

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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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Javahershenas, Ramin, and Jabbar Khalafy. "A new synthesis of pyrrolo[3,2-d]pyrimidine derivatives by a one-pot, three-component reaction in the presence of L-proline as an organocatalyst." Heterocyclic Communications 24, no. 1 (2018): 37–41. http://dx.doi.org/10.1515/hc-2017-0187.

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Abstract A one-pot, three-component reaction of 4-hydroxycoumarin, arylglyoxals, and 6-aminouracil or 1,3-dimethyl-6-aminouracil in the presence of L-proline as an organocatalyst in acetic acid under reflux conditions provided a series of new pyrrolo[3,2-d]pyrimidine derivatives in good yields.

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Roh, Eon-Joo. "Inhibitory Effects of Coumarin Derivatives on Tyrosinase." Molecules 26, no. 8 (2021): 2346. http://dx.doi.org/10.3390/molecules26082346.

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In this study, a series of coumarin derivatives were synthesized and their inhibitory effects on the activity of mushroom tyrosinase were evaluated. As a result of measuring the inhibition of tyrosinase activity of these derivatives, the compounds 3e (1.05 μM), 3f (0.83 μM), 3h (0.85 μM), 3i (1.05 μM), and 3k (0.67 μM) of the geranyloxycoumarin derivatives were highly active at a concentration of 0.8%. The geranyloxycoumarin derivatives exhibited better activity than the hydroxycoumarin derivatives. Among the geranyloxycoumarin derivatives, compound 3k was two times more active than arbutin, 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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Xu, Xinyi, Xiaosong Hu, and Jiangyun Wang. "A new synthetic protocol for coumarin amino acid." Beilstein Journal of Organic Chemistry 9 (February 6, 2013): 254–59. http://dx.doi.org/10.3762/bjoc.9.30.

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The hydrochloride of the racemic amino acid (2-(7-hydroxycoumarin-4-yl)ethyl)glycine, which can serve as a fluorescent probe in proteins, and two halogen derivatives of it, were synthesized by using a new synthetic protocol in five steps. It is less costly and relatively easy to prepare this kind of fluorescent amino acid with the new synthetic method. Furthermore, it can be applied to synthesize other derivatives of the coumarin amino acid with some specific properties.

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K., T. KENDRE, R. MANJRAMKAR N., and H. DESHPANDE Y. "Equilibrium Studies of Interaction of Oxovanadium(ll), Manganese(ll), Cobalt(ll), Nickel(ll) and Copper(ll) with o-Hydroxyacetophenone, 4-Methyl-5-hydroxy-6- acetylcoumarin and 1-(2' -FuryI)-3-(4'-methyl-5'-hydroxycoumarin-6'-yl)propane-1,3-dione." Journal of Indian Chemical Society Vol. 63, June 1986 (1986): 615–16. https://doi.org/10.5281/zenodo.6272791.

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Department of Chemistry, Marathwada University, Aurangabad-431 004 <em>Manuscript</em> <em>received 20 December 1980, rowed 14 April 1986, accepted 23 April 1986</em> Equilibrium Studies of Interaction of Oxovanadium(ll), Manganese(ll), Cobalt(ll), Nickel(ll) and Copper(ll) with <em>o</em>-Hydroxyacetophenone, 4-Methyl-5-hydroxy-6- acetylcoumarin and 1-(2' -FuryI)-3-(4'-methyl-5'-hydroxycoumarin-6'-yl)propane-1,3-dione

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Jung, Jae-Chul, and Oee-Sook Park. "Synthetic Approaches and Biological Activities of 4-Hydroxycoumarin Derivatives." Molecules 14, no. 11 (2009): 4790–803. http://dx.doi.org/10.3390/molecules14114790.

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