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Journal articles on the topic 'Hydroxy coumarin'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Nagaretnam, Prahadeesh, and Arulmoly Kiruthika. "Structure activity Relationship Study of Simple Hydroxyl Coumarins as Antioxidant to Scavenge Hydrogen peroxide." RESEARCH REVIEW International Journal of Multidisciplinary 4, no. 6 (2019): 675–82. https://doi.org/10.5281/zenodo.3275482.

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Coumarins are heterocyclic compounds; structurally constructed by α-pyrone ring, fused with benzene ring. Coumarins are very interested because of their abundance in nature and their tremendous pharmacological properties such as anticoagulant, anticancer, antibacterial, anti-inflammatory, anti-tuberculosis, antioxidant, etc.The need for the antioxidant is very important because of the role reactive oxygen species and its contribution to many deleterious effects in human body. Hydrogen peroxide is such a reactive oxygen species. This study focused on synthesizing the parent compound,Couma

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2

Prahadeesh, N., Maheswaran Sithambaresan, and Umaramani Mathiventhan. "A Study on Hydrogen Peroxide Scavenging Activity and Ferric Reducing Ability of Simple Coumarins." Emerging Science Journal 2, no. 6 (2018): 417. http://dx.doi.org/10.28991/esj-2018-01161.

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Coumarin compounds are δ-lactones where α-pyrone ring is fused with benzene ring. Coumarins are widely distributed in the plant kingdom as well as they are very important in synthetic organic chemistry. Coumarins have great interest because of their abundance in nature and diverse pharmacological activities including antibacterial, antiviral, antipyretic, and anticoagulant, antioxidant, anti-inflammatory and anticancer. This study focused on synthesizing different simple Coumarins and studying their antioxidant activity. Four simple Coumarins (Coumarin (C1), 4-hydroxy coumarin (C2), 7-hydroxy

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3

Nagaretnam, Prahadeesh, and Sithambaresan Maheswaran. "Synthesis of Simple Coumarins: Mixed Solvent Recrystallization Approach and Modification." RESEARCH REVIEW International Journal of Multidisciplinary 4, no. 1 (2019): 455–61. https://doi.org/10.5281/zenodo.2548800.

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Coumarin compounds have great interest for their wide range of medicinal and pharmacological properties as well as for their fluorescent properties. Simple coumarins are being the major precursor for the synthesis of most of the coumarin derivatives. Simple coumarin (C1) was synthesized by using Perkin condensation reaction whereas 7-hydroxy coumarin (C2) and 7-hydroxy-4-methyl coumarin (C3) were synthesized by using Pechmann condensation reaction. Solvent combination which gives higher recovery percentage on recrystallization was found out. The synthesized simple coumarins were characterized

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4

Zhou, Dejun, Youchao Zhuang, and Zuntian Sheng. "Study on effective synthesis of 7-hydroxy-4-substituted coumarins." Heterocyclic Communications 28, no. 1 (2022): 181–87. http://dx.doi.org/10.1515/hc-2022-0154.

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Abstract Many coumarin derivatives have good biological activity and application value in fluorescent probes. Therefore, synthetic routes to coumarin derivatives have also attracted the attention of many research groups. In this work, based on the Pechmann coumarin synthesis method, the influence of various Lewis acids on the reaction was discussed, and the optimal synthesis conditions of 7-hydroxy-4-substituted coumarins were explored. Based on the experimental results, a possible mechanism was proposed, which provides a reference for future industrialized production of coumarins.

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5

Rahayu, D. U. C., R. S. Al-Laily, D. A. Khalwani, et al. "MICROWAVE-ASSISTED SYNTHESIS OF 4-METHYL COUMARINS, THEIR ANTIOXIDANT AND ANTIBACTERIAL ACTIVITIES." RASAYAN Journal of Chemistry 15, no. 02 (2022): 1053–62. http://dx.doi.org/10.31788/rjc.2022.1526780.

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Coumarins are heterocyclic compounds naturally found in plants. Coumarin-derived compounds have been commonly synthesized and some have exhibited a wide range of bioactivities. In searching for coumarins-based antioxidants and antibacterial, in this study, various 4-methyl coumarins have been synthesized by reacting ethyl acetoacetate with several phenol compounds, e.g. resorcinol, catechol, hydroquinone, α-naphthol, and β-naphthol, catalyzed by multiple Lewis acids, e.g. SnCl2, SnCl2.2H2O, ZnCl2, and AlCl3, using microwave irradiation via the Pechmann condensation. The antioxidant activities

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6

Prabawati, Susy Yunita, and Fitriana Fitriana. "Synthesis of 7-(Hydroxy) Coumarin and Its Activity Test As Antibacterial against Staphylococcus aureus and Shigella flexneri." Proceeding International Conference on Science and Engineering 1 (October 31, 2017): 141–45. http://dx.doi.org/10.14421/icse.v1.285.

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A synthesis of 7-(hydroxy)coumarin and its activity as antibacterial against Staphylococcus aureus and Shigella flexneri has been performed. The synthesis of the coumarin was carried out by reacting ethyl acetate and 2,4-dihydroxybenzaldehyde using piperidine as an alkaline catalyst via Knoevenagel reaction and antibacterial activity test was performed using disc diffusion method. The product of 7- (hydroxy)coumarin was obtained as a bright brown crystalline (m.p. 125 °C) with a rendment of 77%. The FTIR spectrum shows the absorption of -OH groups at 3101,54 cm-1 and unsaturated lactone groups

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7

Ukirde, R. D., R. B. Patil, and S. D. Sawant. "Design, Synthesis and Evaluation of Antioxidant Activity of Some Coumarin Derivatives." Asian Journal of Organic & Medicinal Chemistry 4, no. 3 (2019): 138–43. http://dx.doi.org/10.14233/ajomc.2019.ajomc-p172.

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Coumarin derivatives are an important class of heterocyclic compounds, specifically 4-amino substituted coumarins with antioxidant, anticancer activities. The above observations prompted us to synthesize new coumarins with various substitutions. The starting material 4-chloro-2H-chromen-2-one was synthesized by refluxing a mixture of 4-hydroxy-2H-chromen-2-one in phosphoryl chloride. The 4-substituted amine derivatives of coumarin were synthesized by refluxing 4-chloro-2H-chromen-2- one with 4-substituted amines and anhydrous K2CO3 and methanol. All the eleven 4-substituted amine derivatives o

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8

Zaichenko, Natalia L., Tatyana M. Valova, Olga V. Venidiktova, et al. "Excited State Proton Transfers in Hybrid Compound Based on Indoline Spiropyran of the Coumarin Type and Azomethinocoumarin in the Presence of Metal Ions." Molecules 26, no. 22 (2021): 6894. http://dx.doi.org/10.3390/molecules26226894.

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Spectral-luminescence properties of a hybrid compound containing a coumarin-type spiropyran and an azomethinocoumarin fragment in toluene-acetonitrile solution in the presence of Li+, Ca2+, Zn2+ and Mg2+ ions are reported. Two excited state proton transfers can occur in the hybrid compound—the transfer of a proton from the OH group of the 7-hydroxy coumarin tautomer to the N atom of the C=N bond of the azomethine fragment leading to green ESIPT fluorescence with a maximum at 540 nm and from the OH group of the 7-hydroxy coumarin tautomer to the carbonyl group of the pyrone chromophore, which l

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9

Pandya, Mahesh K., Tapan H. Parekh, Mehulsinh R. Chhasatia, and Nileshkumar D. Vala. "Synthesis and characterization of some novel coumarin based various 2-aryl-pyrido [3,2-c] coumarins." Journal of Drug Delivery and Therapeutics 10, no. 2 (2020): 158–63. http://dx.doi.org/10.22270/jddt.v10i2.3933.

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A survey of the literature reveals that the number of coumarin derivatives having heterocyclic moieties either as substituent groups or fused with parent coumarin nucleus possesses a variety of functions and are widely used in drugs and dyes. Because of this wide utility, the synthesis of coumarin has remained a subject of active interest. Looking at the importance of these heterocoumarins and with a view to exploring new methods of their synthesis, the present work was undertaken and this synthesis deals with various 2-aryl-pyrido [3,2-c] coumarins. The compounds have been synthesized by reac

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10

Baviskar, Pavan Devidas, Arun Dinkar Kale, Vilas Nana Mahire, Swati Dnyaneshwarpuri Gosavi, Dipak Sharadrao Dalal, and Pramod Pandurang Mahulikar. "Aqueous hydrotropes: An efficient and reusable catalyst for the synthesis of 3-carboxy-coumarin motifs at room temperature." European Journal of Chemistry 15, no. 3 (2024): 239–44. http://dx.doi.org/10.5155/eurjchem.15.3.239-244.2538.

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The coumarin moiety plays an important role in the large number of natural products possessing different kinds of biological diversity. Coumarin carboxylic acids show a wide range of biological activities in the pharmaceutical and agricultural fields. Knoevenagel condensation is one of the important reaction pathways for synthesizing coumarin derivatives, and many methodologies have been developed to synthesize this class of compounds. A more environmentally friendly method of synthesizing 3-carboxy coumarins has been successfully carried out using 50% aqueous NaPTS hydrotropes at room tempera

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11

Nascimento, Jainara Santos do, Wilson Elias Rozo Núñez, Valmore Henrique Pereira dos Santos, Josefina Aleu, Sílvio Cunha, and Eliane de Oliveira Silva. "Mapping the Biotransformation of Coumarins through Filamentous Fungi." Molecules 24, no. 19 (2019): 3531. http://dx.doi.org/10.3390/molecules24193531.

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Natural coumarins are present in remarkable amounts as secondary metabolites in edible and medicinal plants, where they display interesting bioactivities. Considering the wide enzymatic arsenal of filamentous fungi, studies on the biotransformation of coumarins using these microorganisms have great importance in green chemical derivatization. Several reports on the biotransformation of coumarins using fungi have highlighted the achievement of chemical analogs with high selectivity by using mild and ecofriendly conditions. Prompted by the enormous pharmacological, alimentary, and chemical inter

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12

Bakare, Safyah B. "Synthesis and anticancer evaluation of some coumarin and azacoumarin derivatives." Polish Journal of Chemical Technology 23, no. 2 (2021): 27–34. http://dx.doi.org/10.2478/pjct-2021-0013.

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Abstract Coumarin and its nitrogen analogue 1-aza coumarin are a class of lactones and lactams, respectively, which are indispensable heterocyclic units to both chemists and biochemists. 1-Aza coumarin derivatives, which ultimately metabolize as the corresponding 8-hydroxy coumarins in the biological system are therefore found to be very good anti-inflammatory, anti-cancer, and analgesic agents. A series of hybrid substituted coumarin and azacoumarin-3-carboxylic acid derivatives (8-methoxycoumarin-3-carboxylic acid (4a), 8-methoxyazacoumarin-3-carboxylic acid (4b), 5-bromo-8-methoxycoumarin-3

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13

Latté, Klaus Peter, Oliver Kayser, N. Tan, Macki Kaloga, and Herbert Kolodziej. "Unusual Coumarin Patterns of Pelargonium Species Forming the Origin of the Traditional Herbal Medicine Umckaloabo." Zeitschrift für Naturforschung C 55, no. 7-8 (2000): 528–33. http://dx.doi.org/10.1515/znc-2000-7-809.

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Abstract The coumarin patterns of Pelargonium sidoides DC. and Pelargonium reniforme CURT., forming the origin of the herbal medicine “umckaloabo”, were analysed and compared for therapeutic equivalence. For both species, members of tri- and tetraoxygenated coumarins almost exclusively were present in the respective metabolic pools. However, the roots of P. sidoides and P. reniforme expressed conspicuously distinct coumarin variations, with umckalin, its 7-O-methyl ether, 7-acetoxy-5,6-dimethoxycoumarin, 6,8-dihydroxy-7-methoxycoumarin, 6,8-dihydroxy-5,7-tetramethoxycoumarin, artelin and three

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14

Yang, Ji-Yeon, Jun-Hwan Park, Myung-Ji Lee, Ji-Hoon Lee, and Hoi-Seon Lee. "Antimicrobial Effects of 7,8-Dihydroxy-6-Methoxycoumarin and 7-Hydroxy-6-Methoxycoumarin Analogues against Foodborne Pathogens and the Antimicrobial Mechanisms Associated with Membrane Permeability." Journal of Food Protection 80, no. 11 (2017): 1784–90. http://dx.doi.org/10.4315/0362-028x.jfp-17-050.

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ABSTRACT The antimicrobial effects of 7,8-dihydroxy-6-methoxycoumarin and 7-hydroxy-6-methoxycoumarin isolated from Fraxinus rhynchophylla bark and of their structural analogues were determined in an attempt to develop natural antimicrobial agents against the foodborne pathogens Escherichia coli, Bacillus cereus, Staphylococcus intermedius, and Listeria monocytogenes. To elucidate the relationship between structure and antimicrobial activity for the coumarin analogues, isolated constituents and their structural analogues were evaluated against foodborne pathogens. Based on the culture plate in

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15

Lipeeva, Alla V., Arkady O. Brysgalov, Tatyana G. Tolstikova, and Elvira E. Shults. "Synthesis, Transformations and Characterization of 8 Aminomethyl Substituted Umbelliferones as Probable Anti-Arrhythmic Agents." Current Bioactive Compounds 15, no. 1 (2019): 71–82. http://dx.doi.org/10.2174/1573407213666171030152601.

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Background: Coumarin and modified nitrogen heterocyclic nuclei show biological activity. Combining these into a hybrid molecule could lead to new pharmacological agents. A series of hybrid compounds combining coumarin and piperidine, piperazine, purine or tetrahydroisoquinoline moieties were synthesized and evaluated for anti-arrhythmic activity. Methods: The Mannich reaction of coumarins (peurutenicin, peucenol and 6-cyanoumbelliferrone) with formaldehyde and various amines, including several alkaloids – anabasine, theophylline or tetrahydroisoquinolines, proceeds by heating under reflux in d

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16

Channabasava and Govindappa Melappa. "Identification of Bioactive Coumarin(s) from Three Endophytic Fungal Species of Calophyllum tomentosum." Natural Products Journal 10, no. 4 (2020): 502–12. http://dx.doi.org/10.2174/2210315509666190430145906.

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Background: Many biologically important bioactive compounds have been identified in Calophyllum tomentosum extract. Hence, we aimed to identify different endophytic fungal species from different parts of the plants and their bioactive compounds. Objective: The study includes identification and characterization of bioactive compounds in the extracts of endophytic fungal species of Calophyllum tomentosum. Methods: Different parts were used to assess the different endophytic fungi. Two different solvents were used: extracts and qualitative solvents. TLC and GC-MS were employed to identify the bio

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17

Nair, R. M., A. Whittall, D. K. Revell, et al. "Effect of defoliation stress on 2-hydroxy cinnamic acid content at different growth stages in Melilotus albus." Australian Journal of Experimental Agriculture 46, no. 12 (2006): 1601. http://dx.doi.org/10.1071/ea05284.

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Melilotus albus (Medik.) is a pasture legume with potential value in Australian farming systems, especially in salt-affected areas. However, the use of this species has been limited because of concerns over high coumarin concentrations. The aim of this trial was to determine the effect of defoliation on the concentration of 2-hydroxy cinnamic acid, a coumarin precursor, at 3 stages of growth (vegetative, flowering and post-flowering) in 6 accessions. The concentration of 2-hydroxy cinnamic acid was determined by high performance liquid chromatography in leaves of plants grown in a glasshouse.

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18

Shit, Ranjt Kumar, and Nitai Chand Sinha. "High degree of regioselectivity during the synthesis of new allylcoumarins employing thermal Claisen rearrangement." INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY 34, no. 03 (2024): 431. http://dx.doi.org/10.59467/ijhc.2024.34.431.

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Allyloxycoumarins (3,4) and ethyl 2-allyloxycinnamates (27, 28) were converted into 7-hydroxy-8- allylcoumarins (5,6), 2-hydroxy-3-allyl-4-methoxy-E-cinnamate ester (29), and 2-hydroxy-3-acetyl-4-methoxy-5-allyl cinnamate ester (30) by thermal Claisen rearrangement. The compounds 7-hydroxy-8-allylcoumarins (5,6) and 2-hydroxy-3- allyl cinnamate (30) on acylation or benzoylation, followed by Fries rearrangement gave 6-acetyl-7-hydroxy-8-allylcoumarins (15-20), 6-benzoyl-7-hydroxy-8-allylcoumarins (21,22), and 2-hydroxy-3-allyl-4-methoxy-5-acetylcoumarin (31). The compounds (33) and (30) underwe

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19

Dong, Xingyu, Yuan Tian, Fengqing Wang, Chong Chen, Yunlong Wang, and Jun Ma. "Gold-Nanoparticle-Enhanced Radio-Fluorogenic Hydrogel Sensor for Low Radiation Doses in Clinical Radiotherapy." Polymers 14, no. 22 (2022): 4841. http://dx.doi.org/10.3390/polym14224841.

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Radio-fluorogenic hydrogel dosimeters are urgently needed in radiotherapy for 3D dose verification. However, few hydrogel sensors have been reported at low absorbed doses under 2 Gy which meets the requirements of clinical practice. Here, we report a new type of gold-nanoparticle-enhanced radio-fluorogenic agarose hydrogel with coumarin as the dose-responsive material. An optimal composition of 3 wt% of agarose, 0.5 mM of gold nanoparticles, and 0.1 mM coumarin was selected. The addition of gold nanoparticles enhanced the hydroxyl radicals generated from the radiolysis of water, which can reac

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20

HAMDI, Naceur. "Synthesis, characterization, antibacterial, antioxidant and anti-inflammatory activities of new 4-Aryl-2-amino-6-(4-hydroxy coumarin-3-yl) pyridine-3-carbonitriles derivatives." JOURNAL OF ADVANCES IN CHEMISTRY 11, no. 1 (2016): 3355–63. http://dx.doi.org/10.24297/jac.v11i1.2224.

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This study aimed for the synthesis of 4-Aryl-2-amino-6-(4-hydroxy coumarin-3-yl) pyridine-3-carbonitriles 4 suitable for use as antibacterial, anti-oxidant and anti-inflammatory activities via a versatile, readily accessible 3-((2E)-3(aryl)prop-2-enoyl)-2H-chromen-2-one 3 which were prepared by refluxing 3-acetyl-4-hydroxy coumarin with aromatic aldehydes in chloroform in the presence of a catalytic amount of piperidine. Then the direct reaction of the obtained chalcones 3 with malonitrile in the presence of ammonium acetate in one step gave products 5 .The structures of the new compounds 3-4

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21

M, Govindappa, Channabasava, Ritu Pawar, Chandrasekhar Srinivasa, Chandan Shivamallu, and Manoj-Kumar Arthikala. "Endophytic Fungi Penicillium species BCt Phytochemicals Inhibit Replication of Enzymes of Human Immuno-deficiency Virus 1 in in vitro and in silico Studies." International Journal of Pharmaceutical Sciences and Nanotechnology 14, no. 5 (2021): 5624–33. http://dx.doi.org/10.37285/ijpsn.2021.14.5.6.

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 The present investigation was aimed to know the coumarins in the methanol extract of endophytic fungi, Penicillium species BCt isolated from Calophyllum tomentosum bark tissues using qualitative and GC-MS analysis. The endophytic extract was evaluated for anti-HIV activity on three replicating enzymes in vitro and in silico. The methanol extract of Penicillium species confirmed the presence of coumarins in four qualitative methods and yielded four different types of coumarins in GC-MS. In GC-MS analysis, totally seven different phytochemicals were identified based on retention time and

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22

Patel, Keshav C., and Himanshu D. Patel. "Synthesis and Biological Evaluation of Coumarinyl Sydnone Derivatives." E-Journal of Chemistry 8, no. 1 (2011): 113–18. http://dx.doi.org/10.1155/2011/705856.

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A novel series of compounds containing coumarinyl sydnone derivatives from 4-methyl-7-hydroxy-8-nitro coumarin were synthesized. The formed compounds have been evaluated by physical methods (melting point, thin layer chromatography, elemental analysis) and by spectral data (IR,1H-NMR &13C NMR). The antimicrobial evaluation of the compounds showed that some of them revealed promising antimicrobial activity.

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23

Özkaya, Ahmet, and Kenan Türkan. "Protective Effects of 3-benzoyl-7-hydroxy Coumarin on Liver of Adult Rat Exposed to Aluminium Chloride." Acta Chimica Slovenica 68, no. 1 (2021): 222–28. http://dx.doi.org/10.17344/acsi.2020.6390.

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In this study, the effects of 3-benzoyl-7-hydroxy coumarin molecule on mineral and antioxidant enzymes were investigated in rat liver exposed to oxidative stress with aluminium chloride (AlCl3). Adult male Wistar albino rats were divided into four groups as Control, Coumarin, AlCl3, and Coumarin + AlCl3. Coumarin at the dose of 10 mg/kg and AlCl3 at the dose of 8.3 mg/kg were administered for 30 days every other day. In AlCl3 group, malondialdehyde (MDA), iron (Fe), aluminium (Al) and copper (Cu) levels increased compared to the control group, while glutathione (GSH) level, glutathione S-trans

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24

Drábiková, Katarína, Tomáš Perečko, Radomír Nosál’, Juraj Harmatha, Jan Šmidrkal, and Viera Jančinová. "Study of Possible Mechanisms Involved in the Inhibitory Effects of Coumarin Derivatives on Neutrophil Activity." Oxidative Medicine and Cellular Longevity 2013 (2013): 1–10. http://dx.doi.org/10.1155/2013/136570.

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To specify the site of action of the synthetic coumarin derivatives 7-hydroxy-3-(4′-hydroxyphenyl) coumarin (HHC) and 7-hydroxy-3-(4′-hydroxyphenyl) dihydrocoumarin (HHDC), we evaluated their effects on extra- and intracellular reactive oxygen species (ROS) formation in phorbol-myristate-13-acetate (PMA) stimulated human neutrophils. We studied also the effects of HHC and HHDC on possible molecular mechanisms which participate in the activation of NADPH oxidase, that is, on PKC activity, on phosphorylation of some PKC isoforms (α,βII, andδ), and on phosphorylation of the NADPH oxidase subunit

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25

Jani, G. R., K. B. Vyas, and Zudas Franco. "Preparation and Antimicrobial Activity of s-Triazine Hydrazones of 7-Hydroxy Coumarin and Their Metal Complexes." E-Journal of Chemistry 6, no. 4 (2009): 1228–32. http://dx.doi.org/10.1155/2009/649654.

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Metal complexes of 7-hydroxy coumarin hydrazone ofs-triazine derivatives derived from 7-hydroxy-8-aceto-N-(4',6’-dichloro-1',3',5'-s-triazine) coumarin hydrazone and transition metals have been synthesized and screened for their antibacterial, antifungal and antiseptic activity. The geometry of the complexes has been proposed. The ligand system co-ordinates with the metal ion in a bidentate manner through the nitrogen atom of hydrazone group.

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26

Bilel, Hallouma, Rawdha Medyouni, A. S. Al-Ayed, Naceur Hamdi, Cédric Fischmeister, and Christian Bruneau. "Synthesis of Bioactives Coumarin Derivatives, Phthalocyanines and Terminal Conjugated Dienes via a Ruthenium Catalyzed Cross-Metathesis: Application to Renewable Resources." Materials Science Forum 842 (February 2016): 1–45. http://dx.doi.org/10.4028/www.scientific.net/msf.842.1.

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This study aimed for the synthesis of 4-Aryl-2-amino-6-(4-hydroxy coumarin-3-yl) pyridine-3-carbonitriles derivatives 4, suitable for use as antibacterial, anti-oxidant and anti-inflammatory activities via a versatile, readily accessible 3-((2E)-3(aryl)prop-2-enoyl)-2H-chromen-2-one, 3, which was prepared by refluxing 3-acetyl-4-hydroxycoumarin with aromatic aldehydes in chloroform in the presence of a catalytic amount of piperidine. Then the direct reaction of the obtained chalcones 3 with malonitrile in the presence of ammonium acetate in one step gave products 4. Most of the new compound 4

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27

Shaily, Shaily, Ajay Kumar, Sumit Kumar, and Naseem Ahmed. "‘Naked-eye’ colorimetric/fluorimetric detection of F− ions by biologically active 3-((1H-indol-3-yl)methyl)-4-hydroxy-2H-chromen-2-one derivatives." RSC Advances 6, no. 109 (2016): 108105–12. http://dx.doi.org/10.1039/c6ra24597h.

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An improved synthetic protocol has been developed to construct highly functionalized heterologous alkyl and benzyl indolyl-coumarin derivatives using a rapid, catalyst-free and solvent-free one-pot three-component reaction of indole, aldehyde and 4-hydroxy-coumarin.

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28

Sharapov, A. D., R. F. Fatykhov, I. A. Khalymbadzha, A. P. Potapova, P. A. Slepukhin, and O. N. Chupakhin. "Unusual nicotinoylation of 4-phenyl-5,7-dihydroxycoumarin." Chimica Techno Acta 9, no. 1 (2022): 20229105. http://dx.doi.org/10.15826/chimtech.2022.9.1.05.

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In the present work, we report a convenient synthesis of 5- and 7-substituted-4-phenyl coumarins. In contrast to previous results obtained with 4-alkylcoumarins, nicotinoylation of 5,7-dihydroxy-4-phenylcoumarin with nicotinoyl benzotriazole or nicotinoyl azide selectively provides 5-O protected ester. The combination of the nicotinoylation reaction followed by tosylation-denicotinoylation yields 5-hydroxy-7-tosyloxy-coumarin derivative, which may be useful in the synthesis of inophyllum, a tetracyclic HIV reverse transcriptase inhibitor, as well as its analogues.

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29

Menshawy, A. Mohamed* Adnan A. Beckeit Adel S. El-Azab Ghada F. Mohamed Sami G. Abdel-Hamid and Maged S. Abdel-Kader. "SYNTHESIS AND EVALUATION OF SOME UMBELLIFERONE DERIVATIVES AS ANTI-INFLAMMATORY AGENTS." INDO AMERICAN JOURNAL OF PHARMACEUTICAL SCIENCES 05, no. 12 (2018): 16165–77. https://doi.org/10.5281/zenodo.2268635.

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<em>S</em><em>eventeen 7-hydroxy coumarin (umbelliferone) derivatives were synthesized in an almost quantitative yield via reaction with the corresponding ethylchloroacetate, p-substituted benzyl chloride, 2-bromoacetophenone or 2-chloroacetanilide in the presence of anhydrous potassium carbonate in dry acetone.  The compounds were tested for their anti-inflammatory activity using cotton pellet implantation test and carrageenan-induced rat paw edema. The ulcerogenic effect of the compounds was also studied comparing with the NSAID indomethacin.</em> <strong>Keywords : </strong><em>7-Hydro

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30

Asl ah A kses and S leyman Sara, Asl ah A. kses and S. leyman Sara. "Characterization and Synthesis of This Comb Type Copolymer with Styrene Using A Macromonomer Containing Polyethylmethacrylate." Journal of the chemical society of pakistan 41, no. 4 (2019): 569. http://dx.doi.org/10.52568/000775/jcsp/41.04.2019.

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In this study, firstly 7-hydroxy-4-chloromethyl coumarin (CMHC) was synthesized from reaction of ethyl 4-chloroacetoasetate with resorcinol. Then, the poly(ethyl methacrylate) coumarin end grouped having hydroxyl (CEMA) was prepared by ethyl methacrylate with using (CMHC) as initiator by atom transfer radical polymerization (ATRP) method. A macromonomer (CMEMA) was synthesized from reaction of methacryloyl chloride and poly(EMA) ended coumarin having OH group (CEMA). Molecular brush of P(CMEMA-comb-%16St) was synthesized by reaction of macromonomer CMEMA and styrene by free radical polymerizat

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31

Aslam, Mohammad, Mohammed Ali, Rameshwar Dayal, and Kalim Javed. "Coumarins and a Naphthyl Labdanoate Diarabinoside from the Fruits of Peucedanum grande C. B. Clarke." Zeitschrift für Naturforschung C 67, no. 11-12 (2012): 580–86. http://dx.doi.org/10.1515/znc-2012-11-1208.

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Phytochemical investigations of the methanolic extract of the fruits of Peucedanum grande C. B. Clarke (Apiaceae) led to the identification of three coumarins and a naphthyl labdanoate diarabinoside characterized as 5-hydroxy-6-isopranyl coumarin (1), 5,6-furanocoumarin (2), 7-methoxy-5,6-furanocoumarin (3), and labdanyl-3α-ol-18-(3’’’-methoxy-2’’’- naphthyl-oate)-3α-L-arabinofuranosyl-(2’→1’’)-α-L-arabinofuranoside (4). The structures of these compounds were identified on the basis of spectral data analysis and chemical reactions. The methanolic extract and 4 showed nephroprotective activity

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32

Hari, Kant, and Singh Khirwar Mahesh. "Isolation and Characterisation of Coumarin Derivative from Sida rhombifolia Linn." Pharmaceutical and Chemical Journal 9, no. 2 (2022): 30–32. https://doi.org/10.5281/zenodo.13970451.

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A novel coumarin derivative has been isolated from the dichloromethylene fraction of the aerial part of the <em>Sida rhombifolia</em>. The structure of the isolated compound has been established as 7-hydroxy-6-methoxy coumarin based on the spectral (UV, IR, <sup>1</sup>HNMR, <sup>13</sup>CNMR, mass) data.  

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33

Dar, Muhammad Younus, Tabassum Ara, and Seema Akbar. "Isolation of Daphnetin 8-methyl ether from Daphne oleoides and its Anti-bacterial activity." Journal of Phytopharmacology 4, no. 4 (2015): 224–26. http://dx.doi.org/10.31254/phyto.2015.4407.

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The aim of the present work was to isolate and identify secondary metabolites of Daphne oleoides, which was not phytochemically analysed in this important geographical region of the world until now, followed by the determination of anti-bacterial activity. An important plant coumarin daphnetin 8-methyl ether (1)[7-hydroxy8-methoxy coumarin] not previously reported from this species was isolated from the methanolic extract of aerial parts of Daphne oleoides, along with already reported 4-ethoxy benzoic acid (2)and 4-hydroxy benzoic acid(3) by repeated column chromatography. The structures of th

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34

Myshko, Nataliia V., and Galyna P. Mrug. "Synthesis of prenylated homoisoflavonoids with a coumarin moiety." Ukr. Bioorg. Acta 2022, Vol. 17, N2 17, no. 2 (2022): 31–35. http://dx.doi.org/10.15407/bioorganica2022.02.031.

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A series of prenylated homoisoflavonoid-coumarin hybrids were synthesised by developed cascade reactions of coumarin Mannich bases with 3-(dimethylamino)-1-(5-hydroxy-7-methoxy-2,2-dimethyl-3,4-dihydro-2H-chromen-6-yl)prop-2-en-1-one. Obtained homoisoflavonoids might have a large potential for further investigations of their bioactivities

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35

Kurt, Adnan, Bayram Gündüz, and Murat Koca. "A detailed study on the optical properties of 3-benzoyl-7-hydroxy coumarin compound in different solvents and concentrations." Macedonian Journal of Chemistry and Chemical Engineering 38, no. 2 (2019): 227. http://dx.doi.org/10.20450/mjcce.2019.1403.

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A coumarin-derived compound, 3-benzoyl-7-hydroxy coumarin (BHYC), is synthesized to determine its optoelectronic properties, including absorbance band edge, optical band gap, transmittance, refractive index, electrical susceptibility, volume-surface energy loss functions and optical/electrical conductance parameters. The absorbance spectra of BHYC in dimethylformamide (DMF) and dimethylsulfoxide (DMSO) solvents exhibit maximum peaks at 350 and 353 nm, respectively, in the near-ultraviolet region. The absorbance band edge values of BHYC in DMF and DMSO are 2.526 and 2.500 eV, respectively. The

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36

Brahmia, Ameni, Afef Ghouili, and Rached Ben Hassen. "Crystal structure of 3-(2,2-dibromoacetyl)-4-hydroxy-2H-chromen-2-one." Acta Crystallographica Section E Crystallographic Communications 71, no. 2 (2015): 121–23. http://dx.doi.org/10.1107/s2056989014027947.

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The title compound, C11H6Br2O4, is a new coumarin derivative obtained from the reaction of 3-acetyl-4-hydroxy-2H-chromen-2-one with bromine in acetic acid. The hydroxyl group in involved in an intramolecular O—H...O hydrogen bond. In the crystal, π–π interactions between the rings of the bicycle [intercentroid distances = 3.498 (2) and 3.539 (2) Å] pack molecules into stacks along thebaxis, and weak intermolecular C—H...O hydrogen bonds further link these stacks into layers parallel to theabplane.

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37

Shahi, Akbar Massoumi, Mohammad Nikpassand, and Leila Zare Fekri. "Acidic Ionic Liquid-catalyzed Synthesis of Pyrano[4,3-b]pyran-5(4H)-ones using 4,4,4-trifluoro-1-phenylbutane-1,3-dione as a Building Block." Current Organic Synthesis 17, no. 8 (2020): 648–53. http://dx.doi.org/10.2174/1570179417666200520111536.

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Aims: synthesis of pyrano[c-2,3]chromens with Ionic Liquid catalyst with simple method. Background: Synthesis of pyrano[c]coumarins has a special place in the structure due to two bioactive compounds in its structure and attracts a great deal of attention in this research work, it has been attempted to attach chromatically valuable skeletons to them and synthesize the pyrano [c] coumarines, which can potentially have high biological properties. For this purpose, electrophilic β-ketoester ringing in the presence of ionic liquid catalysts was used. While optimizing the catalyst recovery, it is p

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38

da Silva, Emerson Teixeira, Ligia Souza da Silveira Pinto, Solange Maria Silva Veloso Wardell, James Lewis Wardell, and Marcus Vinícius Nora de Souza. "A Green Synthesis and a Chemical Study of the Coumarin, 1-(2-Hydroxy- 2-methyl-2H-chromen-3yl)ethanone." Letters in Organic Chemistry 16, no. 2 (2019): 128–33. http://dx.doi.org/10.2174/1570178615666180627103639.

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Coumarins are a class of natural and synthetic products with a wide variety of applications in different fields. Due to the general importance of coumarins, the objective of this work is to further develop the chemistry of 1-(2-hydroxy-2-methyl-2H-chromen-3yl)ethanone, 1, a potentially useful and versatile coumarin but an under-reported compound in the literature. This work describes a green preparation of 1 in the absence of solvents and acids, thereby eliminating byproducts, normally obtained in classical procedures, and a mechanistic study of the reactions of 1 with nucleophiles. In additio

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Barangi, Vinayaka Chandrappa, Lokesh Anand Shastri, Prakasha Kothathi Chowdegowda та ін. "Design and synthesis of new coumarin-1,2,3-triazole hybrids as new antidiabetic agents: In vitro α-amylase, α-glucosidase inhibition, anti-inflammatory, and docking study". European Journal of Chemistry 15, № 3 (2024): 205–19. http://dx.doi.org/10.5155/eurjchem.15.3.205-219.2541.

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The current study focuses on the synthesis of coumarin-triazole hybrids (7i-t) starting from 4-hydroxy benzaldehyde or 4-hydroxyacetophenone (1a-b) and propargyl bromide. On the other hand, coumarin derivatives (5c-h) were prepared by Pechmann cyclization and treated with sodium azide to give the corresponding 3-azido methyl coumarins (6c-h). Finally, 1,3-dipolar cycloaddition between compounds 6c-h and terminal alkyne 2a-b produces coumarin-triazole hybrids (7i-t) utilizing click chemistry approaches that are high yielding, wide in scope and simple to perform. The structural proofs of the new

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40

Gutmann, Alexander, Margaretha Schiller, Mandana Gruber-Khadjawi, and Bernd Nidetzky. "An ortho C-methylation/O-glycosylation motif on a hydroxy-coumarin scaffold, selectively installed by biocatalysis." Organic & Biomolecular Chemistry 15, no. 37 (2017): 7917–24. http://dx.doi.org/10.1039/c7ob01513e.

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41

Al-Hazmy, Sadeq M., Mohamed Oussama Zouaghi, Jamal N. Al-Johani, et al. "Chemosensing Properties of Coumarin Derivatives: Promising Agents with Diverse Pharmacological Properties, Docking and DFT Investigation." Molecules 27, no. 18 (2022): 5921. http://dx.doi.org/10.3390/molecules27185921.

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In this work, a three-component reaction of 3-acetyl-4-hydroxycoumarine, malononitrile, or cyanoacetate in the presence of ammonium acetate was used to form coumarin derivatives. The chemical structures of new compounds were identified by 1H, 13C NMR and an elemental analysis. These compounds were examined in vitro for their antimicrobial activity against a panel of bacterial strains. In addition, these compounds were investigated for antioxidant activities by superoxideradical, DPPH (2,2-Diphenyl-1-picrylhydrazyl), and hydroxyl radical scavenging assays, in which most of them displayed signif

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42

Bansuri, Gami, Jalak Limbasiya, and Maitri Nandasana. "Bioactivity of 7-Hydroxy 4-Methyl Coumarin." International Journal of Current Microbiology and Applied Sciences 8, no. 04 (2019): 2737–41. http://dx.doi.org/10.20546/ijcmas.2019.804.318.

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43

Potapovich, M. V., D. I. Metelitza, and O. I. Shadyro. "Antioxidant activity of hydroxy derivatives of coumarin." Applied Biochemistry and Microbiology 48, no. 3 (2012): 250–56. http://dx.doi.org/10.1134/s0003683812030106.

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44

A., K. SENGUPTA, SEN SRIRUPA, and SRIVASTAVA VERSHA. "Synthesis of Coumarin Derivatives as Possible Antifungal and Antibacterial Agents." Journal of Indian Chemical Society Vol. 66, Aug-Oct 1989 (1989): 710–16. https://doi.org/10.5281/zenodo.6034942.

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Department of Chemistry, Lucknow University, Lucknow-226 007 Thirty new coumarin derivatives have been synthesised, In the first scheme 15 new heterocyclic derivatives of 7-hydroxy-4-methylcoumarin have been synthesised. These were screened for antifungal and antibacterial activities.  In the second scheme Mannich bases and benzylidene derivatives of coumarin substituted rhodanines have been synthesised. The structure of the compounds were confirmed by spectral and microanalytical data.

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45

Halstead, Clynton W., Paul I. Forster, and Peter G. Waterman. "Novel Metabolites from the Stem Bark of Brombya sp. Nova (Gap Creek) (Rutaceae)." Natural Product Communications 1, no. 5 (2006): 1934578X0600100. http://dx.doi.org/10.1177/1934578x0600100502.

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Two piperonyl derivatives, seven coumarins and two furoquinoline alkaloids were isolated from the aerial parts of a new species of Brombya [Brombya sp. nov. (Gap Creek) (Rutaceae)]. Three of the compounds were new natural metabolites; 7-(3,4-methylenedioxyphenyl)octene-2-one (7,8-dehydromoskachen D), the coumarin 6-(1ξ,2ξ,3-trihydroxy-3-methylbutyl)-7-hydroxy-2H-1-benzopyran-2-one, and the furoquinoline alkaloid 4,5,6,7-tetramethoxyfuro[2,3-b]quinoline (5,6,7-trimethoxydictamnine). The secondary metabolites isolated in this study are typical of the Rutaceae, contrasting with earlier studies on

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46

El-Samahy, Fatma A., Hayam A. Abd El Salam, Naglaa F. El-Sayed, Elsayed M. Shalaby, and Mahmoud F. Dondeti. "Synthesis of unexpected novel bis-coumarin derivatives via three component reactions of 4-hydroxycoumarin, aldehydes and cyclic secondary amines. Conformation in the solid state and pharmacological evaluation." Zeitschrift für Naturforschung B 72, no. 10 (2017): 705–16. http://dx.doi.org/10.1515/znb-2017-0066.

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AbstractA series of unexpected bis-coumarins have been synthesized by multicomponent reactions of 4-hydroxycoumarin, aldehydes, and cyclic secondary amines in ethanol at room temperature. The chemical structures of new compounds were identified by 1H, 13C NMR, and mass spectrometry. Furthermore, the molecular structure of the solid-state adduct of 3,3′-[(4-methoxyphenyl)-methylene]bis(4-hydroxy-2H-chromen-2-one) with morpholine (1:1) has been confirmed by single-crystal X-ray diffraction. The cytotoxicity of the new coumarin derivatives against MCF7 breast cancer cells was evaluated. A docking

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47

Smith, Gerald J., Roderick J. Weston, Ying Tang, Yinrong Lu, and Jolon M. Dyer. "Photoproducts of 7-Hydroxycoumarins in Aqueous Solution." Australian Journal of Chemistry 65, no. 10 (2012): 1451. http://dx.doi.org/10.1071/ch12292.

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Near-UV irradiation of aqueous solutions of 7-hydroxy-6-methoxycoumarin (scopoletin) and 6,7-dihydroxycoumarin (esculetin) resulted in the formation of dimers. Substantially greater amounts of the 7-hydroxy-6-methoxycoumarin photodimer were produced compared with that of 6,7-dihydroxycoumarin. Fluorescence spectra indicated that the initial photolytic reaction involves the excited state of the phenolate form of the monomeric coumarin. The electro-spray ionization (ESI) mass spectrum suggested that the major product (with a sodiated quasimolecular ion at m/z 405) from the photolysis of scopolet

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48

Roy, Partha. "Recent advances in the development of fluorescent chemosensors for Al3+." Dalton Transactions 50, no. 21 (2021): 7156–65. http://dx.doi.org/10.1039/d1dt00901j.

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The synthetic procedures and sensing properties of fluorescent chemosensors for Al<sup>3+</sup> based on 2-hydroxy-1-naphthaldehyde, salicylaldehyde, rhodamine, coumarin, MOFs, etc. have been accounted.

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49

Kundu, Shrishnu Kumar, Susanta Patra, Chayan Sardar, Sunil Kumar Bhanja, and Prasanta Patra. "Synthesis of 5<i>H</i>-Chromeno[4,3-<i>b</i>]pyridin-5-one derivatives as a backbone of natural product polyneomarline C scaffolds in presence of Et<sub>3</sub>N and NH<sub>4</sub>OAc in EtOH." Chimica Techno Acta 9, no. 2 (2022): 20229211. http://dx.doi.org/10.15826/chimtech.2022.9.2.11.

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A green one-pot synthesis of 5H-Chromeno[4,3-b]pyridin-5-one derivatives which are the main core of the natural product of Polyneomarline C is described by the reaction of 4-chloro-3-formyl coumarin and different cyclic and acyclic compounds having active methylene group in presence of Et3N and NH4OAc in EtOH. The advantages of this strategy are good yields, no need for the chromatographic separation and the absence of heavy metal catalysts and toxic by-products. The 4-chloro-3-formyl coumarin is obtained by Vilsmeier Heck reaction of 4-hydroxy coumarin.

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50

Hwang, Sumi. "Antibacterial Activity for Synthesized Coumarin Derivatives and a Coumarin Component of Lime Peel (Citrus aurantifolia)." Bioengineering 11, no. 8 (2024): 752. http://dx.doi.org/10.3390/bioengineering11080752.

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In this study, we investigated the antibacterial activity of the coumarin component isolated from lime peel and coumarin derivatives synthesized using various techniques against eight types of food-poisoning bacteria. The minimum inhibitory concentration (MIC) for the 3b [5,7-dihydroxy-4-trifluoromethylcoumarin] derivative was measured as 1.5 mM in Bacillus cereus, Micrococcus luteus, Listeria monocytogenes, and Staphylococcus aureus subsp. aureus; that for the 3c [7-hydroxy-4-trifluoromethylcoumarin] derivative was 1.7 mM in Enterococcus facium; and that for the 3n [dicoumarol] derivative was

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