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Journal articles on the topic '7-hydroxy-4-methyl coumarin'

Author: Grafiati

Published: 3 June 2025

Last updated: 1 August 2025

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1

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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2

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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3

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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4

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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5

Pawar, P. Y., P. M. Gaikwad, and P. H. Balani. "Microwave Assisted Synthesis of N-Substituted-7-hydroxy-4-methyl-2-oxoquinolines as Anticonvulsant Agents." E-Journal of Chemistry 8, no. 2 (2011): 945–51. http://dx.doi.org/10.1155/2011/121476.

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The reaction of resorcinol with ethylacetoacetate yielded the 7-hydroxy-4-methyl coumarin (1), which on treatment with benzidine gives 1-(4ʹ-amino-biphenyl-4-yl)-7-hydroxy-4-methyl-1H-quinolin-2-one (2). 1-{4ʹ-[(Substituted benzylidene)-amino]-biphenyl-4-yl}-7-hydroxy-4-methyl-1H-quinolin-2-one (3a-j) were obtained by reacting 1-(4ʹ-amino-biphenyl-4-yl)-7-hydroxy-4-methyl-1H-quinolin-2-one (2) with different substituted aromatic aldehydes in presence of glacial acetic acid by microwave irradiation. The compound 1-{4ɴ-[(substituted benzylidene)-amino]-biphenyl-4-yl}-7-hydroxy-4-methyl-1H-quinol

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6

Ostrowska, Kinga, Gabriela Horosz, Karolina Kruk, et al. "Exploring the Potential of Coumarin Derivatives on Serotonin Receptors 5-HT1A and 5HT2A." International Journal of Molecular Sciences 26, no. 5 (2025): 1946. https://doi.org/10.3390/ijms26051946.

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A series of 2- and 3-methoxyphenylpiperazine derivatives in combination with a 2-hydroxypropoxy linker and coumarins containing various substituents was synthesized and evaluated for antidepressant-like activity. Microwave-assisted synthesis was used, and the structures of all compounds were confirmed by 1H, 13C NMR, and HRMS spectrometry. The affinity toward the 5-HT1A and 5-HT2A receptors was determined using radioligand binding assays and analyzed by molecular docking studies. Among the compounds evaluated, four demonstrated high affinity for the 5-HT1A receptor with the following Ki values

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7

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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8

Liu, Shujing, Bin Zhao, Qingmei Jiang, and Yanen Wang. "Synthesis of 7-Hydroxy-4-methyl Coumarin Under Microwave Irradiation." Asian Journal of Chemistry 26, no. 8 (2014): 2463–65. http://dx.doi.org/10.14233/ajchem.2014.16415.

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9

Journal, Baghdad Science. "Synthesis and Characterization of New Mannich Bases Derived from 7-hydroxy-4-methyl Coumarin." Baghdad Science Journal 13, no. 2 (2016): 235–43. http://dx.doi.org/10.21123/bsj.13.2.235-243.

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Coumarin is a natural substance isolated from different plants. It belonges to a group of benzobyrones which consists of a benzene ring joined to a pyrone nucleus. In the present research, a new series of coumarin derivatives were formed. Compound (1) (7-hydroxy-4-methyl Coumarin) was converted into 4-methylquinolin-2(H) derivative (2) by reaction with acetamide, and then reaction of (2) with thiosemicarbazide in ethanol leads to the synthesize of hydrazincarbothioamide derivative (3).The reaction of (3) with ethylchloroacetate in presence of sodium acetate leads to closure ring to get [(1-(5-

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10

Devi, Sarika, Pooja Singh, Vaibhav Rathi, and Praveen Kumar. "In vitro Evaluation (Antioxidant Activity) of coumarin derivatives." Research Journal of Chemistry and Environment 26, no. 7 (2022): 145–52. http://dx.doi.org/10.25303/2607rjce145152.

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Coumarin is a heterocyclic molecule associated with beneficial human health effects such as to reduce the risk of cancer, diabetes, cardiovascular and brain disease. These effects are thought to be related to free radical scavenging due to their antioxidant properties. Coumarin is a substance that has been synthesized in many of its derivatives in recent years. This entity is a major source of interest for many medicinal chemists to explore its various pharmacological possibilities, especially anticoagulant activity. The antioxidant activities of two synthesized coumarin derivatives namely 2-(

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11

Manidhar, D. M., K. Uma Maheswara Rao, N. Bakthavatchala Reddy, Ch Syama Sundar, and C. Suresh Reddy. "Synthesis of New 8-Formyl-4-methyl-7-hydroxy Coumarin Derivatives." Journal of the Korean Chemical Society 56, no. 4 (2012): 459–63. http://dx.doi.org/10.5012/jkcs.2012.56.4.459.

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12

Kozlova, I. K. "Glycosylation of o-acylamino derivatives of 4-methyl-7-hydroxy-coumarin." Chemistry of Heterocyclic Compounds 23, no. 5 (1987): 496–99. http://dx.doi.org/10.1007/bf00476373.

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13

Salama, Reda S., Shawky M. Hassan, Awad I. Ahmed, W. S. Abo El-Yazeed, and Mohammed A. Mannaa. "The role of PMA in enhancing the surface acidity and catalytic activity of a bimetallic Cr–Mg-MOF and its applications for synthesis of coumarin and dihydropyrimidinone derivatives." RSC Advances 10, no. 36 (2020): 21115–28. http://dx.doi.org/10.1039/d0ra03591b.

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PMA supported on Cr–Mg-MOF has been successfully synthesized. All catalysts exhibits distinct catalytic activity in the synthesis of 3,4-dihydropyrimidinones and 7-hydroxy-4-methyl coumarin and showed excellent % yield and recycling efficiency.

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14

Hussien, Fadia Al Haj, Mohammad Keshe, Khaled Alzobar, Joumaa Merza, and Ayman Karam. "Synthesis and Nitration of 7-Hydroxy-4-Methyl Coumarin via Pechmann Condensation Using Eco-Friendly Medias." International Letters of Chemistry, Physics and Astronomy 69 (August 2016): 66–73. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.69.66.

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A nitro coumarin derivatives has been synthesized via nitration of 7-hydroxy-4-methyl coumarin wich was synthesized via Pechmann condensation resorcinol with a β-ketoester using Amberlyst-15 as a green and efficient catalyst and by caring out the reaction of resorcinol and ethyl acetoacetate (with 1: 1 mol ratio) in the presence of 0.2 g of Amberlyst-15 at 110°C under solvent-free conditions. These nitro coumarin derivatives have biological activity and momentousness in the industrial fields. The purified products were measured the melting points and characterized by spectral methods: FT-IR,1H

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15

Hussien, Fadia Al Haj, Mohammad Keshe, Khaled Alzobar, Joumaa Merza, and Ayman Karam. "Synthesis and Nitration of 7-Hydroxy-4-Methyl Coumarin via Pechmann Condensation Using Eco-Friendly Medias." International Letters of Chemistry, Physics and Astronomy 69 (August 12, 2016): 66–73. http://dx.doi.org/10.56431/p-zj1ao8.

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A nitro coumarin derivatives has been synthesized via nitration of 7-hydroxy-4-methyl coumarin wich was synthesized via Pechmann condensation resorcinol with a β-ketoester using Amberlyst-15 as a green and efficient catalyst and by caring out the reaction of resorcinol and ethyl acetoacetate (with 1: 1 mol ratio) in the presence of 0.2 g of Amberlyst-15 at 110°C under solvent-free conditions. These nitro coumarin derivatives have biological activity and momentousness in the industrial fields. The purified products were measured the melting points and characterized by spectral methods: FT-IR, 1

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16

K. N, Chethan Prathap, Niranjana S. V, and Lokanath N. K. "Synthesis, characterization, structural exploration and quantum chemical calculations of (E)-8-(1-((4-aminobenzyl)imino)ethyl)-7-hydroxy-4-methyl-coumarin." Oriental Journal Of Chemistry 37, no. 2 (2020): 484–92. http://dx.doi.org/10.13005/ojc/370231.

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Coumarin derivatives are one of the very important compounds of high biological interest. A novel coumarin derivative (E)-8-(1-((4-aminobenzyl)imino)ethyl)-7-hydroxy-4-methyl-coumarin was synthesized using substituted acetyl coumarin and 4-aminobenzylamine. Following the detailed spectroscopic characterization, the structure of the compound was confirmed using XRD studies. The novel coumarin derivative crystallizes in monoclinic crystal system in P21/c space group and displays diverse intermolecular interactions. One-dimensional array along b-axis and R_2^2 (18) supramolecular architectures ar

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17

Ibrahem, Raghad Abdalrazaq, and Shetha F. N. Al Zobady. "SYNTHESIS AND CHARACTERIZATION OF NEW HETEROCYCLIC DERIVATIVES FROM 7- HYDROXY -4- METHYL COUMARIN AND STUDY ANTIOXIDANT ACTIVITY FOR SOME SYNTHETIC COMPOUNDS." Iraqi Journal of Market Research and Consumer Protection 15, no. 1 (2023): 120–31. http://dx.doi.org/10.28936/jmracpc15.1.2023.(11).

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ABSTRACT 7-Hydroxy-4-methyl coumarin(H1) compound have been synthesized by resorcinol and ethyl acetoacetate reaction. 4-methyl-2-oxo-2H-chromen-7-yl 2-chloroacetate(H2) is highly reactive compounds. It has been used as intermediate in some reactions. It has been synthesized and reacted with hydrazine hydrate to produce4-methyl-2-oxo-2H-chromen-7-yl 2-hydrazinylacetate (H3).Schiff Bases Compound (H4) is synthesized by reacting the compound (H3) with P-hydroxy benzaldehyde, then reacted(H4) with sodium azide, mercaptoacetic acid, chloroacetyl chloride and anhydrides such as (3- nitro phathalic

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18

Palaniappan, Srinivasan, and Rampally Chandra Shekhar. "Synthesis of 7-hydroxy-4-methyl coumarin using polyaniline supported acid catalyst." Journal of Molecular Catalysis A: Chemical 209, no. 1-2 (2004): 117–24. http://dx.doi.org/10.1016/j.molcata.2003.08.006.

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19

S., S. MADHAVA RAO, and N. TRIVEDI K. "Studies on the Synthesis of Furocoumarins. Part-XXX. A Reinvestigation of Claisen Rearrangement of 7-Cinnamyloxy-4-methylcoumarin." Journal of Indian Chemical Society Vol. 69, Apr 1992 (1992): 203–6. https://doi.org/10.5281/zenodo.6002891.

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Department of Chemistry, Faculty of Science, M. S. University of Baroda, Baroda-390 002 <em>Manuscript received 24 October 1991, accepted 23 March 1992</em> 7-annamylozy. 8-methylcoumarin on Claisen migration gave three products. <em>trans</em>-3, 7-dimethyl 2-phenyl-2 3- dihydrofurel-[2,3-b]Abenzopyran 5[<em>H</em>]-one (la), 7 hydroxy 4-methyl 8-(1'-phenylprop-1'-ene)coumarin (1e) and 7 by drozy 4 methyl 6 (1' phenyiprop 2 -ene)coumariu (if) le and If on cyclisation with H<sub>2</sub>SO<sub>4</sub> gave 2b and 3a respectively 2a 2b and 3a on dehydrogenation with either DDQ in dry

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20

Yousuf, Sammer, Shafqat Hussain, Khalid Mohammed Khan, Muhammad Shabeer, and Shahnaz Perveen. "Crystal structure of methyl 2-(7-hydroxy-2-oxo-2H-chromen-4-yl)acetate." Acta Crystallographica Section E Crystallographic Communications 71, no. 9 (2015): o677—o678. http://dx.doi.org/10.1107/s2056989015014061.

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In the title coumarin derivative, C12H10O5, the fused ring system is almost planar (r.m.s deviation = 0.016 Å). The Car—C—C=O torsion angle of the side chain is −8.4 (2)° In the crystal, molecules are linked by O—H...O hydrogen bonds, generatingC(8) chains propagating in the [100] direction. The chains are cross-linked by weak C—H...O interactions, thereby generating undulating (001) sheets.

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21

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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22

Niranjan, M.S. *. and Chaluvaraju K.C. "SYNTHESIS AND CHARACTERIZATION OF TWO NOVEL THIOFIBRATES DERIVED FROM 7-HYDROXY-4-METHYL-2H CHROMEN-2-ONE." Journal of Pharma Research 7, no. 8 (2018): 190–93. https://doi.org/10.5281/zenodo.1345716.

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<strong><em>ABSTRACT</em></strong> <strong><em>T</em></strong><em>wo novel thiofibrates bearing 1,3,4-oxadizole and 1,2,4-triazole are prepared from 7-hydroxy-4-methyl-</em><em>2H-chromen-2-one (1). The compound (1) is obtained by treating resorcinol with ethyl acetate in the presence of concentrated sulphuric acid. It is then treated with ethylchloroacetate to get ethyl((4-methyl-2-oxo-2H-chromen-7-yl)oxy)acetate (2). This on hydrogenolysis gives 2-((4-methyl-2-oxo-2H-chromen-7-yl)oxy)acetohydrazide (3) which on further reaction with phenyl isothiocyanate in presence of sodium hydroxide gives

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23

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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24

El-Sharkawy, Eman, and Yasser Selim. "Three new coumarin types from aerial parts of Ammi majus L. and their cytotoxic activity." Zeitschrift für Naturforschung C 73, no. 1-2 (2018): 1–7. http://dx.doi.org/10.1515/znc-2017-0068.

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AbstractThree new coumarin types were isolated from the aerial parts of the wild medicinal plantAmmi majus, which was collected from western Asia (Saudi Arabia), including pyrano coumarin, namely, 5-isobutylcoumarin-6-C-glucoside(1); furanocoumarin, namely, 6,7,9-Trimethoxy-3-(8′-methoxy-2′-oxo-2H-chromen-3-yl)-2H-furo[3,2-g]chromen-2(3H)-one(2); and pyrone coumarin, namely, 6-hydroxy-3-(2-hydroxypropyl)-7-methoxy-4 methyl coumarin(3). The structures were determined by spectroscopic methods, mainly 1D- and 2D-NMR. In vitro cytotoxicity was evaluated by 3-(4, 5-dimethylthiazol-2-yl)-2, 5-diphen

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25

Liu, Shu Jing, Yun Peng Li, Xiu Min Yang, and Qing Mei Jiang. "Synthesis of 7-hydroxy-4-methyl Coumarin with Microwave Radiation Catalyzed by Zirconium Sulfate Tetrahydrate." Advanced Materials Research 671-674 (March 2013): 2692–96. http://dx.doi.org/10.4028/www.scientific.net/amr.671-674.2692.

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The 1,3-benzenediol and ethyl acetoacetate as raw materials were used to synthesize 7-hydroxy-4-methyl coumarin under microwave irradiation with Zirconium sulfate tetrahydrate as the catalyst. The effect of various reaction conditionson on the yield was explored.Experiment shows that the yield reached up to 87. 5%,when the reaction conditions are as follow:n(1,3-benzenediol):n(ethyl acetoacetate)1.0, Zirconium sulfate tetrahydrate 0.4g,10mL cyclohexane, the reaction time 12 min,microwave radiation power 500W.

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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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27

Naouali, Olfa, Rached Frija, Wissal Elgabsi, Naceur Hamdi, and Lassaad Baklouti. "Coumarin derivatives: Synthesis and cation binding properties." Mediterranean Journal of Chemistry 3, no. 5 (2014): 1064–72. http://dx.doi.org/10.13171/mjc.3.5.2014.12.05.23.05.

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Coumarin derivatives were easily prepared starting from 7-hydroxy 4-methyl-2H-chromen-2-oneÂ with 40% formaldehyde and suitable secondary amines in 95% ethanol in rather good yield. The structures of allÂ compounds were confirmed via spectroscopic techniques IR, 1H NMR, 13C NMR, mass spectra and elemental analysis. The complexing properties of the coumarin derivatives toward alkali metal, alkaline earth metal, someÂ transition metals and some heavy metal cations have been investigated in methanol by means ofÂ UV spectrophotometry absorption and conductivity methods. Thus, the stoichiometry of

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Kubono, Koji, Ryuma Kise, Yukiyasu Kashiwagi, Keita Tani, and Kunihiko Yokoi. "Crystal structure of 7-hydroxy-8-[(4-methylpiperazin-1-yl)methyl]-2H-chromen-2-one." Acta Crystallographica Section E Crystallographic Communications 72, no. 12 (2016): 1751–53. http://dx.doi.org/10.1107/s2056989016017217.

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In the title compound, C15H18N2O3, the coumarin ring is essentially planar, with an r.m.s. deviation of 0.012 Å. An intramolecular O—H...N hydrogen bond forms anS(6) ring motif. The piperazine ring adopts a chair conformation. In the crystal, a C—H...O hydrogen bond generates aC(4) chain motif running along thecaxis. The chain structure is stabilized by a C—H...π interaction. The chains are linked by π–π interactions [centroid–centroid distance of 3.5745 (11) Å], forming a sheet structure parallel to thebcplane.

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29

Yadav, Shailendra, Sushma Singh, and Chitrasen Gupta. "Environmental benign synthesis of some novel biologically active 7-hydroxy-4-methyl coumarin derivatives." Current Research in Green and Sustainable Chemistry 5 (2022): 100260. http://dx.doi.org/10.1016/j.crgsc.2022.100260.

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Fenjan, Abdel –. Amir, and Inas Mahdi. "Synthesis and Characterization of New Mannich Bases Derived from 7-hydroxy-4-methyl Coumarin." Baghdad Science Journal 13, no. 2 (2016): 235–43. http://dx.doi.org/10.21123/bsj.2016.13.2.2ncc.0235.

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31

Carbonaro, Carlo Maria, Pier Carlo Ricci, Maria Francesca Casula, Graziella Tocco, and Michela Cubeddu. "Optical Characterization of PEG-Supported 7-Hydroxy-4-methyl-coumarin in Distilled Water Solution." Journal of Physical Chemistry A 116, no. 47 (2012): 11531–35. http://dx.doi.org/10.1021/jp3080628.

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32

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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33

Bhattacharyya, Soumya S., Saili Paul, Sushil K. Mandal, Antara Banerjee, Naoual Boujedaini, and Anisur R. Khuda-Bukhsh. "A synthetic coumarin (4-Methyl-7 hydroxy coumarin) has anti-cancer potentials against DMBA-induced skin cancer in mice." European Journal of Pharmacology 614, no. 1-3 (2009): 128–36. http://dx.doi.org/10.1016/j.ejphar.2009.04.015.

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34

Dinesh, N. Navale, B. Ranade Prasanna, W. Zote Santosh, J. Wagh Swapnil, and K. Kulal Dnyaneshwar. "Eco-Friendly One Pot Synthesis of Coumarin Derivatives by Pechmann Condensation using Tamarind Juice as a Biocatalyst." International Journal of Innovative Science and Research Technology 8, no. 2 (2023): 1917–20. https://doi.org/10.5281/zenodo.7716411.

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An efficient and eco-friendly synthetic method has been established for synthesis of 7-hydroxy-4-methyl coumarin and its derivatives using tamarind juice as a biocatalyst. The condensation reaction of Substituted phenol with ethyl acetoacetate (EAA) successfully carried out using tamarind juice as a green and efficient catalyst at 90°C in aqueous condition. This green biocatalyst has been utilised effectively for pechmann reaction with good yield of product, easy workup and eco-friendly reaction conditions.

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Giri, R., S. S. Rathi, M. K. Machwe, and V. V. S. Murti. "Effect of hydrogen bonding on the polarization of fluorescence of 4-methyl-7-hydroxy coumarin." Acta Physica Hungarica 65, no. 4 (1989): 431–34. http://dx.doi.org/10.1007/bf03054108.

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36

Kazancıçok, Zehra, Mustafa Bulut, and Ümit Salan. "Photophysical and Photochemical Properties of New Coumarin-Substituted Zinc and Indium Phthalocyanines for Photodynamic Therapy." Celal Bayar Üniversitesi Fen Bilimleri Dergisi 21, no. 2 (2025): 11–18. https://doi.org/10.18466/cbayarfbe.1581909.

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In this study, we synthesized and characterized zinc (II) and indium (III) acetate phthalocyanine derivatives, modified with 7-hydroxy-8-methyl-4-(2,3,4,5-tetrafluorophenyl)coumarin, as potential photosensitizers for photodynamic therapy (PDT). The synthesized phthalocyanines were characterized using various analytical techniques, including elemental analysis, UV-Vis, FT-IR spectroscopy, and MALDI-TOF mass spectrometry. The study focused on the photophysical and photochemical properties of these compounds, particularly their singlet oxygen and photodegradation quantum yields. Zinc phthalocyani

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SUNIL, KUMAR TALAPATRA, PAL PIJUS, BISWAS KALLOLMAY, SHAW ARUN, CHAKRABARTI RAMAPRASAD, and TALAPATRA BANI. "A Reinvestigation of Bicarbonate Induced Oligomerization of Ethyl Acetoacetate : One-pot Biomimetic Synthesis of Dimethylcoumarin, Trimethylcoumarin and Condensed Coumarin Derivatives." Journal of Indian Chemical Society Vol. 75, Oct-Dec 1998 (1998): 590–97. https://doi.org/10.5281/zenodo.5915590.

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Centre of Advanced Studies on Natural Products, Department of Chemistry, University College of Science, 92 Acharya Prafulla Chandra Road, Calcutta-700 009 <em>Manuscript received 29 July 1998</em> In addition to the previously reported products dehydroacetic acid (1) and a pyranopyran derivative, presently revised as 4,7-dim ethyl2<em>H-</em>pyrano-13,2-c]-2<em>H</em>-pyran-2,5-dione (2), seven new polysubstituted coumarin derivatives have been synthesised by NaHCO<sub>3</sub> catalyzed self-condensation of ethyl acetoacetate. The new products have been characterized as 3-acety1-6-ca

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38

D.Bharathi, P. Valentina та N. Ramalakshmi. "MOLECULAR DOCKING OF NOVEL BENZOPYRAN ANALOGUES AND INHIBITION PROPERTIES OF ANTIDIABETIC AGENTS AGAINST α-AMYLASE AND αGLUCOSIDASE". RASAYAN Journal of Chemistry 15, № 04 (2022): 2873–78. http://dx.doi.org/10.31788/rjc.2022.1547075.

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Alpha amylase and alpha-glucosidase inhibitors play a key role in treating diabetes mellitus. Based on this idea the present study aimed in designing different benzopyran analogs and investigate the binding interaction with protein PDB: 1HNY and PDB:5NN3 through molecular docking by autodockpyrx. The results evaluated by docking studies found that different substituted derivatives of 4-Hydroxycoumarine, 3-acetyl 4-hydroxy coumarin, 8 hydroxycoumarine, 7-hydroxycoumarine, 4-hydroxy, 5-methoxycoumarine compounds and compared with standard quercetin which is the target protein. The compound showi

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39

Mohammed, Faten Z., Youstina W. Rizzk, Moustafa S. Abdelhamid, and Ibrahim M. El-Deen. "In Vivo Biological Evaluation of Ethyl 4-(7-hydroxy-4-methyl-2-oxoquinolin-1- ylamino)-coumarin-3-carboxylate as an Antitumor Agent." Anti-Cancer Agents in Medicinal Chemistry 20, no. 18 (2020): 2246–66. http://dx.doi.org/10.2174/1871520620666200728131219.

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Background: Hybridization of coumarin moiety with additional antitumor pharmacophores is an auspicious stratagem to afford precious therapeutic interference for the medication of cancer. Objective: The present study aimed to evaluate the antitumor activity of ethyl 4-(7-hydroxy-4-methyl-2- oxoquinolin-1-ylamino)-coumarin-3-carboxylate against Ehrlich Ascites Carcinoma (EAC) cells in the peritoneal cavity of female mice. Methodology: Molecular docking was used to predict the binding between the test compound and the receptor of breast cancer mutant 3HB5-oxidoreductase, as well as the viability

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40

Joy, Muthipeedika Nibin, Igor S. Kovalev, Olga V. Shabunina, Sougata Santra, and Grigory V. Zyryanov. "Facile One-Pot Conversion of (poly)phenols to Diverse (hetero)aryl Compounds by Suzuki Coupling Reaction: A Modified Approach for the Synthesis of Coumarin- and Equol-Based Compounds as Potential Antioxidants." Antioxidants 13, no. 10 (2024): 1198. http://dx.doi.org/10.3390/antiox13101198.

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A series of 16 (hetero)aryl compounds based on coumarin and equol has been efficiently synthesized by exploring the palladium-catalyzed Suzuki cross-coupling reactions. Polyphenol based on coumarin (4-methyl-7-hydroxy coumarin) was initially converted to corresponding coumarin imidazylate and then subjected to Suzuki coupling reaction with 4-methoxyphenylboronic acid to obtain the coupled product. This modified approach was later developed into a one-pot methodology by directly reacting the polyphenol with 1,1-sulfonyldiimidazole (SDI) and boronic acid in situ to obtain the Suzuki coupled prod

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41

Adhao, Sopan Tejrao, and Rahul Ramchandra Wagh. "Synthesis, Spectral, Thermal Studies and Antimicrobial Evaluation of Transition Metal Complexes with Novel Schiff Base Ligand." Oriental Journal Of Chemistry 40, no. 1 (2024): 142–51. http://dx.doi.org/10.13005/ojc/400118.

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A novel coumarin Schiff base “(E)-7-hydroxy-4-methyl-8-(1-(1-(naphthalen-2-yl) ethylimino) ethyl)-2H-chromen-2-one” [HOMNEIEC] ligand was synthesized by the condensation of “8-acetyl-7-hydroxy-4-methyl-2H-chromen-2-one” [AHMC] with “1-(naphthalen-1-yl) ethylamine” [NEA]. The transition metal (II) ions complexes with this ligand were synthesized by a common method. The synthesized ligand and metal (II) complexes were studied using spectral (1H NMR, FTIR, Mass Spectrometry) and thermal (TGA) techniques for their structures. The 1H NMR and FTIR spectra of ligand confirm the formation of azomethin

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42

Rasool, Shahid, Aziz-ur-Rehman, Muhammad Athar Abbasi, et al. "Synthesis, Structural Elucidation, and Antibacterial Evaluation of Some New Molecules Derived from Coumarin, 1,3,4-Oxadiazole, and Acetamide." Organic Chemistry International 2016 (September 7, 2016): 1–10. http://dx.doi.org/10.1155/2016/8696817.

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Because of the reported biological activities of coumarin, 1,3,4-oxadiazole, and acetamides, some new compounds incorporating these moieties were synthesized and evaluated for their biological potential against Gram-positive and Gram-negative bacteria. In the present work, 4-chlororesorcinol (1) and ethyl acetoacetate (2) were mixed in a strong acidic medium to synthesize 6-chloro-7-hydroxy-4-methyl-2-oxo-2H-chromene (3) which was subjected to the intermolecular cyclization after consecutive three steps to synthesize 5-[(6-chloro-4-methyl-2-oxo-2H-chromen-7-yl)oxy]methyl-1,3,4-oxadiazol-2-thio

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43

Winata, A. W., D. U. C. Rahayu, S. Handayani, and H. Dianhar. "Microwave-assisted synthesis of 7-hydroxy-4-methyl coumarin and its bioactivity against acne-causing bacteria." IOP Conference Series: Materials Science and Engineering 902 (October 28, 2020): 012069. http://dx.doi.org/10.1088/1757-899x/902/1/012069.

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Gopalakrishnan, S., K. R. Viswanathan, S. Vishnu Priya, J. Herbert Mabel, M. Palanichamy, and V. Murugesan. "Synthesis of 7-hydroxy-4-methyl coumarin over Lewis acid metal ion-exchanged ZAPO-5 molecular sieves." Microporous and Mesoporous Materials 118, no. 1-3 (2009): 523–30. http://dx.doi.org/10.1016/j.micromeso.2008.09.030.

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Dharani Mani, Rajendran K, Rajadevi Ravi, Sathya Annadurai, Ishwaryalakshmi Suresh, and Napolean R. "Synthesis, characterization, and computational evaluation of novel 4-methyl-7-hydroxy coumarin derivatives for potential pharmaceutical applications." World Journal of Biology Pharmacy and Health Sciences 21, no. 3 (2025): 190–205. https://doi.org/10.30574/wjbphs.2025.21.3.0208.

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A novel class of molecules has been synthesized and characterized in this study using the Pechmann condensation method. These molecules are derived from 4-methyl-7-hydroxycoumarin, 12-substituted benzaldehyde, and imidazole. As a result of their wide range of applications in various industries, it is believed that these compounds hold significant potential, particularly with regard to pharmaceuticals, cosmetics, and agrochemicals. A wide range of analytical techniques, including IR, 1H NMR, and 13C NMR, were employed to thoroughly characterize the synthesized compounds. Furthermore, computatio

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Li, Sheng, Jing Huang, Ying Wang, and Peng Liu. "Synthesis, Crystal Structure and Fluorescence Study of 8-Dimethylaminomethyl-7-hydroxy-chromen-2-one①." Advanced Materials Research 881-883 (January 2014): 181–86. http://dx.doi.org/10.4028/www.scientific.net/amr.881-883.181.

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A new coumarin derivative 8-Dimethylaminomethyl-7-hydroxy-chromen-2-one (C12H13NO3,M= 219.23) were prepared and characterized by single-crystal X-ray diffraction. The compound crystallized in methyl alcohol system. The crystal belongs to the Monoclinic system, space groupP21/C, witha= 10.228(2) Å,b= 8.9260(18) Å,c= 12.064(2) Å,α= 90°,β= 91.85(3)°,γ= 90°,M= 219. 23,V= 1100.8(4) Å3,Z= 4,Dc = 1.323 g/cm3,μ=0.096 mm-1,F(000) = 464,R= 0.0594 andwR= 0.1611. A total of 2136 unique reflections were collected, of which 2020 withI>2(I) were observed. The quantum chemistry calculation study on the

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47

Han, Zhong-Yao, Fu-Jun Zhou, Yuanqiang Guo, et al. "Chemical Constituents Isolated from the Leaves of Toricellia angulata Oliv. var. intermedia (Harms.) Hu." Natural Product Communications 16, no. 10 (2021): 1934578X2110454. http://dx.doi.org/10.1177/1934578x211045464.

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In our survey on the chemical composition of Chinese folk medicines, nine compounds were isolated from methanol extract of the leaves of Toricellia angulata Oliv. var. intermedia (Harms.) Hu (Corniaceae). The structures of these compounds were elucidated on the basis of NMR data analysis, which were identified as dimethyl 2-(hydroxymethyl)-5-oxocyclohexane-1,4-dicarboxylate (1), methyl succinate (2), 5-hydroxymethyl-2-furfuraldehyde (3), 7-hydroxy-6-methoxycoumarin (4), loliolide (5), (8 S)-deca-2-trans-2,9-diene-4,6-diyn-1,8-diol (6), methyl malate (7), griselinoside (8), and methyl linoleate

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48

Adhao, Sopan Tejrao, and Rahul Ramchandra Wagh. "Synthesis, Structures and Antimicrobial Activities of Novel Schiff Base Ligand and Its Metal Complexes." Oriental Journal Of Chemistry 39, no. 6 (2023): 1571–78. http://dx.doi.org/10.13005/ojc/390617.

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A novel ligand (E)-7-hydroxy-4-methyl-8-(1-(naphthalen-1-ylimino) ethyl)-2H-chromen-2-one [HOMNIEC] was synthesized by condensation of 8-acetyl-7-hydroxy-4-methyl-2H-chromen-2-one and Naphthalen-1-amine by the reported method. The metal complexes with this ligand were synthesized by using a common new method. FTIR, 1H NMR, Mass Spectrometry and TGA techniques were used to confirm their structures. The FTIR spectral data indicate that the ligand was coordinated with the metal ions through the phenolic oxygen on coumarin moiety and nitrogen of azomethine. The ligand and complexes were examined f

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Mallick, Arabinda, Basudeb Haldar, Saumitra Sengupta, and Nitin Chattopadhyay. "7-Hydroxy-4-methyl-8-(4′-methylpiperazine-1′-yl)methyl coumarin: An efficient probe for fluorescence resonance energy transfer to a bioactive indoloquinolizine system." Journal of Luminescence 118, no. 2 (2006): 165–72. http://dx.doi.org/10.1016/j.jlumin.2005.08.009.

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Bhardwaj, Yashumati. "Comparative Study of the Synthesis of 7 Hydroxy-4-Methyl Coumarin Mannich Bases by Conventional and Microwave Method." International Research Journal of Pure and Applied Chemistry 3, no. 3 (2013): 250–56. http://dx.doi.org/10.9734/irjpac/2013/4526.

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