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Journal articles on the topic '4-methylcoumarin derivatives'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Foti, Mario C., Sunil K. Sharma, Gaurav Shakya, et al. "Biopolyphenolics as antioxidants: Studies under an Indo-Italian CSIR-CNR project." Pure and Applied Chemistry 77, no. 1 (2005): 91–101. http://dx.doi.org/10.1351/pac200577010091.

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A wide variety of polyphenolic compounds (i.e., 4-methylcoumarins, xanthones, pyrazoles, and pyrazolylacrylonitriles) have been examined for their antioxidant effect on NADPH-catalyzed liver-microsomal lipid peroxidation with a view to establishing their structure–activity relationship. Dihydroxy-/diacetoxy-4-methylcoumarin derivatives have been shown to be radical scavengers. The effect of nine different xanthones has been examined on the modulation of cytokine-induced expression of intercellular adhesion molecule-1 (ICAM-1) in human endothelial cells. 1,4-Dihydroxyxanthone showed enhanced an

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2

Becerra-Anaya, Silvia J., Diego R. Merchán Arenas, and Vladimir V. Kouznetsov. "A Simple and Effective Protocol for the Pechmann Reaction to Obtain 4-Methylcoumarin Derivatives Using a High-Speed Mixer Ball Mill Process." Chemistry 5, no. 2 (2023): 1077–88. http://dx.doi.org/10.3390/chemistry5020073.

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We hereby report a simple and efficient method for the preparation of 4-methylcoumarins series, including Coumarin 120 (7-amino-4-methylcoumarin) from phenols (or naphthols) and ethyl acetoacetate in the presence of 3 mol% InCl3. Coumarins were obtained in good yields (52–92%) through Pechmann condensation, under a rapid and environmentally friendly protocol using a high-speed ball mill mixer at room temperature, with short reaction times, under solvent-free conditions.

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3

Kuruca, Halid, Baybars Köksoy, Begümhan Karapınar, Mahmut Durmuş, and Mustafa Bulut. "Zinc(II) and chloroindium(III) phthalocyanines bearing ethyl 7-oxy-6-chloro-4-methylcoumarin-3-propanoate groups: Synthesis, characterization and investigation of their photophysicochemical properties." Journal of Porphyrins and Phthalocyanines 22, no. 01n03 (2018): 266–78. http://dx.doi.org/10.1142/s1088424618500220.

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In this study, ethyl 7-hydroxy-6-chloro-4-methylcoumarin-3-propanoate (1), ethyl 7-(2,3-dicyanophenoxy)-6-chloro-4-methylcoumarin-3-propanoate (2), ethyl 7-(3,4-dicyanophenoxy)-6-chloro-4-methylcoumarin-3-propanoate (3), ethyl 4-chloro-5-(7-oxy-6-chloro-4-methylcoumarin-3-propanoate)phthalonitrile (4) were synthesized. The phthalonitrile derivatives (2, 3 and 4) were converted to their peripheral tetra, non-peripheral tetra and peripheral chlorocta substituted zinc(II) and chloroindium phthalocyanine derivatives. All novel compounds were characterized by elemental analysis, FT-IR, [Formula: se

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4

Lee, Ye-Jin, and Chang-Gu Hyun. "Mechanistic Insights into the Stimulatory Effect of Melanogenesis of 4-Methylcoumarin Derivatives in B16F10 Melanoma Cells." International Journal of Molecular Sciences 25, no. 22 (2024): 12421. http://dx.doi.org/10.3390/ijms252212421.

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Vitiligo is a skin condition characterized by the loss of pigment, resulting in white patches on various parts of the body. It occurs when melanocytes, the cells that are responsible for producing skin pigment, are destroyed or stop functioning. This study aimed to investigate the melanogenic potential of various 4-methylcoumarin (4MC) derivatives, including 6-methoxy-4-methylcoumarin (6M-4MC), 7-methoxy-4-methylcoumarin (7M-4MC), 7-amino-4-methylcoumarin (7A-4MC), 6,7-dihydroxy-4-methylcoumarin (6,7DH-4MC), 7,8-dihydroxy-4-methylcoumarin (7,8DH-4MC), and 6,7-dimethoxy-4-methylcoumarin (6,7DM-

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5

Lanterna, Anabel E., María González-Béjar, Mathieu Frenette, and Juan C. Scaiano. "Photophysics of 7-mercapto-4-methylcoumarin and derivatives: complementary fluorescence behaviour to 7-hydroxycoumarins." Photochemical & Photobiological Sciences 16, no. 8 (2017): 1284–89. http://dx.doi.org/10.1039/c7pp00121e.

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6

Šeršeň, F., and M. Lácová. "Antioxidant activity of some coumarins / Antioxidačná activita niektorých kumarínov." Acta Facultatis Pharmaceuticae Universitatis Comenianae 62, s9 (2015): 41–45. http://dx.doi.org/10.1515/afpuc-2015-0011.

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AbstractNineteen derivatives of coumarin were tested on the scavenging of 2,2-diphenyl-1-picrylhydrazyl, hydroxyl and superoxide anion radicals. It was found that antioxidant activity exhibits only such coumarins that contain hydroxyl groups. The derivatives without hydroxyl group showed very low antioxidant effectiveness or they were ineffective. On the other hand, the greatest antioxidant effectiveness was exhibited by coumarin derivatives that contained hydroxyl groups in 6 or 8 position, whereas the effectiveness of derivatives with one hydroxyl group in 4, 5 or 7 position was very low. Ba

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7

Kim, Taejin, Jin-Kyu Kang та Chang-Gu Hyun. "6-Methylcoumarin Promotes Melanogenesis through the PKA/CREB, MAPK, AKT/PI3K, and GSK3β/β-Catenin Signaling Pathways". Molecules 28, № 11 (2023): 4551. http://dx.doi.org/10.3390/molecules28114551.

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We investigated the effects of four coumarin derivatives, namely, 6-methylcoumarin, 7-methylcoumarin, 4-hydroxy-6-methylcoumarin, and 4-hydroxy-7-methylcoumarin, which have similar structures on melanogenesis in a murine melanoma cell line from a C57BL/6J mouse called B16F10. Our results showed that only 6-methylcoumarin significantly increased the melanin synthesis in a concentration-dependent manner. In addition, the tyrosinase, TRP-1, TRP-2, and MITF protein levels were found to significantly increase in response to 6-methylcoumarin in a concentration-dependent manner. To elucidate the mole

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8

ZAV'YALOV, S. I., O. V. DOROFEEVA, E. E. RUMYANTSEVA, and A. G. ZAVOZIN. "ChemInform Abstract: Synthesis of Hydroxy Derivatives of 4-Methylcoumarin." ChemInform 27, no. 31 (2010): no. http://dx.doi.org/10.1002/chin.199631130.

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9

Ashok, D., E. V. L. Madhuri, and M. Sarasija. "Green Synthesis of Spiropyranone 3-Aryl-4-Methylcoumarin Derivatives using Carbonyldiimidazole." Asian Journal of Chemistry 32, no. 1 (2019): 205–8. http://dx.doi.org/10.14233/ajchem.2020.22376.

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A series of spiropyranone 3-aryl-4-methylcoumarin derivatives have been synthesized from monospiro-2-hydroxy acetophenone in a novel and efficient green method using imidazolyl intermediates and inorganic base. Imidazolyl intermediates were in turn generated by grinding the respective phenylacetic acid along with carbonyldiimidazole (CDI). Similarly, monospiro-2-hydroxy acetophenone derivatives were prepared selectively by avoiding formation of bis derivatives following literature procedure. The titled compounds were purified by preparative TLC technique and were characterized by IR, 1H NMR, 1

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10

S., R. Ghantwal, and D. Samant S. "Mannich reaction of 3-hydroxycoumarin and 5,7-dihydroxy-4-methylcoumarin with secondary amines and 1-arylpiperazines." Journal of Indian Chemical Society Vol. 77, Feb 2000 (2000): 100–101. https://doi.org/10.5281/zenodo.5867064.

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Organic Chemistry Research Laboratory, University Department of Chemical Technology, Matunga, Mumbai-400 019, India <em>Manuscript received 8 January 1999, revised 10 August 1999, accepted 13 September 1999</em> The reaction of 3-hydroxycoum aria with 1-arylpiperazines and paraformaldehyde gives the corresponding 4-piperazinylmethyl derivatives. The reaction of 5,7-dihydroxy-4-methylcoumarin with secondary amines/1-arylpiparazines and paraformaldehyde gives the corresponding 6,8-bisaminomethyl derivatives.

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11

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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12

Miri, Ramin, Maryam Nejati, Luciano Saso, et al. "Structure–activity relationship studies of 4-methylcoumarin derivatives as anticancer agents." Pharmaceutical Biology 54, no. 1 (2015): 105–10. http://dx.doi.org/10.3109/13880209.2015.1016183.

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13

Togna, Anna Rita, Omidreza Firuzi, Valentina Latina, et al. "4-Methylcoumarin Derivatives with Anti-inflammatory Effects in Activated Microglial Cells." Biological and Pharmaceutical Bulletin 37, no. 1 (2014): 60–66. http://dx.doi.org/10.1248/bpb.b13-00568.

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14

Kabeya, Luciana M., Carolina N. Fuzissaki, Micássio F. Andrade, et al. "4-Methylcoumarin Derivatives Inhibit Human Neutrophil Oxidative Metabolism and Elastase Activity." Journal of Medicinal Food 16, no. 8 (2013): 692–700. http://dx.doi.org/10.1089/jmf.2012.0184.

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15

Drzewiecka, Aleksandra, Anna E. Koziol, Marta Struga, Tomas Pena Ruiz, Manuel Fernandez Gomez, and Tadeusz Lis. "Structural characterization of derivatives of 4-methylcoumarin – Theoretical and experimental studies." Journal of Molecular Structure 1043 (July 2013): 109–15. http://dx.doi.org/10.1016/j.molstruc.2013.04.007.

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16

Żamojć, Krzysztof, Wiesław Wiczk, Bartłomiej Zaborowski, Dagmara Jacewicz, and Lech Chmurzyński. "Fluorescence quenching of 7-amino-4-methylcoumarin by different TEMPO derivatives." Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 136 (February 2015): 1875–80. http://dx.doi.org/10.1016/j.saa.2014.10.102.

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17

Eid, A. I., F. A. Ragab, S. L. El-Ansary, S. M. El-Gazayerly, and F. E. Mourad. "Synthesis of New 7-Substituted 4-Methylcoumarin Derivatives of Antimicrobial Activity." Archiv der Pharmazie 327, no. 4 (1994): 211–13. http://dx.doi.org/10.1002/ardp.19943270404.

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18

Rivera-Fuentes, Pablo, Giovanni Bassolino, and Elias Halabi. "Practical and Scalable Synthesis of 7-Azetidin-1-yl-4-(hydroxymethyl)coumarin: An Improved Photoremovable Group." Synthesis 50, no. 04 (2017): 846–52. http://dx.doi.org/10.1055/s-0036-1591742.

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7-Substituted 4-methylcoumarin derivatives are widely employed as photoprotecting groups in chemistry and biology. We have recently shown that the 7-azetidinylated version of this photocage releases carboxylic acids in aqueous solution more efficiently than the traditionally used 7-diethylamino variant. Here we present a robust and scalable route to prepare the 7-azetidinylated alcohol, a useful precursor for the photoprotection of a variety of leaving groups, and its use in the preparation of model phosphate, sulfonate, and carbamate derivatives.

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19

Lee, Kyung-Mi, Taejin Park, Min-Seon Kim, Jin-Soo Park, Won-Jae Chi та Seung-Young Kim. "Anti-inflammatory Activities of 7,8-Dihydroxy-4-Methylcoumarin Acetylation Products via NF-κB and MAPK Pathways in LPS-Stimulated RAW 264.7 Cells". Natural Product Communications 17, № 5 (2022): 1934578X2210868. http://dx.doi.org/10.1177/1934578x221086893.

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Coumarins are phenolic compounds that are characterized by fused benzene and α-pyrone rings. Among coumarin-based compounds, 7,8-dihydroxy-4-methylcoumarin (DHMC) has anti-inflammatory activities, but whether the level of this activity varies according to the degree of acetylation remains unknown. Therefore, we acetylated DHMC to yield monoacetylated 8-acetoxy-4-methylcoumarin (8AMC) and 7,8-diacetoxy-4-methylcoumarin (DAMC). We then compared the anti-inflammatory activities of DHMC with its acetylated derivatives and discovered a novel anti-inflammatory agent. We evaluated whether DHMC, 8AMC,

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20

Farhan, Muthanna S., Tuka Hassan Abd-Elhussain, and Azhar Mahdi Jasim. "Synthesis and preliminary antimicrobial evaluation of new 7-amino-4-methyl-coumarin thiazolidinone conjugates." Pharmacia 71 (October 3, 2024): 1–6. http://dx.doi.org/10.3897/pharmacia.71.e131859.

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As a part of our ongoing project on the design and synthesis of new 4-thiazolidinone derivatives with antimicrobial activity, four new 4-thiazolidinone derivatives carrying bromo, nitro, methyl, and chloro groups on the benzene ring were synthesized by starting with the 7-amino-4-methylcoumarin moiety, linking coumarin with various phenyl isothiocynate to form the thiourea group, and then cyclizing the derivatives, characterized by IR and 1HNMR, and assayed in vitro for their antimicrobial activity against Gram positive and Gram negative bacteria and fungi. Overall, 2-(4-methyl-2-oxo-2H-chrome

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21

Farhan, Muthanna S., Tuka Hassan Abd-Elhussain, and Azhar Mahdi Jasim. "Synthesis and preliminary antimicrobial evaluation of new 7-amino-4-methyl-coumarin thiazolidinone conjugates." Pharmacia 71 (October 3, 2024): 1–6. https://doi.org/10.3897/pharmacia.71.e131859.

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As a part of our ongoing project on the design and synthesis of new 4-thiazolidinone derivatives with antimicrobial activity, four new 4-thiazolidinone derivatives carrying bromo, nitro, methyl, and chloro groups on the benzene ring were synthesized by starting with the 7-amino-4-methylcoumarin moiety, linking coumarin with various phenyl isothiocynate to form the thiourea group, and then cyclizing the derivatives, characterized by IR and 1HNMR, and assayed <i>in vitro</i> for their antimicrobial activity against Gram positive and Gram negative bacteria and fungi. Overall, 2-(4-methyl-2-oxo-2H

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22

Deryabin, Dmitry, Kseniya Inchagova, Elena Rusakova, and Galimzhan Duskaev. "Coumarin’s Anti-Quorum Sensing Activity Can Be Enhanced When Combined with Other Plant-Derived Small Molecules." Molecules 26, no. 1 (2021): 208. http://dx.doi.org/10.3390/molecules26010208.

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Coumarins are class of natural aromatic compounds based on benzopyrones (2H-1-benzopyran-2-ones). They are identified as secondary metabolites in about 150 different plant species. The ability of coumarins to inhibit cell-to-cell communication in bacterial communities (quorum sensing; QS) has been previously described. Coumarin and its derivatives in plant extracts are often found together with other small molecules that show anti-QS properties too. The aim of this study was to find the most effective combinations of coumarins and small plant-derived molecules identified in various plants extr

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23

H., M. HASSAN, EL-NAWAWY M.A., H. ABDEL-WAHB Z., and A.M. SHEDID S. "Synthesis and Biological Activity of some Novel Amino Acid and Phosphazane Derivatives of 7 -Hydroxy-4-methylcoumarin." Journal of Indian Chemical Society Vol. 75, Jun 1998 (1998): 377–78. https://doi.org/10.5281/zenodo.5937506.

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Chemistry Department, Faculty of Science, Al-Azhar University, Nar City, Cairo Egypt Chemistry Department, Faculty of Science for Girls, Al-Azhar University, Nasr City, Cairo, Egypt <em>Manuscript received 10 June 1997, accepted 28 August 1997</em> Some new amino acids, tosyl- or phthalylamino acids and phosph(v)azane derivatives of 7-hydroxy-4-methylcoumarin (2-21) have been prepared and their biological activities evaluated.

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24

Pei, Peng-Xiang, Jing-Han Hu, Peng-Wei Ni, Chen Long, Jun-Xia Su, and You Sun. "A novel dual-channel chemosensor for CN− based on rhodamine B hydrazide derivatives and its application in bitter almond." RSC Adv. 7, no. 74 (2017): 46832–38. http://dx.doi.org/10.1039/c7ra09174e.

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We successfully designed and synthesized a novel chemosensor PW bearing rhodamine B hydrazide and 8-formyl-7-hydroxyl-4-methylcoumarin, which displayed both colorimetric and “turn-on” fluorescence responses for CN<sup>−</sup> in DMSO/H<sub>2</sub>O (1 : 1, v/v, pH = 7.20) solution.

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25

Joshi, J., M. K. Mishra, and M. Srinivasarao. "Silica-supported methanesulfonic acid — An efficient solid Brønsted acid catalyst for the Pechmann reaction in the presence of higher n-alkanes." Canadian Journal of Chemistry 89, no. 6 (2011): 663–70. http://dx.doi.org/10.1139/v11-055.

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A cost-effective and efficient solid Brønsted acid catalyst was synthesized by loading methanesulfonic acid (MSA) on silica and was used for the acid-catalyzed Pechmann reaction to test the catalytic activity and its reusability. Derivatives of 4-methylcoumarin were synthesized in good yields within short reaction times in the presence of environmentally friendly higher n-alkanes as solvents. The regeneration study of the spent catalyst showed satisfactory results.

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26

Wheelan, P., JA Zirrolli, and KL Clay. "Analysis of glycerophosphocholine molecular species as derivatives of 7-[(chlorocarbonyl)-methoxy]-4-methylcoumarin." Journal of Lipid Research 33, no. 1 (1992): 111–21. http://dx.doi.org/10.1016/s0022-2275(20)41888-7.

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27

EID, A. I., F. A. RAGAB, S. L. EL-ANSARY, S. M. EL-GAZAYERLY, and F. E. MOURAD. "ChemInform Abstract: Synthesis of New 7-Substituted 4-Methylcoumarin Derivatives of Antimicrobial Activity." ChemInform 25, no. 31 (2010): no. http://dx.doi.org/10.1002/chin.199431155.

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28

Michel, E., and J. A. Parsons. "Histochemical demonstration of prolactin binding sites." Journal of Histochemistry & Cytochemistry 37, no. 6 (1989): 773–79. http://dx.doi.org/10.1177/37.6.2723398.

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We have developed a new probe for histochemical demonstration of prolactin binding sites. Ovine prolactin (oPRL) was conjugated with the N-hydroxy-succinimide ester derivative of the fluorochrome 7-amino-4-methylcoumarin-3-acetic acid. Under mild reaction conditions the ester derivative reacted with available NH2 groups of the prolactin molecule to form stable bonds. The coupling reaction yielded products that co-migrated with oPRL but had slightly decreased isoelectric points. The receptor binding and bioactivity of the flurochrome-hormone derivatives were decreased essentially proportional t

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29

Sim, Ji-Han, Sung-Chan Jang, Tae-Jin Park, Won-Jae Chi, and Seung-Young Kim. "Melanogenesis Effect of 7-acetoxy-4-methylcoumarin in B16F10 Melanoma Cells." Cosmetics 7, no. 4 (2020): 94. http://dx.doi.org/10.3390/cosmetics7040094.

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The increased interest in anti-whitening dyes has enhanced the research interest to identify efficient melanogenic activators. Melanogenesis is the process of melanin production by melanocytes in the hair follicles and skin, which is mediated by several enzymes, such as microphthalmia-associated transcription factor (MITF), tyrosinase (TYR), tyrosinase-related protein (TRP)-1, and TRP-2. This study investigated the melanogenesis-stimulating effect of 4-Methylumbelliferone (4MUMB) and its synthetic derivatives, 7-acetoxy-4-methylcoumarin (7A4MC) and 4-methylheriniarin (4MH) in B16F10 melanoma c

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30

Kumar, Ajit, Brajendra K. Singh, Rahul Tyagi, et al. "Mechanism of biochemical action of substituted 4-methylcoumarins. Part 11: Comparison of the specificities of acetoxy derivatives of 4-methylcoumarin and 4-phenylcoumarin to acetoxycoumarins: protein transacetylase." Bioorganic & Medicinal Chemistry 13, no. 13 (2005): 4300–4305. http://dx.doi.org/10.1016/j.bmc.2005.04.023.

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31

Kowalczyk, Paweł, Monika Wilk, Parul Parul, et al. "The Synthesis and Evaluation of Aminocoumarin Peptidomimetics as Cytotoxic Agents on Model Bacterial E. coli Strains." Materials 14, no. 19 (2021): 5725. http://dx.doi.org/10.3390/ma14195725.

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This work presents the successful synthesis of a library of novel peptidomimetics via Ugi multicomponent reaction. Most of these peptidomimetics contain differently substituted aminocoumarin; 7-amino-4-methylcoumarin and 7-amino-4-(trifluoromethyl) coumarin. Inspired by the biological properties of coumarin derivatives and peptidomimetics, we proposed the synthesis of coumarin incorporated peptidomimetics. We studied the potential of synthesized compounds as antimicrobial drugs on model E. coli bacterial strains (k12 and R2–R4). To highlight the importance of coumarin in antimicrobial resistan

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32

Ostrowska, Kinga, Anna Leśniak, Weronika Gryczka, Łukasz Dobrzycki, Magdalena Bujalska-Zadrożny, and Bartosz Trzaskowski. "New Piperazine Derivatives of 6-Acetyl-7-hydroxy-4-methylcoumarin as 5-HT1A Receptor Agents." International Journal of Molecular Sciences 24, no. 3 (2023): 2779. http://dx.doi.org/10.3390/ijms24032779.

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A series of 15 new derivatives of 6-acetyl-7-hydroxy-4-methylcoumarin containing a piperazine group were designed with the help of computational methods and were synthesized to study their affinity for the serotonin 5-HT1A and 5-HT2A receptors. Among them, 6-acetyl-7-{4-[4-(3-bromophenyl)piperazin-1-yl]butoxy}-4-methylchromen-2-one (4) and 6-acetyl-7-{4-[4-(2-chlorophenyl)piperazin-1-yl]butoxy}-4-methylchromen-2-one (7) exhibited excellent activity for 5-HT1A receptors with Ki values 0.78 (0.4–1.4) nM and 0.57 (0.2–1.3) nM, respectively, comparable to the Ki values of 8-OH-DPAT (0.25 (0.097–0.

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33

Khanna, Radhika, Aarti Dalal, Sanjeev Kumar, Ramesh Kumar, and Ramesh C. Kamboj. "Photoreorganization of 2-methyl-3-(prop-2-ynyloxy)-4H-chromen-4-ones: Synthesis of 4-methylcoumarin Derivatives." Current Organic Synthesis 13, no. 5 (2016): 775–78. http://dx.doi.org/10.2174/1570179413666151218202630.

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34

Y., M. ISSA, M. OMAR M., A. SABRAH B., and K. MOHAMED S. "Complexes of Cerium(III), Thorium(IV) and Dioxouranium(II) with 8-(Arylazo)-7-hydroxy-4-methylcoumarin Dyes." Journal of Indian Chemical Society Vol. 69, Apr 1992 (1992): 186–89. https://doi.org/10.5281/zenodo.5994463.

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Chemistry Department, Faculty of Science, Cairo University, Giza, Egypt Faculty of Education, Fayoum <em>Manuscript received 26 December 1997, accepted 19 March 1992</em> Proton-ligand ionisation and metal-ligand stability constants of 8-(arylazo)-7-hydroxy-4-methylcoumarin complexes with Ce<sup>llI</sup>, Th<sup>IV</sup> and \(UO_2^{II}\) ions have been determined pH-metrically in 60% (v/v) ethanol-water mixture at 25° and <em>µ</em>= 0.1. The order of stability constants was found to be Th<sup>IV</sup> > CO<sup>III</sup> > \(UO_2^{II}\) 1 : 1 and 1 : 2 (<strong>M : L</st

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35

Ortyl, Joanna, Paweł Fiedor, Anna Chachaj-Brekiesz, Maciej Pilch, Emilia Hola, and Mariusz Galek. "The Applicability of 2-amino-4,6-diphenyl-pyridine-3-carbonitrile Sensors for Monitoring Different Types of Photopolymerization Processes and Acceleration of Cationic and Free-Radical Photopolymerization Under Near UV Light." Sensors 19, no. 7 (2019): 1668. http://dx.doi.org/10.3390/s19071668.

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The performance of a series of 2-amino-4,6-diphenyl-pyridine-3-carbonitrile derivatives as fluorescent molecular sensors for monitoring photopolymerization processes of different monomers by the Fluorescence Probe Technique (FPT) was studied. It has been shown that the new derivatives are characterized by much higher sensitivity than the commercially available 7-diethylamino-4-methylcoumarin (Coumarin 1) and trans-2-(2′,5′-dimethoxyphenyl)ethenyl-2,3,4, 5,6-pentafluorobenzene (25ST) probes. It has been discovered that the 2-amino-4,6-diphenyl-pyridine-3-carbonitrile derivatives accelerate the

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36

Wahy, Ahmed H. M. El, Abdallah R. Ismail, Maram T. H. Abou Kana, and Nabel A. Negm. "Synthesis and characterization of novel bis-(4-methylcoumarin) derivatives as photosensitizers in antimicrobial photodynamic therapy." Journal of the Taiwan Institute of Chemical Engineers 77 (August 2017): 83–91. http://dx.doi.org/10.1016/j.jtice.2017.05.006.

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37

Gray, C. J., and J. M. Sullivan. "Synthesis of 7-amino-4-methylcoumarin (AMC) derivatives and their hydrolysis by plant cysteine proteinases." Journal of Chemical Technology & Biotechnology 46, no. 1 (2007): 11–26. http://dx.doi.org/10.1002/jctb.280460103.

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38

Juan, S. Gómez-Jeria, and Gatica-Díaz Nelson. "A preliminary quantum chemical analysis of the relationships between electronic structure and 5-HT1A and 5-HT2A receptor affinity in a series of 8-acetyl-7-hydroxy-4-methylcoumarin derivatives." Chemistry Research Journal 4, no. 1 (2019): 85–100. https://doi.org/10.5281/zenodo.13745332.

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We present the results of a quantum-chemical analysis of the relationships between electronic structure and 5-HT<sub>1A</sub> and 5-HT<sub>2A</sub> receptor binding affinity for a series of 8-acetyl-7-hydroxy-4-methylcoumarin derivatives. The KPG model coupled with DFT calculations at the 6-31G(d,p) level were employed. Two statistically significant results were obtained. The results are synthesized in the corresponding partial pharmacophores. The most important result suggests that an unsaturated ring is an almost sure target for the development of new compounds with affinity for both recepto

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Kang, Yun Sil, You Chul Chung, Jung No Lee, Bong Seok Kim, and Chang-Gu Hyun. "Anti-Inflammatory Effects of 6,7-Dihydroxy-4-Methylcoumarin on LPS-Stimulated Macrophage Phosphorylation in MAPK Signaling Pathways." Natural Product Communications 16, no. 5 (2021): 1934578X2110209. http://dx.doi.org/10.1177/1934578x211020970.

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Coumarin derivatives, such as esculetin, have various physiological functions, including antioxidant, anti-inflammatory, antibacterial, antiviral, and anti-cancer. 6,7-Dihydroxy-4-methylcoumarin (6,7-DH-4MC) is a derivative of esculetin, and its anti-inflammatory effect and mechanism in macrophages have not been studied. In this study, the anti-inflammatory activity of 6,7-DH-4MC was evaluated by measuring the expression of inflammatory factors (NO and PGE2) and pro-inflammatory cytokines (IL-1β, IL-6, and TNF-α) in LPS-stimulated RAW 264.7 macrophages. The results revealed that 6,7-DH-4MC sig

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Kim, Taejin, Kwan Bo Kim, and Chang-Gu Hyun. "A 7-Hydroxy 4-Methylcoumarin Enhances Melanogenesis in B16-F10 Melanoma Cells." Molecules 28, no. 7 (2023): 3039. http://dx.doi.org/10.3390/molecules28073039.

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The objectives of this study were to investigate the melanogenetic potentials of the naturally occurring 7-hydroxy coumarin derivatives 7-hydroxy 5,6-dimethoxycoumarin (7H-5,6DM), 7-hydroxy 6,8-dimethoxycoumarin (7H-6,8DM), 7-hydroxy 6-methoxycoumarin (7H-6M), and 7-hydroxy 4-methylcoumarin (7H-4M) in the melanogenic cells model for murine B16F10 melanoma cells. The initial results indicated that melanin production and intracellular tyrosinase activity were significantly stimulated by 7H-4M but not by 7H-5,6DM, 7H-6,8DM, or 7H-6M. Therefore, our present study further investigated the melanogen

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Sanjeev S. Lamani, Kumar, Oblennavar Kotresh, Mohammed Shafi A. Phaniband, and Jagannath C. Kadakol. "Synthesis, Characterization and Antimicrobial Properties of Schiff Bases Derived from Condensation of 8-Formyl-7-hydroxy-4-methylcoumarin and Substituted Triazole Derivatives." E-Journal of Chemistry 6, s1 (2009): S239—S246. http://dx.doi.org/10.1155/2009/787150.

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Two biologically active classes of compounds coumarins and triazoles were employed to form the Schiff bases. The synthesized Schiff baseviz., 3-aryl-[(1-isocyano-4-methyl-7-hydroxycoumarin)]-5-methyl-1,3,4-triazoline-2-one and its substituents were obtained by the condensation of amino group of mono and disubstituted derivatives of 3-methyl-5-oxo-1,2, 4-triazoles with 8-formyl-7-hydroxy-4-methylcoumarin in alcohol. The characterization were studied by elemental analysis, IR,1H NMR and mass spectra. The biological activities of the compounds were assayed against two bacterial via,B. subtilis, E

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Nurhan G mr k o lu, Nurhan G. mr k. o. lu, and Muhammad Imran and Inam Iqbal Muhammad Imran and Inam Iqbal. "Synthesıs and Characterızatıon of New Trıazole and Coumarın-Derived Heterocyclıc Compounds Part I." Journal of the chemical society of pakistan 41, no. 6 (2019): 1097. http://dx.doi.org/10.52568/000830/jcsp/41.06.2019.

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Synthesis of ethyl ester of acetic acid containing 5-oxo-[1,2,4] triazole ring (2) was achieved by the condensation of 3-substituted-4-amino-1H-1,2,4-triazol-5(4H)-one (1) with ethyl bromoacetate in basic medium. Compound 2, was then further reacted with hydrazine hydrate to form acid hydrazide, which is 2-(4-amino-3-substituted-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)acetohydrazide (3). Compound 3 was later treated with three different diverse coumarin aldehydes (6, 12, 18) resulted in the formation of arylidene hydrazides as cis–trans conformers (7, 8, 13, 14, 19, 20). In conclusion, we synt

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Xiao, Chuan, Xu-Yang Luo, De-Jun Li, et al. "Synthesis of 4-methylcoumarin derivatives containing 4,5-dihydropyrazole moiety to scavenge radicals and to protect DNA." European Journal of Medicinal Chemistry 53 (July 2012): 159–67. http://dx.doi.org/10.1016/j.ejmech.2012.03.052.

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Yamaji, Minoru, Koichi Nozaki, Xavier Allonas, Satoru Nakajima, Shozo Tero-Kubota, and Bronislaw Marciniak. "Photoinduced Bond Dissociation of 4-Methylcoumarin Derivatives in Solution Studied by Laser Flash Photolysis and DFT Calculations." Journal of Physical Chemistry A 113, no. 20 (2009): 5815–22. http://dx.doi.org/10.1021/jp9009993.

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Ishida, Kirara, Yushi Nakamura, Tetsuo Ohta, and Yohei Oe. "A Molecular Probe with Both Chromogenic and Fluorescent Units for Detecting Serine Proteases." Molecules 26, no. 2 (2021): 482. http://dx.doi.org/10.3390/molecules26020482.

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A molecular probe with l-phenylalanine p-nitroanilide and l-lysin 4-methylcoumaryl-7-amide, in which these amino acid derivatives are connected through a succinic-acid spacer, was prepared. Trypsin and papain were detected by blue-fluorescence emission of generated 7-amino-4-methylcoumarin (AMC). α-Chymotrypsin and nattokinase were detected from both the blue-fluorescence emission of AMC and the UV absorbance of p-nitroaniline. In addition, different time courses of p-nitroaniline and AMC were observed between the reaction of P1 with α-chymotrypsin and that with nattokinase. In the case of nat

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Tsai, Cheng-Jang, Kun-Ming Yeh, and Yun Chen. "Luminescent copolyethers containing isolated 1,4-distyrylbenzene derivatives backbone and 7-oxy-4-methylcoumarin side group: Synthesis and characterization." Journal of Polymer Science Part A: Polymer Chemistry 45, no. 2 (2006): 211–21. http://dx.doi.org/10.1002/pola.21792.

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Klepka, Marcin T., Aleksandra Drzewiecka-Antonik, Anna Wolska, et al. "Synthesis, structural studies and biological activity of new Cu(II) complexes with acetyl derivatives of 7-hydroxy-4-methylcoumarin." Journal of Inorganic Biochemistry 145 (April 2015): 94–100. http://dx.doi.org/10.1016/j.jinorgbio.2015.01.006.

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Hassan, H. M., M. A. El-Nawawy, Z. H. Abdel-Wahb, and S. A. M. Shedid. "ChemInform Abstract: Synthesis and Biological Activity of Some Novel Amino Acid and Phosphazane Derivatives of 7-Hydroxy-4-methylcoumarin." ChemInform 30, no. 45 (2010): no. http://dx.doi.org/10.1002/chin.199945232.

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Kang, Min-Sung, Sung-Chan Jang, Taejin Park, et al. "Synthesis and Melanogenesis Effect of 7,8-Dimethoxy-4-Methylcoumarin via MAPK Signaling-Mediated Microphthalmia-Associated Transcription Factor Upregulation." Natural Product Communications 17, no. 2 (2022): 1934578X2210766. http://dx.doi.org/10.1177/1934578x221076647.

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Tyrosinase ultimately controls the melanogenesis rate of the skin, and tanning and haircare products generally induce the activation of tyrosinase. Moreover, various enzymes, including tyrosinase, tyrosinase-related protein 1 (TRP1), and tyrosinase-related protein 2 (TRP2), mediate melanogenesis in which microphthalmia-associated transcription factor (MITF) is a master regulator. One coumarin family member 7,8-dihydroxy-4-methylcoumarin (DHMC) shows extensive biological activities with beneficial health effects; however, it also induces cytotoxicity and its melanogenic effect has not been repo

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Topa, Monika, Filip Petko, Mariusz Galek, et al. "Applicability of 1,6-Diphenylquinolin-2-one Derivatives as Fluorescent Sensors for Monitoring the Progress of Photopolymerisation Processes and as Photosensitisers for Bimolecular Photoinitiating Systems." Polymers 11, no. 11 (2019): 1756. http://dx.doi.org/10.3390/polym11111756.

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The applicability of new 1,6-diphenylquinolin-2-oneas derivatives as fluorescent molecular sensors for monitoring the progress of photopolymerisation processes by Fluorescence Probe Technique (FPT) has been tested. The progress of cationic, free-radical and thiol-ene photopolymerisation for commercially available monomers: triethylene glycol divinyl ether (TEGDVE), trimethylolpropane triacrylate (TMPTA) and trimethylpropane tris(3-mercaptopropropionate) (MERCAPTO) was monitored. It was found that new derivatives of 1,6-diphenylquinolin-2-one shifted their fluorescence spectra towards shorter w

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