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Journal articles on the topic '-(chloromethyl)-3-(4H-chromen-3-yl)-1'

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Published: 5 June 2025

Last updated: 1 August 2025

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1

Chunduru, Srinivasa Rao, Venkata Ramana Reddyy Ch., Jyotsna C., and S. Sait Shakil. "Synthesis of 3-[5-(morpholinomethyl/piperidinomethyl/pyrrolidinemethyl)-1 ,2 ,4- oxadiazol-3-yl]-4H-chromones." Journal of Indian Chemical Society Vol. 90, Sep 2013 (2013): 1461–66. https://doi.org/10.5281/zenodo.5790902.

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Department of Chemistry, JNTU, Kukatpally, Hyderabad-500 085, India Dr. Reddy Laboratories, Bachupally, Hyderabad-500 090, India <em>E-mail </em>: chemistrycsr@gmail.com <em>Manuscript received online 04 November 2012, revised 05 December 2012, accepted 30 December 2012</em> 5-(Chloromethyl)-3-(4<em>H</em>-chromen-3-yl)-1,2,4-oxadiazole (1a-e) react with pyrrolidine (6) to give 3-(4<em>H</em>-chromen-3-yl)-5-(pyrrolidin-1-ylmethyl)-1,2,4-oxadiazole (7a-e), (1a-e) react with piperidine (4) to give 1-{[3-(4<em>H</em>-chromen-3-yl)- 1,2,4-oxadiazol-5-yl]methyl}piperidine (5a-e) and (1a-e) react w

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Razgulyaev, Vladislav I., Polina A. Nikitina, Tatiana Yu Koldaeva, Vladimir S. Miroshnikov, and Valery P. Perevalov. "SYNTHESIS OF 2-(3-CHROMENYL)-4-ETHOXYCARBONYL-1-(4-FLUOROBENZYL)-5-METHYLIMIDAZOLE 3-OXIDES." IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENIY KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA 60, no. 2 (2017): 17. http://dx.doi.org/10.6060/tcct.2017602.5435.

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In addition to our search for probable HIV-1 integrase inhibitors in the series of imidazole derivatives a possibility of preparation of 2-(3-chromenyl)substituted imidazole 3-oxides containing fluorobenzyl moiety in position 1 of imidazole ring as a potential pharmacophore was demonstrated. 4-ethoxycarbonyl-1-(4-fluorobenzyl)-5-methyl-2-(4-oxo-4H-chromen-3-yl)imidazole 3-oxide 4a and 4-ethoxycarbonyl-2-(6-hydroxy-4-oxo-4H-chromen-3-yl)-1-(4-fluorobenzyl)-5-methyli-midazole 3-oxide 4b were synthesized starting with fluorobenzylamine 1, ethyl 2-(hydroxyimino)-3-oxobutanoate 2 and 4-oxo-4H-chrom

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Gašparová, Renata, Pavol Koiš, Margita Lácová, Silvia Kováčová, and Andrej Boháč. "Synthesis, reactions and antineoplastic activity of 3-(2-oxo-2H-chromen-3-yl)-2-oxo-2H,5H-pyrano[3,2-c]chromene derivatives." Open Chemistry 11, no. 4 (2013): 502–13. http://dx.doi.org/10.2478/s11532-012-0184-1.

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AbstractThe key 3-(2-oxo-2H-chromen-3-yl)-2-oxo-2H,5H-pyrano[3,2-c]chromen-5-yl acetates 3 were synthesized in high yields by cyclocondensation of 4-oxo-4H-chromen-3-carbaldehydes 1 with coumarin-3-acetic acids 2 under mild conditions. The reaction pathway involves aldol condensation and subsequent intramolecular lactonization to afford 2-oxo-2H,5H-pyrano[3,2-c]chromene skeleton 3. Further treatment of acetates 3 with alcohols, water or nitrogen containing compounds led to 5-alkoxy-, 5-hydroxy- or 5-acylamino-2H,5H-pyrano[3,2-c]chromen-2-ones 4-6 via nucleophilic substitution of acetyloxy grou

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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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5

Lozinski, Oleg, Tatyana Shokol, Oleg Shishkin, Vladimir Medvediev, and Vladimir Khilya. "The redeeming features of reaction of the 8-formyl-7-hydroxychromones with malononitrile." French-Ukrainian Journal of Chemistry 2, no. 1 (2014): 10–15. http://dx.doi.org/10.17721/fujcv2i1p10-15.

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A range of 4H,8H-pyrano[2,3-f]chromen-4,8-diones have been prepared using Knoevenagel reaction of the 8-formyl-7-hydroxychromones with malononitrile. The 4H,8H-pyrano[2,3-f]chromen-4,8-dione derivative was also obtained through the acid hydrolysis of the 8-imino-4H,8H-pyrano[2,3-f]chromen-4-one. 8-Formyl-7-hydroxychromone 1 was found to add two molecules of malononitrile through Michael addition resulting in formation of the 2-[8-amino-3-(4-chlorophenyl)-9-cyano-2-methyl-4-oxo-4H,10H-pyrano[2,3-f]chromen-10-yl]malononitrile.

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6

Shatokhin, S. S., V. A. Tuskaev, S. Ch Gagieva, D. I. Pozdnyakov, and E. T. Oganesyan. "SYNTHESIS AND ANTIOXIDANT ACTIVITY OF (E)-3-(3-(4-OXO-4H-CHROMEN-3-YL)ACRYLOYL) 2H-CHROMEN-2-ONE DERIVATIVES." Pharmacy & Pharmacology 9, no. 5 (2021): 367–76. http://dx.doi.org/10.19163/2307-9266-2021-9-5-367-376.

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The aim is based on the results of the in silico prediction, to obtain and characterize a number of (E)-3-(3-(4-oxo-4H-chromen-3-yl)acryloyl)-2H-chromen-2-one derivatives, and also to study their antioxidant activity.Materials and methods. The synthesis of the target compounds was carried out by condensation of substituted 3-formylchromones and 3-acetylcoumarins under the acid catalysis conditions. 1H NMR spectra were recorded on the instruments of Bruker Avance-400 (400 MHz) and Bruker Avance-300 (300 MHz) in the solutions of CDCl3 or DMSO-d6. Mass spectra (ESI) were obtained on a Finnigan LC

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Albuquerque, Hélio M. T., Diana C. G. A. Pinto, and Artur M. S. Silva. "Microwave Irradiation: Alternative Heating Process for the Synthesis of Biologically Applicable Chromones, Quinolones, and Their Precursors." Molecules 26, no. 20 (2021): 6293. http://dx.doi.org/10.3390/molecules26206293.

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Microwave irradiation has become a popular heating technique in organic synthesis, mainly due to its short reaction times, solventless reactions, and, sometimes, higher yields. Additionally, microwave irradiation lowers energy consumption and, consequently, is ideal for optimization processes. Moreover, there is evidence that microwave irradiation can improve the regioselectivity and stereoselectivity aspects of vital importance in synthesizing bioactive compounds. These crucial features of microwave irradiation contribute to its inclusion in green chemistry procedures. Since 2003, the use of

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8

Tank, Manishkumar Jinabhai, Navinkumar A. Kucha, Chirag G. Naik, Tina R. Barot, and G. M. Malik. "Adamantane-pyrido[2,3-d]pyrimidine Derivatives; Synthesis, Characterization and Investigation of Antimicrobial Study." Oriental Journal Of Chemistry 39, no. 2 (2023): 393–402. http://dx.doi.org/10.13005/ojc/390219.

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Target molecules based on Adamantane-pyrido[2,3-d]pyrimidine derivatives were prepared. Adamantane-pyrido[2,3-d]pyrimidine series using N-(hydroxyadamantan-1-yl)-5-(2,4-substitutedphenyl)-2-Methyl-4-Oxo-7-(2-oxo-2H-Chromen-3-yl)pyrido[2,3-d]Pyrimidine-3(4H)carboxamide (6a-j) was synthesized by reaction between 3-(2-chloroacetyl)-5-(2,4-substitutedphenyl)-2-Methyl-7-(2-Oxo-2H-Chromen-3-yl) pyrido[2,3-d]pyrimidin-4(3H)-one (5a-j) and 3-aminoadamantan-1-ol. These derivatives of Adamantane-pyrido[2,3-d]Pyrimidine were investigated in vitro for their biological characteristics against the strains w

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9

Kaur, Kulvir, Jyoti Tomar, and Manisha Bansal. "Role of hydrogen in ground and excited state studies of 2-aryl-3-hydroxychromenones in different solvents." Canadian Journal of Chemistry 97, no. 8 (2019): 584–90. http://dx.doi.org/10.1139/cjc-2018-0453.

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Radical scavenging activity (%SC) of three 2-heteroaryl 3-hydroxy chromenones (3-HCs) relative to 3-hydroxy flavones (3-HF) has been determined, using 2,2-diphenyl-1-picrylhydrazyl (DPPH) as a radical scavenger both in methanol (MeOH) and acetonitrile (ACN) as solvents. Among the three 3-HCs, 2-(furan-2-yl)-3-hydroxy-4 H-chromen-4-one (FHC), 3-hydroxy-2-(thiophene-2-yl)-4H-chromen-4-one (THC), and 3-hydroxy-2-(pyrrol-2-yl)-4H-chromen-4-one (PHC), the last 3-HC was included in our earlier reported studies on absorption, emission, and excitation spectra. Detailed studies on the excited state int

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Ramina, Rajkumar Bhubon Singh, and Oinam U-wang. "Synthesis, Characterization and DNA Binding Studies of Some Hydrazide Derivatives Schiff Base Metal Complexes of Mn(II), Co(II/III), Ni(II), Cu(II) and Zn(II) Metal Ions." Asian Journal of Chemistry 33, no. 12 (2021): 3006–24. http://dx.doi.org/10.14233/ajchem.2021.23408.

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Eighteen metal complexes were synthesized by using four different Schiff base ligands, (1E)-1-((6-methyl-4-oxo-4H-chromen-3-yl)methylene)carbohydrazide (L1), 6-[2-(salicylidene)hydrazinyl]-N′-(salicylidene)nicotinohydrazide (HL2), 6-hydrazinyl-N′-(6-methyl- 4-oxo-4H-chromen-3-yl-methylene)nicotinohydrazide (HL3) and (E)-6-hydrazinyl-N′-(1-(2,3-dihydro- 1,3-dioxo-1H-inden-2-yl)-ethylidene)pyridine-3-carbohydrazide (L4). Characterization of the metal complexes were carried out by using various physico-chemical techniques. Complexes 1, 3, 4, 6, 11, 14, 15, 16, 17 and 18 have been found octahedral

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11

Yang, Wan-Wan, Lu-Lu Chen, Pei Chen, Ya-Fang Ye, Yan-Bo Wang, and Xiao Zhang. "Solvent-controlled divergent annulation of ynones and (iso)quinoline N-oxides: of 3-((iso)quinolin-1-yl)-4H-chromen-4-ones and 13H-isoquinolino[2,1-a]quinolin-13-ones." Chemical Communications 56, no. 8 (2020): 1183–86. http://dx.doi.org/10.1039/c9cc08713c.

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An effective annulation of ynones and (iso)quinoline N-oxides was developed to divergently prepare 3-((iso)quinolin-1-yl)-4H-chromen-4-ones and 13H-isoquinolino[2,1-a]quinolin-13-ones under transition-metal-free conditions.

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Bhatia, Richa K., Lakhwinder Singh, Ruchika Garg, et al. "Novel p-Functionalized Chromen-4-on-3-yl Chalcones Bearing Astonishing Boronic Acid Moiety as MDM2 Inhibitor: Synthesis, Cytotoxic Evaluation and Simulation Studies." Medicinal Chemistry 16, no. 2 (2020): 212–28. http://dx.doi.org/10.2174/1573406415666190531123751.

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Background: Novel 4-[3-(6/7/8-Substituted 4-Oxo-4H-chromen-3-yl)acryloyl]phenylboronic acid derivatives (5a-h) as well as other 6/7/8-substituted-3-(3-oxo-3-(4-substitutedphenyl) prop-1-enyl)-4H-chromen-4-one derivatives (3a-u) have been designed as p53-MDM2 pathway inhibitors and reported to possess significant cytotoxic properties against several cancer cell lines. Objectives: The current project aims to frame the structure-anticancer activity relationship of chromen-4-on-3-yl chalcones (3a-u/5a-h). In addition, docking studies were performed on these chromeno-chalcones in order to have an i

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Asyakina, Lyudmila, Stanislav Sukhikh, Svetlana Ivanova, et al. "Determination of the Qualitative Composition of Biologically-Active Substances of Extracts of In Vitro Callus, Cell Suspension, and Root Cultures of the Medicinal Plant Rhodiola rosea." Biomolecules 11, no. 3 (2021): 365. http://dx.doi.org/10.3390/biom11030365.

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The results of the qualitative composition analysis of the dried biomass extracts of in vitro callus, cell suspension, and root cultures show that the main biologically active substances (BAS) in the medicinal plant, Rhodiola rosea, are 6-C-(1-(4-hydroxyphenyl)ethyl)aromadendrin (25 mg, yield 0.21%), 2-(3,7-dihydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydrobenzofuran-5-yl)-6,7-dihydroxychroman-4-one (23 mg, yield 0.2%), 2-(3,4-dimethoxyphenyl)-5,7-dimethoxychroman-4-one (175 mg, yield 1.5%), 5,7-dihydroxy-2-(4-hydroxy-3-(2-(4-hydroxyphenyl)-4-oxo-4H-chromen-6-yl)phenyl)-4H-chromen-4-one (45 mg, yi

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Filippova, P. V., N. M. Chernov, R. V. Shutov, and I. P. Yakovlev. "Synthesis and Anticholinesterase Activity of 3-{[4-Methyl-3-(4-methylpiperazin-1-yl)]pent-1-en-1-yl}-4H-chromen-4-ones." Russian Journal of General Chemistry 89, no. 12 (2019): 2471–79. http://dx.doi.org/10.1134/s1070363219120235.

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15

Mohammadi-Khanaposhtani, Maryam, Kiana Fahimi, Elahe Karimpour-Razkenari, et al. "Design, Synthesis and Cytotoxicity of Novel Coumarin-1,2,3-triazole-1,2,4- Oxadiazole Hybrids as Potent Anti-breast Cancer Agents." Letters in Drug Design & Discovery 16, no. 7 (2019): 818–24. http://dx.doi.org/10.2174/1570180815666180627121006.

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Background: This work reports design, synthesis, and in vitro cytotoxicity of novel coumarin-1,2,3-triazole-1,2,4-oxadiazole hybrids against three breast cancer cell lines MCF-7, MDA-MB-231, and T-47D. Methods: Synthetic procedure for the preparation of desired compounds was started from the reaction of coumarins or with propargyl bromide to give O-propargylated coumarins or 5. Then, click reaction between the later compounds and 3-aryl-5-(chloromethyl)-1,2,4-oxadiazoles afforded the desired products in good yields. Results: Among the synthesized compounds, 4-((1-((3-(4-chlorophenyl)-1,2,4-oxa

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Qureshi, Rahila. "Molecular docking analysis of an isoflavone derivative with the phosphatase 1 protein from Leishmania donovani." Bioinformation 16, no. 11 (2020): 942–48. http://dx.doi.org/10.6026/97320630016942.

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Leishmaniasis is one of the most neglected diseases with high morbidity and mortality rate. Severe side effects with existing drug and lack of proper vaccine encouraged us to design alternative models to combat the disease. We showed that PP1 of Leishmania donovani mediates immunomodulation in host macrophages needed for parasite survival. Therefore, it is of interest to report the molecular docking analysis of 512 isoflavone derivatives with the phosphatase 1 protein from Leishmania donovani to highlight compound 362 (5-hydroxy-5-{9-[2-methoxy-2-(2-methylfuran-3-yl) ethyl]-1H,3H,4H,10bH-pyran

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Ahn, Seunghyun, Yoongho Lim, and Dongsoo Koh. "Crystal structure of 2-(2,3-dimethoxynaphthalen-1-yl)-3-hydroxy-6-methoxy-4H-chromen-4-one." Acta Crystallographica Section E Crystallographic Communications 71, no. 11 (2015): o842—o843. http://dx.doi.org/10.1107/s2056989015018861.

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In the title compound, C22H18O6, the dimethoxy-substituted naphthalene ring system is twisted relative to the 4H-chromenon skeleton by 88.96 (3)°. The two methoxy substituents are tilted from the naphthalene ring system by 1.4 (4) and 113.0 (2)°, respectively. An intramolecular O—H...O hydrogen bond closes anS(5) ring motif. In the crystal, pairs of O—H...O hydrogen bonds form inversion dimers withR22(10) loops and C—H...O interactions connect the dimers into [010] chains.

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18

Shin, Soon Young, Miri Yoo, and Dongsoo Koh. "Crystal structure of 6-methoxy-3-(5-(3-methoxyphenyl)-1,3,4-oxadiazol-2-yl)-4H-chromen-4-one-methanol (1/1), C20H18N2O6." Zeitschrift für Kristallographie - New Crystal Structures 235, no. 5 (2020): 1253–55. http://dx.doi.org/10.1515/ncrs-2020-0298.

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AbstractC19H14N2O5 ⋅ CH3OH, monoclinic, P21/c (no. 14), a = 7.9074(3) Å, b = 20.4341(7) Å, c = 11.0406(4) Å, β = 92.6004(16)°, V = 1783.85(11) Å3, Z = 4, Rgt(F) = 0.0467, wRref(F2) = 0.1260, T = 223(2) K.

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Döpp, Dietrich, Emmanuel Sopbue Fondjo, Ulrich Flörke, and Gerald Henkel. "Dimethyl 2-(3-amino-4-oxo-4H-benzo[f]thieno[3,4-c]chromen-1-yl)fumarate." Acta Crystallographica Section E Structure Reports Online 62, no. 9 (2006): o4095—o4097. http://dx.doi.org/10.1107/s1600536806033460.

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Buddham, R., S. Yadav, P. Narad, D. Gupta, and P. Mathur. "Network based identification of Potential Key Genes associated with Alzheimer’s disease and Type 2 Diabetes using mTOR signalling." Research Journal of Biotechnology 17, no. 5 (2022): 38–50. http://dx.doi.org/10.25303/1705rjbt38050.

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mTOR is involved in various signalling pathways, including TSC1/TSC2/Rheb, PI3K/Akt, LKBL/AMPK, VAM6/Rag GTPase etc. and dysregulation of the mTOR pathway has been related with cancer, neurological diseases and type 2 diabetes. In the present work, we created a comprehensive network of mTOR signalling that consisted of 255 nodes (proteins/genes) and 592 edges (interactions) using the Cytoscape 3.6 editor and its plugins for analysis. The experimental design included retrieving gene expression profiles for two diseases, namely Alzheimer's disease (AD) and type 2 diabetes (T2D), from the Gene Ex

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21

Simon, Lalitha. "IN-VITRO CYTOTOXICITY AND ANTIOXIDANT EVALUATION OF 7-AMINO-2-STYRYLCHROMONE DERIVATIVES." Asian Journal of Pharmaceutical and Clinical Research 10, no. 11 (2017): 152. http://dx.doi.org/10.22159/ajpcr.2017.v10i11.20587.

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Objective: The objective of this study was to synthesize 7-amino-2-styrylchromone derivatives and evaluate their in vitro cytotoxic and antioxidant potential.Methods: 7-amino-2-styrylchromones were synthesized from 7-amino-2-methylchromone by condensing it with various substituted aromatic aldehydes. The cytotoxicity of the synthesized molecules was assessed against two cell lines, MCF-7 and HCT-116 by 3-(4,5-dimethyl thiazol-2-yl)-2,5- diphenyl tetrazolium bromide assay. Cell cycle analysis of the most potent molecule ASC-7 was carried out. The antioxidant studies were conducted by 2,2-diphen

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Sriramoju, Shamili, Srinivas Avula, Sindhura Konda, and Kavitha Siddoju. "The development, preparation and characterisation of novel pyran derivatives and their biological assessment." Research Journal of Chemistry and Environment 28, no. 3 (2024): 61–69. http://dx.doi.org/10.25303/283rjce061069.

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We have synthesized some novel derivatives of 4-(1-(2, 4-dinitrophenyl)-3-phenyl-1H-pyrazol-4-yl)-7,7-dimet hyl-2-(methylamino)-3nitro-6,7,8,8a-tetrahydro-4H-chromen-5(4aH)-one by the multicomponent reaction of pyrazole aldehydes derivatives, N-methyl-1-(methylthio)-2-nitroethenamine (NMSM) and 5,5-dimethylcyclohexane-1,3-dione. The synthesised compounds are confirmed by 1H NMR, IR and Mass Spectroscopy and they were then tested for antioxidant activities. In terms of antioxidant activity, compounds C-7 and C-1 were found to have the greatest and lowest levels respectively. Against Enterobacte

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Sangeetha, K. G., and K. K. Aravindakshan. "Docking with DNA gyrase b of Staphylococcus aureus and in vitro antimicrobial screening of (1e)-4-methyl-1-((4-oxo-4h-chromen-3-yl)methylene)-4-phenylthiosemicarbazide and its complexes." Research Journal of Chemistry and Environment 28, no. 8 (2024): 87–90. http://dx.doi.org/10.25303/288rjce087090.

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Schiff’s base compound (1E)-4-methyl-1-((4-oxo-4H -chromen-3-yl)methylene)-4-phenylthiosemicarbazide (HL) was synthesized. Elemental analyses and spectral studies were used for structural elucidation. As DNA gyrase plays a vital role in bacterial cell survival, it is used as a target for the development of new antimicrobial agents. A molecular docking study was performed for this compound to evaluate its affinity towards bacterial protein, DNA gyrase B (PDB ID: 3TTZ) of Staphylococcus aureus using the Glide dock program, further authenticated by in vitro studies. Moreover, HL and its metal com

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Savithri, M. P., R. Raja, D. Kathirvelan, B. S. R. Reddy, and A. SubbiahPandi. "Crystal structure of 3′-(1H-indole-3-carbonyl)-1′-methyl-2-oxo-4′-(4-oxo-4H-chromen-3-yl)spiro[indoline-3,2′-pyrrolidine]-3′-carbonitrile." Acta Crystallographica Section E Crystallographic Communications 71, no. 11 (2015): o898—o899. http://dx.doi.org/10.1107/s2056989015020174.

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In the title compound, C31H22N4O4, the pyrrolidine ring adopts a twist conformation on the N—CH2bond. The indolin-2-one and the 1H-indole rings are nearly planar (r.m.s. deviations = 0.06 and 0.011 Å, respectively) and are inclined to one another by 34.19 (9)°. The chromene ring system is also nearly planar (r.m.s. deviation = 0.029 Å). It is almost normal to the 1H-indole ring system, with a dihedral angle of 88.71 (8)°, and is inclined to the indolin-2-one ring system by 72.76 (8)°. In the crystal, molecules are linkedviaN—H...O hydrogen bonds, forming slabs parallel to (10-1). The slabs are

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Kumla, Decha, Tida Dethoup, Luís Gales, et al. "Erubescensoic Acid, a New Polyketide and a Xanthonopyrone SPF-3059-26 from the Culture of the Marine Sponge-Associated Fungus Penicillium erubescens KUFA 0220 and Antibacterial Activity Evaluation of Some of Its Constituents." Molecules 24, no. 1 (2019): 208. http://dx.doi.org/10.3390/molecules24010208.

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A new polyketide erubescensoic acid (1), and the previously reported xanthonopyrone, SPF-3059-26 (2), were isolated from the uninvestigated fractions of the ethyl acetate crude extract of the marine sponge-associated fungus Penicillium erubescens KUFA0220. The structures of the new compound, erubescensoic acid (1), and the previously reported SPF-3059-26 (2), were elucidated by extensive analysis of 1D and 2D-NMR spectra as well as HRMS. The absolute configuration of the stereogenic carbon of erubescensoic acid (1) was determined by X-ray analysis. Erubescensoic acid (1) and SPF-3059-26 (2), t

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Han, Jie, Tao Wang, Siqi Feng, Chenchen Li, and Zunting Zhang. "One-pot synthesis of 3-(furan-2-yl)-4H-chromen-4-ones from 1-(2-hydroxyphenyl)butane-1,3-diones and 2,5-dimethoxy-2,5-dihydrofuran catalyzed via K10 montmorillonite under solvent-free conditions." Green Chemistry 18, no. 14 (2016): 4092–97. http://dx.doi.org/10.1039/c6gc00704j.

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Maiti, Sourav, Suman Kalyan Panja, and Chandrakanta Bandyopadhyay. "A one-pot synthesis of 3,3′-methylenebis(2-arylamino-4H-chromen-4-one) from C-(4-oxo-4H-1-benzopyran-3-yl)-N-arylnitrone." Tetrahedron Letters 50, no. 27 (2009): 3966–69. http://dx.doi.org/10.1016/j.tetlet.2009.04.087.

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Meng, Jiang Ping, and Jie Lei. "Crystal structure of (E)-N-(2-(benzylamino)-2-oxo-1-(4-oxo-4H-chromen-3-yl)ethyl)-N-(4-bromophenyl)-3-chloroacrylamide hydrate, C27H22BrClN2O5." Zeitschrift für Kristallographie - New Crystal Structures 233, no. 4 (2018): 589–90. http://dx.doi.org/10.1515/ncrs-2017-0346.

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AbstractC27H22BrClN2O5, triclinic, P1̄, a = 6.8549(4) Å, b = 13.2863(12) Å, c = 14.3690(13) Å, α = 85.944(7)°, β = 84.882(6)°, γ = 89.932(6)°, V = 1300.18(18) Å3, Z = 2, Rgt(F) = 0.0655, wRref(F2) = 0.1841, T = 293(2) K.

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Satsangi, Akash Tripathi, Pardeep Yadav, Arun Prasad Chopra, and Saurabh Kumar Jha. "Inhibition of Mycobacterium tuberculosis MtrA response regulator by anticancer drugs via computational methods." Journal of Applied and Natural Science 15, no. 3 (2023): 917–25. http://dx.doi.org/10.31018/jans.v15i3.4631.

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Mycobacterium tuberculosis (MTB) causes TB disease and millions of deaths are reported every year. Drug resistance TB and its complex treatment is a big problem worldwide. The present study aimed to design new and safer antitubercular compounds to tackle this serious threat. The unique drug target is the MtrAB Two-component regulatory system (2CRS) of mycobacteria. MtrAB system consists of MtrB sensor kinase (SK) and MtrA response regulator (RR). This system is essential in MTB and is involved in mycobacteria's proliferation. This important physiological process is operated by the phosphorylat

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Padmini, Durbhaka S., Dugasani Swarnalatha, and S. V. U. M. Prasad. "Antioxidant and Cardioprotective Evaluation of Some N-(3-Chloro-2-oxo-4- arylazetidin-1-yl)-2-[(4-oxo-2-aryl-4H-chromen-7-yl)oxy]acetamide Derivatives." Asian Journal of Chemistry 34, no. 1 (2021): 93–103. http://dx.doi.org/10.14233/ajchem.2022.23437.

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A series of N-(3-chloro-2-oxo-4-arylazetidin-1-yl)-2-[(4-oxo-2-aryl-4H-chromen-7-yl)oxy]acetamide derivatives [SLP VI 1(a-d)-2(a-d)] were synthesized from 7-hydroxy flavone derivatives through the intermediate Schiff bases. The synthesized compounds were investigated for in vitro antioxidant property by DPPH radical scavenging assay. The title compounds with good antioxidant potency were further evaluated for possible cardioprotective effect by doxorubicin induced cardiotoxicity. All biochemical changes were normalized after oral administration of the test compounds at the dose of 50 μg/kg. Th

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Liu, Xin-Hua, Jun Li, Fan-Rong Wu, Bao-An Song, Pinaki S. Bhadury, and Lei Shi. "Novel 3-(2-(3-methyl-5-substituted-phenyl-4,5-dihydropyrazol-1-yl)-2-oxoethoxy)-2-substituted-phenyl-4H-chromen-4-one: Synthesis and Anticancer Activity." Medicinal Chemistry 7, no. 6 (2011): 605–10. http://dx.doi.org/10.2174/157340611797928442.

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Zhao, Shengxian, Rongrong Zhang, Yule Xie, et al. "Synthesis and biological evaluation of 1-(4-(7-hydroxy-4-oxo-4H-chromen-3-yl)phenyl)-3-arylurea derivtives as anti-tumor modulators targeting Nur77." Journal of Molecular Structure 1338 (August 2025): 142290. https://doi.org/10.1016/j.molstruc.2025.142290.

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33

Jeong, Munki, Euitaek Jung, Young Han Lee та ін. "A Novel Synthetic Compound (E)-5-((4-oxo-4H-chromen-3-yl)methyleneamino)-1-phenyl-1H-pyrazole-4-carbonitrile Inhibits TNFα-Induced MMP9 Expression via EGR-1 Downregulation in MDA-MB-231 Human Breast Cancer Cells". International Journal of Molecular Sciences 21, № 14 (2020): 5080. http://dx.doi.org/10.3390/ijms21145080.

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Breast cancer is a common malignancy among women worldwide. Gelatinases such as matrix metallopeptidase 2 (MMP2) and MMP9 play crucial roles in cancer cell migration, invasion, and metastasis. To develop a novel platform compound, we synthesized a flavonoid derivative, (E)-5-((4-oxo-4H-chromen-3-yl)methyleneamino)-1-phenyl-1H-pyrazole-4-carbonitrile (named DK4023) and characterized its inhibitory effects on the motility and MMP2 and MMP9 expression of highly metastatic MDA-MB-231 breast cancer cells. We found that DK4023 inhibited tumor necrosis factor alpha (TNFα)-induced motility and F-actin

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Lee, Jeong Yeon, Sung Shin Ahn, You Jeong Jeong, et al. "A Synthetic Pan-Aurora Kinase Inhibitor, 5-Methoxy-2-(2-methoxynaphthalen-1-yl)-4H-chromen-4-one, Triggers Reactive Oxygen Species-Mediated Apoptosis in HCT116 Colon Cancer Cells." Journal of Chemistry 2020 (July 2, 2020): 1–11. http://dx.doi.org/10.1155/2020/3025281.

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Aurora kinases are Ser/Thr kinases that function as mitotic regulators. 5-Methoxy-2-(2-methoxynaphthalen-1-yl)-4H-chromen-4-one (DK1913) is a synthetic pan-Aurora kinase inhibitor. However, the mode of action of DK1913 concerning the induction of apoptosis is unclear. Here, we report that DK1913 triggered apoptosis, as revealed by flow cytometry and Annexin V staining. DK1913 enhanced the intracellular levels of reactive oxygen species (ROS) and stimulated the endoplasmic reticulum (ER) and genotoxic stress responses. We also found that DK1913 induced the loss of mitochondrial membrane potenti

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Vinokur, Anastasiya I., Paul B. White, Maurice Tagatsing Fotsing, et al. "Deciphering composition and connectivity of a natural product with the assistance of MS and 2D NMR." Acta Crystallographica Section C Structural Chemistry 73, no. 11 (2017): 994–1002. http://dx.doi.org/10.1107/s2053229617014966.

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A complementary application of three analytical techniques, viz. multidimensional nuclear magnetic resonance spectroscopy (NMR), mass spectrometry (MS), and single-crystal X-ray diffractometry was required to identify and refine two natural products isolated from Millettia versicolor and solvent of crystallization. The two compounds, namely 3-(2H-1,3-benzodioxol-5-yl)-6-methoxy-8,8-dimethyl-4H,8H-pyrano[2,3-h]chromen-4-one, or durmillone, (I), and (2E)-1-(4-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2-hydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one, (II), could not be separated by routine co

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Qiu, Ya, Ying Chen, and Peng Xia. "2-Ethyl-8-methoxymethyl-4-oxo-4H-chromen-7-yl (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate." Acta Crystallographica Section E Structure Reports Online 66, no. 6 (2010): o1459. http://dx.doi.org/10.1107/s1600536810018921.

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Richter, Adrian, Richard Goddard, Fabienne Siersleben, Lea Mann, and Rüdiger W. Seidel. "Structural Elucidation of 2-(6-(Diethylamino)benzofuran-2-yl)-3-hydroxy-4H-chromen-4-one and Labelling of Mycobacterium aurum Cells." Molbank 2023, no. 2 (2023): M1647. http://dx.doi.org/10.3390/m1647.

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Trehalose conjugates of 3-hydroxychromone (3HC) dyes have previously been utilized as fluorescence labels to detect metabolically active mycobacteria with a view to facilitating point-of-care detection of mycobacterial pathogens, especially Mycobacterium tuberculosis. We subjected the 3HC dye 2-(6-(diethylamino)benzofuran-2-yl)-3-hydroxy-4H-chromen-4-one (3HC-2) to a combined X-ray crystallography and density functional theory (DFT) study, and conducted preliminary fluorescence labelling experiments with the model organism Mycobacterium aurum. In the crystal, 3HC-2 exhibits an s-cis conformati

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Valverde-Pozo, Javier, Jose Manuel Paredes, Maria Eugenia García-Rubiño, et al. "New ICT-Based Ratiometric Two-Photon near Infrared Probe for Imaging Tyrosinase in Living Cells, Tissues, and Whole Organisms." Chemosensors 11, no. 2 (2023): 145. http://dx.doi.org/10.3390/chemosensors11020145.

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Melanoma is a type of highly malignant and metastatic skin cancer. In situ molecular imaging of endogenous levels of the melanoma biomarker tyrosinase (TYR) may decrease the likelihood of mortality. In this study, we proposed the weakly fluorescent probe 1-(4-(2-(4-(dicyanomethylene)-4H-chromen-2-yl)vinyl)phenyl)-3-(4-hydroxybenzyl)urea (DCM-HBU), which releases a strong red-shifted fluorescent signal after a TYR-mediated oxidation followed by hydrolysis of the urea linkage. The large Stokes shift of the dye is owed to the recovery of the intramolecular charge transfer (ICT) effect. The result

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Jin, Feng, Dan Gao, Cunlong Zhang, et al. "Exploration of 1-(3-chloro-4-(4-oxo-4H-chromen-2-yl)phenyl)-3-phenylurea derivatives as selective dual inhibitors of Raf1 and JNK1 kinases for anti-tumor treatment." Bioorganic & Medicinal Chemistry 21, no. 3 (2013): 824–31. http://dx.doi.org/10.1016/j.bmc.2012.04.006.

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40

Singh, Khumanthem Deepak, Dipak Chetia, and Biplab D. E. "NEW FLAVONOID COMPOUND FROM ALLIUM HOOKERI THWAITES AS A GASTROPROTECTIVE AGENT." International Journal of Pharmacy and Pharmaceutical Sciences 10, no. 5 (2018): 24. http://dx.doi.org/10.22159/ijpps.2018v10i5.24341.

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Objective: The main objective of this study was to investigate the antiulcer potential of an isolated flavonoid compound from Allium hookeri (AH).Methods: Oral administration of ethanol-induced ulcer to the mucosal layer of the stomach in the rats. The ulcer score and percentage protection was calculated from the stomach and gastric mucosal scrapping was carried out for the biochemical studies. Antioxidant study was carried out in liver and histopathological study of the ulcer stomach was performed.Results: Phytochemical investigation of methanolic extract of AH (MEAH) leaves afforded a new fl

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Mendu, Padmaja, J. Pragathi, B. Anupama, and C. Gyana Kumari. "Synthesis, Spectral Characterization, Molecular Modeling, and Antimicrobial Studies of Cu(II), Ni(II), Co(II), Mn(II), and Zn(II) Complexes of ONO Schiff Base." E-Journal of Chemistry 9, no. 4 (2012): 2145–54. http://dx.doi.org/10.1155/2012/839789.

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A series of Cu(II), Ni(II), Co(II), Mn(II), and Zn(II) complexes have been synthesized from the schiff base ligand L. The schiff base ligand [(4-oxo-4H-chromen-3-yl) methylene] benzohydrazide (L) has been synthesized by the reaction between chromone-3-carbaldehyde and benzoyl hydrazine. The nature of bonding and geometry of the transition metal complexes as well as schiff base ligand L have been deduced from elemental analysis, FT-IR, UV-Vis,1HNMR, ESR spectral studies, mass, thermal (TGA and DTA) analysis, magnetic susceptibility, and molar conductance measurements. Cu(II), Ni(II), Co(II), an

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Vlasov, Sergiy V., Oleksandr V. Borysov, Hanna I. Severina, et al. "The synthesis, antimicrobial activity and docking studies of 6-(1H-benzimidazol-2-yl)-5-methylthieno[2,3-d]pyrimidin- 4(3H)-ones with acetamide and 1,2,4-oxadiazol-5-ylmethyl substituents." Journal of Organic and Pharmaceutical Chemistry 19, no. 3(75) (2021): 15–20. http://dx.doi.org/10.24959/ophcj.21.240775.

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Aim. To synthesize, study the antimicrobial activity and suggest antimicrobial activity mechanism for the novel derivatives of 6-(1H-benzimidazol-2-yl)-5-methylthieno[2,3-d]pyrimidin-4(3H)-one. Results and discussion. As the result of the targeted modification of 6-(1H-benzimidazol-2-yl)-5-methylthieno[2,3-d]-pyrimidin-4(3H)-one in position 3 with acetamide and 1,2,4-oxadiazol-5-ylmethyl substituents, the compounds, which demonstrated better antimicrobial activity in the agar well diffusion assay than the reference drug Streptomycin, were obtained. To elucidate the mechanism of action of the n

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43

Prikhodko, V. A., A. V. Kan, Yu I. Sysoev, I. A. Titovich, N. A. Anisimova, and S. V. Okovityi. "Evaluation of the neuroprotective activity of a new allylmorpholine derivative in a rat model of traumatic brain injury." Drug development & registration 10, no. 4 (2021): 179–87. http://dx.doi.org/10.33380/2305-2066-2021-10-4(1)-179-187.

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Introduction. The search for and development of new drugs capable of reducing the severity of neurological deficit in traumatic brain injury are a critical task for investigational pharmacology. Chromone-containing allylmorpholines are a new group of neuroprotective drug candidates that have been shown to inhibit acetylcholinesterase and butyrylcholinesterase, and block N-methyl-D-aspartate receptors in vitro.Aim. This study aimed to evaluate the neuroprotective activity of the allylmorpholine derivative (E)-4-[3-(8-bromo-6-methyl-4-oxo-4H-chromen- 3-yl)-1-cyclohexylallyl]morpholin-4-ium chlor

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44

Jiang, Yu-Ying, Hui-Hua Dong, Wen-Ting Zhou, Jia-Zi Luo, Xian Wei, and Yan-Qiang Huang. "Preparation of kakkatin derivatives and their anti-tumor activity." World Journal of Clinical Oncology 15, no. 8 (2024): 1078–91. http://dx.doi.org/10.5306/wjco.v15.i8.1078.

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BACKGROUND Modern pharmacological studies have confirmed that plant-derived compounds from Puerariae flos (PF) has significant biological activities against liver damage, tumors and inflammation. Kakkatin is an isoflavone polyphenolic compound isolated from PF flower. However, the effect of kakkatin and its derivatives on anti-tumor has not been well explored. AIM To design and synthesize a kakkatin derivative [6-(hept-6-yn-1-yloxy)-3-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one (HK)] to explore its anti-tumor biological activity. METHODS Hept-6-yn-1-yl ethanesulfonate was introduced to replac

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Hong, Joo Young, Kyung-Sook Chung, Ji-Sun Shin, et al. "The Anti-Proliferative Activity of the Hybrid TMS-TMF-4f Compound Against Human Cervical Cancer Involves Apoptosis Mediated by STAT3 Inactivation." Cancers 11, no. 12 (2019): 1927. http://dx.doi.org/10.3390/cancers11121927.

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We previously reported the potential anti-proliferative activity of 3-(5,6,7-trimethoxy-4-oxo-4H-chromen-2-yl)-N-(3,4,5-trimethoxyphenyl) benzamide (TMS-TMF-4f) against human cancer cells; however, the underlying molecular mechanisms have not been investigated. In the present study, TMS-TMF-4f showed the highest cytotoxicity in human cervical cancer cells (HeLa and CaSki) and low cytotoxicity in normal ovarian epithelial cells. Annexin V-FITC and propidium iodide (PI) double staining revealed that TMS-TMF-4f-induced cytotoxicity was caused by the induction of apoptosis in both HeLa and CaSki c

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Chen, Hai-Lin, Li-Wei Pan, Hui-Ying Zhang та Xiu-Ju Yin. "Synthesis and crystal structure of poly[aqua{μ3-(1S,2S)-1-((7-hydroxy-3-(4-hydroxy-3-sulfonatophenyl)-4-oxo-4H-chromen-8-yl)methyl)pyrrolidin-1-ium-2-carboxylato-κ4O,O′:O′′:O′′′}sodium(I)] monohydrate, C21H22NNaO11S". Zeitschrift für Kristallographie - New Crystal Structures 233, № 3 (2018): 469–71. http://dx.doi.org/10.1515/ncrs-2017-0360.

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47

Chang, Wei-Ting, and Sheng-Nan Wu. "Effective Activation of BKCa Channels by QO-40 (5-(Chloromethyl)-3-(Naphthalen-1-yl)-2-(Trifluoromethyl)Pyrazolo [1,5-a]pyrimidin-7(4H)-one), Known to Be an Opener of KCNQ2/Q3 Channels." Pharmaceuticals 14, no. 5 (2021): 388. http://dx.doi.org/10.3390/ph14050388.

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QO-40 (5-(chloromethyl)-3-(naphthalene-1-yl)-2-(trifluoromethyl) pyrazolo[1,5-a]pyrimidin-7(4H)-one) is a novel and selective activator of KCNQ2/KCNQ3 K+ channels. However, it remains largely unknown whether this compound can modify any other type of plasmalemmal ionic channel. The effects of QO-40 on ion channels in pituitary GH3 lactotrophs were investigated in this study. QO-40 stimulated Ca2+-activated K+ current (IK(Ca)) with an EC50 value of 2.3 μM in these cells. QO-40-stimulated IK(Ca) was attenuated by the further addition of GAL-021 or paxilline but not by linopirdine or TRAM-34. In

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Robertson, Mark J., André Horatscheck, Samantha Sauer, et al. "5-Aryl-2-(naphtha-1-yl)sulfonamido-thiazol-4(5H)-ones as clathrin inhibitors." Organic & Biomolecular Chemistry 14, no. 47 (2016): 11266–78. http://dx.doi.org/10.1039/c6ob02308h.

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The development of a (Z)-5-((6,8-dichloro-4-oxo-4H-chromen-3-yl)methylene)-2-thioxothiazolidin-4-one (2), rhodanine-based lead that led to the Pitstop® 2 family of clathrin inhibitors is described herein.

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Favreau, Amanda, Erin Cross, and Pradeep Sathyanarayana. "Mir-590-5p, Mir-219-5p, Mir-15b and Mir-628-5p Are Commonly Regulated by IL-3, GM-CSF and G-CSF in Acute Myeloid Leukemia,." Blood 118, no. 21 (2011): 3520. http://dx.doi.org/10.1182/blood.v118.21.3520.3520.

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Abstract Abstract 3520 IL-3, GM-CSF and G-CSF are predominant regulators for growth and differentiation of myeloid progenitors. Interestingly, they all signal via a common JAK2-STAT5 pathway in myeloid progenitor compartments. However, the specific mechanism through which JAK2-STAT5 responds differentially to early-acting and lineage restricted cytokines, particularly in leukemic and stem/progenitor cells, is largely unresolved. Aberrations in IL-3, GM-CSF and G-CSF induced signaling are frequently reported in acute myeloid leukemia (AML). microRNA (miRNA) play several crucial roles during hem

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Hodge, Lucy S., Steven C. Ziesmer, Frank J. Secreto, Zhi-Zhang Yang, Anne J. Novak, and Stephen M. Ansell. "Biologic Activity of STAT5A and STAT5B in Waldenstrom's Macroglobulinemia." Blood 120, no. 21 (2012): 2688. http://dx.doi.org/10.1182/blood.v120.21.2688.2688.

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Abstract Abstract 2688 Members of the signal transducers and activators of transcription (STAT) family of proteins function as secondary messengers mediating cellular responses to various cytokines. Aberrant activation of STAT5 protein has been implicated in the pathogenesis of hematologic malignancies due to the ability of these transcription factors to regulate genes involved in cellular proliferation and survival. The two highly homologous transcription factors collectively known as STAT5, namely STAT5A and STAT5B, display both redundant and distinct physiologic functions in non-malignant B

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