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Journal articles on the topic '3’- chalcone'

Author: Grafiati
Published: 4 June 2021
Last updated: 10 February 2022

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1

Çelik, Gonca. "New chalcone-3-O-glycoside derivatives: Synthesis and characterization." Journal of Chemical Research 44, no. 9-10 (2020): 598–601. http://dx.doi.org/10.1177/1747519820915165.

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Seven novel carbohydrate conjugates of new chalcone-3- O-glycosides were synthesized and characterized. Starting from the substituted 3′-hydroxyarylmethylacetophenone derivatives (chalcones) with α-acetobromoglucose in anhydrous acetone were synthesized 2,3,4,6-tetra- O-acetyl-3′- O-β-d-glucopyranosyloxychalcones. Deblocking the latter with CH3ONa in dry methanol results in substituted chalcone-3- O-glycosides (3′- O-β-d-glucopyranosyloxychalcones). The structures of the newly synthesized chalcone-3- O-glycosides were characterized based on 1H nuclear magnetic resonance, 13C nuclear magnetic r
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2

Novilla, Arina, Mustofa Mustofa, Indwiani Astuti, Jumina Jumina, and Hery Suwito. "Cytotoxic Activity of Methoxy-4’amino Chalcone Derivatives Against Leukemia Cell Lines." Molecular and Cellular Biomedical Sciences 3, no. 1 (2019): 34. http://dx.doi.org/10.21705/mcbs.v3i1.44.

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Background: Chemotherapy is a common treatment for leukemia as well as in other cancer treatment. The lack of tumor selectivity and development of multi-drug resistance by chemotherapy caused the development of new strategy in cancer treatment become a pressing need. This study was performed to evaluate the anticancer activity and selectivity of seven derivatives of chalcones against K562 and HL-60 leukemia cell lines. Materials and Methods: The cytotoxicity of chalcone’s seven derivatives (compound 1-7) was tested by using MTS (3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxyme-thoxyphenyl)-2-(4-sul
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3

Ali, R., A. Rahim, and A. Islam. "Synthesis and Antimicrobial Activity of 7-Hydroxy-3',4'-Methylenedioxy- and 7-Benzyloxy-3',4'-Methylenedioxy Flavanones." Journal of Scientific Research 9, no. 3 (2017): 297–306. http://dx.doi.org/10.3329/jsr.v9i3.31229.

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7-Hydroxy-3',4'-methylenedioxy- and 7-benzyloxy-3',4'-methylenedioxy flavanones have been synthesized starting from 2,4-dihydroxyacetophenone. Subsequently biocidal activities of the flavanones have been investigated along with their corresponding chalcones against some bacterial and fungal strains. 2'-Hydroxy-4'-benzyloxy-3,4-methylenedioxy chalcone (5) and its corresponding flavanone (7) showed good antibacterial and antifungal activities against some selected bacterial and fungal strains. On the other hand, 2',4'-dihydroxy-3,4-methylenedioxy chalcone (4) showed no antibacterial and antifung
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4

Lukovic, Jovan, Marina Mitrovic, Ivanka Zelen, Petar Čanovic, Milan Zaric, and Ivana Nikolic. "Antitumor Effect of the Chalcone Analogue, (E) -1-(4-Ethoxy-3-Methoxyphenyl) -5- Methylhex-1-En-3-One on HeLa Cell Line." Serbian Journal of Experimental and Clinical Research 20, no. 3 (2019): 215–21. http://dx.doi.org/10.2478/sjecr-2018-0048.

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Abstract Chalcones represent precursor compounds for flavonoids biosynthesis in plants. Chalcones, 1,3-diaryl-2-propen-1-ones, have unique chemical structure with conjugated double bonds and delocalized π-electron system on both aromatic rings. Various studies have shown that chemical structure of chalcone is responsible for their antitumor effect. In our study, we have examined the antitumor effect of chalcone analogue (E) -1- (4-ethoxy-3-methoxyphenyl) -5-methylhex-1-en-3-one (CH) on HeLa cells. The antitumor efficiency of different CH concentrations was compared to the antitumor effects of
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5

Tantawy, Mohamed A., Farid M. Sroor, Magda F. Mohamed, et al. "Molecular Docking Study, Cytotoxicity, Cell Cycle Arrest and Apoptotic Induction of Novel Chalcones Incorporating Thiadiazolyl Isoquinoline in Cervical Cancer." Anti-Cancer Agents in Medicinal Chemistry 20, no. 1 (2020): 70–83. http://dx.doi.org/10.2174/1871520619666191024121116.

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Background: Chalcones are naturally occurring compounds found in various plant species which are widely used for the traditional popular treatments. Chalcones are distinguished secondary metabolites that are reported to display diverse biological activities such as antiviral, antiplatelet, anti-inflammatory, anticancer, antibacterial and antioxidant agents. The presence of a,ß-unsaturated carbonyl group in chalcones is assumed to be responsible for their bioactivity. In addition, heterocyclic compounds having nitrogen such as isoquinolines are of considerable interest as they constitute the co
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6

Coskun, Demet, Misir Ahmedzade, and Sevda Kirbag. "3-(Substituted Aryl)-1-benzofuranyl-2-propenones: Antimicrobial Properties of Some Chalcones-Type Compounds and their 2-Pyrazoline Derivatives." E-Journal of Chemistry 8, no. 4 (2011): 1574–81. http://dx.doi.org/10.1155/2011/806854.

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2-Acetylbenzofuran on condensation with furan-2-carboxaldehyde and pyrrole-2-carboxaldehyde in methanolic KOH solution yielded the corresponding benzofuran chalcones. These two compounds and nine benzofuran chalcones were synthesized before, were further reacted with hydrazine hydrate in ethanol which led to the formation of 2-pyrazoline derivatives. All the synthesized compounds were characterized by elemental analysis, melting point determination, infrared spectroscopy and nuclear magnetic resonance spectroscopy. Nine chalcone-type compounds and eleven 2-pyrazolines were evaluated for their
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7

Coşkun, Demet, Suat Tekin, Süleyman Sandal, and Mehmet Fatih Coşkun. "Synthesis, Characterization, and Anticancer Activity of New Benzofuran Substituted Chalcones." Journal of Chemistry 2016 (2016): 1–8. http://dx.doi.org/10.1155/2016/7678486.

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Benzofuran derivatives are of great interest in medicinal chemistry and have drawn considerable attention due to their diverse pharmacological profiles including anticancer activity. Similarly, chalcones, which are common substructures of numerous natural products belonging to the flavonoid class, feature strong anticancer properties. A novel series of chalcones, 3-aryl-1-(5-bromo-1-benzofuran-2-yl)-2-propanones propenones (3a–f), were designed, synthesized, and characterized.In vitroantitumor activities of the newly synthesized (3a–f) and previously synthesized (3g–j) chalcone compounds were
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8

Rezende-Júnior, Luís Mário, Leila Maria de Sousa Andrade, Antonio Linkoln Alves Borges Leal, et al. "Chalcones Isolated from Arrabidaea brachypoda Flowers as Inhibitors of NorA and MepA Multidrug Efflux Pumps of Staphylococcus aureus." Antibiotics 9, no. 6 (2020): 351. http://dx.doi.org/10.3390/antibiotics9060351.

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Bacterial resistance to antibiotics has become a public health issue around the world. The present study aimed to evaluate the antibacterial activity of chalcones isolated from flowers of Arrabidaea brachypoda, and their potential as efflux pump inhibitors of Staphylococcus aureus efflux pumps. Microdilution assays were performed with natural products from A. brachypoda. Chalcones 1, 3, 4, and 5 did not show intrinsic antimicrobial activity against all S. aureus strains tested, but they were able to potentiate the Norfloxacin action against the SA1199-B (norA) strain, with a better modulating
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9

Zhao, Haiying, Xueyou Zhu, Dong Wang, Shufeng Chen, and Zhanxi Bian. "Synthesis, Electrochemical, and Thermal Properties of [3]Ferrocenophane-Containing Chalcone Derivatives." Australian Journal of Chemistry 68, no. 7 (2015): 1035. http://dx.doi.org/10.1071/ch14529.

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[3]Ferrocenophane-containing chalcone derivatives with benzene ring (3a–3d) or naphthalene ring (3e–3f) were synthesized and characterized. The potentials for [3]ferrocenophane-containing chalcones cathodically shifted ~70–80 mV compared with those of ferrocene-containing chalcones, indicating easier oxidation by loss of an electron for the former. The thermal behaviours of the prepared compounds were studied by differential scanning calorimetry and polarizing optical microscopy. Compound 3f with terminal alkyl chain of 14 carbon atoms displayed mesophases, whereas other compounds were non-mes
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10

Sweeting, Stephen G., Charlie L. Hall, Jason Potticary, et al. "The solubility and stability of heterocyclic chalcones compared with trans-chalcone." Acta Crystallographica Section B Structural Science, Crystal Engineering and Materials 76, no. 1 (2020): 13–17. http://dx.doi.org/10.1107/s2052520619015907.

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Heterocyclic chalcones are a recently explored subgroup of chalcones that have sparked interest due to their significant antibacterial and antifungal capabilities. Herein, the structure and solubility of two such compounds, (E)-1-(1H-pyrrol-2-yl)-3-(thiophen-2-yl)prop-2-en-1-one and (E)-3-phenyl-1-(1H-pyrrol-2-yl)prop-2-en-1-one, are assessed. Single crystals of (E)-1-(1H-pyrrol-2-yl)-3-(thiophen-2-yl)prop-2-en-1-one were grown, allowing structural comparisons between the heterocyclic chalcones and (2E)-1,3-diphenylprop-2-en-1-one, trivially known as trans-chalcone. The two heterocyclic chalco
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11

Takac, Peter, Martin Kello, Maria Vilkova, et al. "Antiproliferative Effect of Acridine Chalcone Is Mediated by Induction of Oxidative Stress." Biomolecules 10, no. 2 (2020): 345. http://dx.doi.org/10.3390/biom10020345.

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Chalcones are naturally occurring phytochemicals with diverse biological activities including antioxidant, antiproliferative, and anticancer effects. Some studies indicate that the antiproliferative effect of chalcones may be associated with their pro-oxidant effect. In the present study, we evaluated contribution of oxidative stress in the antiproliferative effect of acridine chalcone 1C ((2 E)-3-(acridin-9-yl)-1-(2,6-dimethoxyphenyl)prop-2-en-1-one) in human colorectal HCT116 cells. We demonstrated that chalcone 1C induced oxidative stress via increased reactive oxygen/nitrogen species (ROS/
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12

Kolot, Carina, Ana Rodriguez-Mateos, Rodrigo Feliciano, Katharina Bottermann, and Wilhelm Stahl. "Bioavailability of naringenin chalcone in humans after ingestion of cherry tomatoes." International Journal for Vitamin and Nutrition Research 90, no. 5-6 (2020): 411–16. http://dx.doi.org/10.1024/0300-9831/a000574.

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Abstract. Chalcones are a type of flavonoids characterized by an α-β unsaturated structural element which may react with thiol groups to activate pathways such as the Nrf2-Keap-1 system. Naringenin chalcone is abundant in the diet but little is known about its bioavailability. In this work, the bioavailability of naringenin chalcone from tomatoes was investigated in a group of healthy men (n=10). After ingestion of 600 grams of tomatoes providing a single dose of 17.3 mg naringenin chalcone, 0.2 mg of naringenin, and 195 mg naringin plasma levels of free and conjugated naringenin and naringeni
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13

Popova, Milena, Vassya Bankova, Stefan Spassov, et al. "New Bioactive Chalcones in Propolis from El Salvador." Zeitschrift für Naturforschung C 56, no. 7-8 (2001): 593–96. http://dx.doi.org/10.1515/znc-2001-7-819.

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2′,3′-Dihydroxy-4,4′-dimethoxychalcone (1) and 2′,3′,4-trihydroxy-4′-methoxy-chalcone, two new chalcones, were isolated from propolis from El Salvador. The compounds showed significant antibacterial ana antifunfag activity and moderate toxicity to Artemia salina nauplii
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14

K. Saini, K. Rajendra, S. Amit Choudhary, Yogesh C. Joshi, and P. Joshi. "Solvent Free Synthesis of Chalcones and their Antibacterial Activities." E-Journal of Chemistry 2, no. 4 (2005): 224–27. http://dx.doi.org/10.1155/2005/294094.

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The solvent free synthesis of six chalcones was carried out by grinding the piperanal and the acetophenone (unsubstituted, 4-methyl, 4-methoxy, 4-bromo, 4-nitro, 3-chloro) in the presence of solid sodium hydroxide with a mortar and pestle. In general, the chalcones were obtained in high yield and high purity. Minor quantities of Ketol and Michael addition product were easily removed by recrystallization. The result indicates a correlation between the success of the solvent-free synthesis and melting point of the chalcone. Chalcone with relatively high melting points (higher than 80°C) were obt
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15

Elsayed, Galal A., and Ali Kh Khalil. "Facile Synthesis of Chalcone Glycosides Isolated from Aerial Parts of Brassica rapa l. ‘hidabeni'." Current Organic Synthesis 15, no. 3 (2018): 423–29. http://dx.doi.org/10.2174/1570179414666170824161618.

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Background: The Cruciferous family of vegetables which includes Brassica Turnips showed antioxidant and hepatoprotective effects. The phytochemical investigations of the aerial parts of the traditional Japanese turnip vegetable (B. rapa L. 'hidabeni') revealed the presence of three chalcone glycosides, along with other glycoside components. As many natural products inhibited Ag-stimulated degranulation in cellular system, those chalcone glycosides have biological significance of suppressing antigen-stimulated degranulation in rat basophilic leukemia RBL-2H3 cells. Aim and Objective: Further in
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16

Battaglia, Zachary O., Jordan T. Kersten, Elise M. Nicol, et al. "Crystal structure and Hirshfeld analysis of 3′-bromo-4-methylchalcone and 3′-cyano-4-methylchalcone." Acta Crystallographica Section E Crystallographic Communications 76, no. 9 (2020): 1496–502. http://dx.doi.org/10.1107/s2056989020011135.

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Two crystal structures of chalcones, or 1,3-diarylprop-2-en-1-ones, are presented; both contain a methyl substitution on the 3-Ring, but differ on the 1-Ring, bromo versus cyano. The compounds are 3′-bromo-4-methylchalcone [systematic name: 1-(2-bromophenyl)-3-(4-methylphenyl)prop-2-en-1-one], C16H13BrO, and 3′-cyano-4-methylchalcone {systematic name: 2-[3-(4-methylphenyl)prop-2-enoyl]benzonitrile}, C17H13NO. Both chalcones meaningfully add to the large dataset of chalcone structures. The crystal structure of 3′-cyano-4-methylchalcone exhibits close contacts with the cyano nitrogen that do not
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17

Saito, Yohei, Atsushi Mizokami, Kouji Izumi, Renato Naito, Masuo Goto та Kyoko Nakagawa-Goto. "α-Trifluoromethyl Chalcones as Potent Anticancer Agents for Androgen Receptor-Independent Prostate Cancer". Molecules 26, № 9 (2021): 2812. http://dx.doi.org/10.3390/molecules26092812.

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α-Trifluoromethyl chalcones were prepared and evaluated for their antiproliferative activities against androgen-independent prostate cancer cell lines as well as five additional types of human tumor cell lines. The most potent chalcone 5 showed superior antitumor activity in vivo with both oral and intraperitoneal administration at 3 mg/kg. Cell-based mechanism of action studies demonstrated that 5 induced cell accumulation at sub-G1 and G2/M phases without interfering with microtubule polymerization. Furthermore, several cancer cell growth-related proteins were identified by using chalcone 5
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18

López, Génesis, Marco Mellado, Enrique Werner, et al. "Sonochemical Synthesis of 2’-Hydroxy-Chalcone Derivatives with Potential Anti-Oomycete Activity." Antibiotics 9, no. 9 (2020): 576. http://dx.doi.org/10.3390/antibiotics9090576.

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This work reports on the synthesis of eight new 2′-hydroxy-chalcones with potential anti-phytopathogenic applications in agroindustry, AMONG others, via Claisen–Schmidt condensation and ultrasound assisted reaction. Assays showed three chalcones with allyl moieties strongly inhibited growth of phytopathogenic oomycete Phytophthora infestans; moreover, compound 8a had a half maximal effective concentration (EC50) value (32.5 µg/mL) similar to that of metalaxyl (28.6 µg/mL). A software-aided quantitative structure–activity relationship (QSAR) analysis of the whole series suggests that the struct
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19

Suwito, Hery, Ria Sari, Kautsar Ul Haq, and Alfinda Kristanti. "5-[3-(4-Bromophenyl)-1-(2,5-dimethoxyphenyl)-3-oxopropyl]-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-tri-one." Molbank 2018, no. 3 (2018): M1013. http://dx.doi.org/10.3390/m1013.

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The title compound was prepared by a two-step reaction. The first step was the formation of a chalcone derivative using Claisen–Schmidt condensation, which was followed by the Michael addition of the formed chalcone with 1,3-dimethylbarbituric acid. The structure of the prepared compound was established by spectral data: FTIR, HRESIMS, 1H- and 13C-NMR.
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20

Srikrishna, Devulapally, and Pramod Kumar Dubey. "Synthesis of Novel Hybrid Scaffolds of Pyran Chalcone Derivatives Bearing Indole and Pyrrole Rings." Letters in Organic Chemistry 16, no. 6 (2019): 454–61. http://dx.doi.org/10.2174/1570178616666181116110107.

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A series of novel hydroxy-pyran–chalcone hybrid compounds 4(a-b), 5(a-f), 7(a-b) & 8(a-f) has been synthesized by employing simple methods in various approaches through convergent synthetic strategies. 4-hydroxy-3-acetylcoumarin and 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one have been used as starting materials and were condensed with indole aldehyde, pyrrole aldehydes independently to give the corresponding chalcones. To further explore, alkylation studies have been carried out on the synthesized hybrid chalcones. The synthesized compounds were established on the basis of IR, HRMS, 1HNMR
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21

Silva, Priscila Teixeira da, Thiago Sampaio de Freitas, Diniz Maciel Sena, et al. "Structural, Vibrational and Electrochemical Analysis and Antibacterial Potential of Isomeric Chalcones Derived from Natural Acetophenone." Applied Sciences 10, no. 14 (2020): 4713. http://dx.doi.org/10.3390/app10144713.

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Background: Chalcones are part of a family of small phenolic compounds that are being extensively studied for presenting a diversity of molecular structures and biological activities. In this paper, two chalcones, (E)-1-(2-hydroxy-3,4,6-trimethoxyphenyl)-3-(3-nitrophenyl)prop-2-en-1-one (1), (E)-1-(2-hydroxy-3,4,6-trimethoxyphenyl)-3-(4-nitrophenyl)prop-2-en-1-one (2), were synthesized by Claisen–Schmidt condensation. Methods: The molecular structures of these chalcones were determined by Nuclear Magnetic Resonance and characterized by infrared, Raman spectroscopy, and electrochemical analysis
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22

Alrubaie, Leaqaa A., Raheem J. Muhasin та Mazin N. Mousa. "Synthesis, characterization and evaluation of antiinflammatory properties of novel α, β-unsaturated ketones". Tropical Journal of Pharmaceutical Research 19, № 1 (2020): 147–54. http://dx.doi.org/10.4314/tjpr.v19i1.22.

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Purpose: To prepare and characterize alicyclic aromatic chalcone derivatives, and study their antibiotic and anti-inflammatory properties.Methods: Claisen-Schmidt (aldol condensation) base-catalyzed condensation was used for preparation of chalcone derivatives (compounds I - IV), and the products were characterized using ultraviolet-visible spectroscopy (UV), FT-IR spectroscopy, proton nuclear magnetic resonance (1H-NMR), carbone 13CNMR and mass spectroscopy (MS). The antibacterial effect of the compounds was determined against Baci. cereus, Staph. Aureus, E. coli, and Pseudomonas Aeruginosa.
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23

Petrov, Ognyan Ivanov, Yordanka Borisova Ivanova, Mariana Stefanova Gerova, and Georgi Tsvetanov Momekov. "Synthesis and Cytotoxicity of New Mannich Bases of 6-[3-(3,4,5-Trimetoxyphenyl)-2- propenoyl]-2(3H)-Benzoxazolone." Letters in Drug Design & Discovery 17, no. 4 (2020): 512–17. http://dx.doi.org/10.2174/1570180816666190730164952.

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Background: Chemotherapy is one of the mainstays of cancer treatment, despite the serious side effects of the clinically available anticancer drugs. In recent years increasing attention has been directed towards novel agents with improved efficacy and selectivity. Compounds with chalcone backbone have been reported to possess various biological activities such as anticancer, antimicrobial, anti-inflammatory, analgesic, antioxidant, etc. It was reported that aminomethylation of hydroxy chalcones to the corresponding Mannich bases increased their cytotoxicity. In this context, our interest has b
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24

Ganesh Somashekarachar, Arpita Goswami, Kannika Byadarahalli Ravindranath, Madan Kumar Shankar, and Manju Nagaraja. "Antioxidant studies of 3-(5-(2,4-dichlorophenoxy)-3-methyl-1-phenyl-1Hpyrazole-4-yl)-1-(furan-2-yl)prop-2-en-1-one." International Journal of Research in Pharmaceutical Sciences 12, no. 2 (2021): 1375–78. http://dx.doi.org/10.26452/ijrps.v12i2.4693.

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Chalcones are flavonoid precursors, abundant in edible plants. The pyrazole moieties in chalcones show various pharmacological activities. Notably, Chalcone-based structures exhibit numerous pharmacological activities like antiinflammatory, antibacterial, antitumor, antioxidant functions because of having α, β-unsaturated ketone moiety. Such broad spectrum biological activities were also observed in several nitrogen containing heterocycles. Among the heterocyclic systems, pyrazole stand unique. All these observations led us to design and synthesize pyrazole fused hybrid thiophenechalcone molec
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25

Espíndola, Cecilia. "Some Ways for the Synthesis of Chalcones - New Ways for the Synthesis of Flavon-3-ols." Mini-Reviews in Organic Chemistry 17, no. 6 (2020): 647–73. http://dx.doi.org/10.2174/1570193x16666190919111252.

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The flavonoids by their natural properties and their diverse applications are a group of compounds whose study of origin, characteristics and applications has been dedicated to extensive research. For the organic synthesis of chalcones, due to their interest as precursor molecules of different compounds, several pathways have been developed and reported in numerous works. Analyses on the effect of some of these catalysts on chalcone yield (%), with respect to time and reaction temperature are presented here. Given the importance of flavon-3-ols, as compounds of pharmacological interest mainly,
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26

Kim, Byung-Hak, Soo-Nam Hong, Sang-Kyu Ye, and Jung-Youl Park. "Evaluation and Optimization of the Anti-Melanogenic Activity of 1-(2-Cyclohexylmethoxy-6-hydroxy-phenyl)-3-(4-hydroxymethyl-phenyl)-propenone Derivatives." Molecules 24, no. 7 (2019): 1372. http://dx.doi.org/10.3390/molecules24071372.

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The chemical modification and optimization of biologically active compounds are essential steps in the identification of promising lead compounds for drug development. We previously reported the anti-melanogenic activity of 1-(2-cyclohexylmethoxy-6-hydroxy-phenyl)-3-(4-hydroxymethyl-phenyl)-propenone (chalcone 21). In this study, we synthesized 21 derivatives of chalcone 21 and evaluated their anti-melanogenic activity in -MSH-induced B16F10 cells. (E)-N-(4-(3-(2-(Cyclohexylmethoxy)phenyl)-3-oxoprop-1-en-1-yl)phenyl)acetamide (chalcone 21-21) exhibited the strongest inhibition of cellular mela
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27

ElMchichi, Larbi, Assia Belhassan, Tahar Lakhlifi, and Mohammed Bouachrine. "3D-QSAR Study of the Chalcone Derivatives as Anticancer Agents." Journal of Chemistry 2020 (July 27, 2020): 1–12. http://dx.doi.org/10.1155/2020/5268985.

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For their biological properties and particularly for their anticancer activities, chalcones are widely studied. In this work, we have submitted diverse sets of chalcone derivatives to the 3D-QSAR (3-dimensional quantitative structural-activity relationship) to study their anticancer activities against HTC116 (human colon cancer), relying on the 3-dimensional descriptors: steric and electrostatic descriptors for the CoMFA (comparative molecular field analysis) method and steric, electrostatic, hydrophobic, H-bond donor, and H-bond acceptor descriptors for the CoMSIA method. CoMFA as well as the
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28

Rizeq, Balsam, Ishita Gupta, Hadeel Kheraldine, et al. "Novel Nitrogen-Based Chalcone Analogs Provoke Substantial Apoptosis in HER2-Positive Human Breast Cancer Cells via JNK and ERK1/ERK2 Signaling Pathways." International Journal of Molecular Sciences 22, no. 17 (2021): 9621. http://dx.doi.org/10.3390/ijms22179621.

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Natural chalcones possess antitumor properties and play a role as inducers of apoptosis, antioxidants and cytotoxic compounds. We recently reported that novel nitrogen chalcone-based compounds, which were generated in our lab, have specific effects on triple-negative breast cancer cells. However, the outcome of these two new compounds on human epidermal growth factor receptor 2 (HER2)-positive breast cancer remains nascent. Thus, we herein investigated the effects of these compounds (DK-13 and DK-14) on two HER2-positive breast cancer cell lines, SKBR3 and ZR75. Our data revealed that these co
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29

Jesus, Ana R., Ana P. Marques, and Amélia P. Rauter. "An easy approach to dihydrochalcones via chalcone in situ hydrogenation." Pure and Applied Chemistry 88, no. 4 (2016): 349–61. http://dx.doi.org/10.1515/pac-2016-0303.

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AbstractDihydrochalcones are polyphenols that exhibit a diversity of bioactivities, namely anti-inflammatory, antimicrobial and antiviral. We have explored the synthetic access to such molecular entities, and describe now an easy and scalable approach based on reduction of the olefinic double bond of chalcone precursors via in situ hydrogenation with the system Et3SiH-Pd/C in very high yield. The intermediate chalcones were synthesized also by a simple and efficient microwave-assisted Claisen–Schmidt condensation of aromatic aldehydes with acetophenones, conveniently protected with ethoxymethy
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30

Palko-Łabuz, A., E. Kostrzewa-Susłow, T. Janeczko, et al. "Cyclization of flavokawain B reduces its activity against human colon cancer cells." Human & Experimental Toxicology 39, no. 3 (2019): 262–75. http://dx.doi.org/10.1177/0960327119882986.

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Chalcones are naturally occurring compounds exhibiting biological activity through multiple mechanisms. Flavokawain B is one of chalcones found in kava plant. In our studies, we focused on the anticancer activity of flavokawain B in colorectal cancer cells LoVo and its resistant to doxorubicin subline—LoVo/Dx. Strong cytotoxic activity of flavokawain B and its ability to inhibit the proliferation in both cell lines was detected. These effects accompanied with induction cell cycle arrest in G2/M phase and the presence of SubG1 fraction. Flavokawain B at low concentration led to increase of casp
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31

Budak, Yakup, and Esra Findik. "Unexpected lactonization accompanying addition of ethyl acetoacetate to chalcones derived from 3-acetylthiophene." Collection of Czechoslovak Chemical Communications 76, no. 10 (2011): 1255–61. http://dx.doi.org/10.1135/cccc2010150.

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Chalcone derivatives containing thiophene ring were prepared by the condensation of 3-acetylthiophene with aromatic aldehydes in excellent yields. The addition of ethyl acetoacetate to chalcone derivatives 3a–3h in the presence of solid NaOH in CH2Cl2 resulted in the formation of the mixture of bicyclic lactone derivatives 5a–5h and 6-(ethoxycarbonyl)cyclohexenone derivatives 6a–6h.
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32

Shafaghat, Ali, and Mohammad Shafaghatlonbar. "Two New Chalcone Glycoside Compounds from Viburnum lantana (Family Caprifoliaceae) and Antioxidant Activity of its Hydroalcoholic Extract." Letters in Organic Chemistry 16, no. 2 (2019): 93–98. http://dx.doi.org/10.2174/1570178615666180925125213.

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In the present study, two novel chalcone glycosides, trans-3-ethoxy-4-O-(glucopyranoside) -2', 3', 4', 5', 6' -pentahydroxy chalcone (compound 1) and trans-3-methoxy-4-O-(glucopyranoside) -2', 3', 4', 5', 6' -pentahydroxy chalcone (compound 2) have been isolated from the leaves of Viburnum lantana L. The structures were elucidated by using 1H-NMR, 13C-NMR, 2D-NMR such as HMQC, HMBC and NOE experiments and UV-Vis, MS and IR spectra. The antioxidant property of hydroalcoholic extract was evaluated by DPPH s
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33

Rodríguez-Lugo, Rafael E., Neudo Urdaneta, Bruno Pribanic, and Vanessa R. Landaeta. "The solid-state emmissive chalcone (2E)-1-(5-chlorothiophen-2-yl)-3-[4-(dimethylamino)phenyl]prop-2-en-1-one." Acta Crystallographica Section C Structural Chemistry 71, no. 9 (2015): 783–87. http://dx.doi.org/10.1107/s2053229615014205.

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Orange rectangular blocks suitable for X-ray diffraction analysis were obtained for the previously reported [Ahmad & Bano (2011).Int. J. ChemTech Res.3, 1470–1478] title chalcone, C15H14ClNOS. This solid-emissive chalcone exhibits a planar structure and the bond parameters are compared with related compounds already described in the literature. The determination of the structure of this chalcone is quite relevant because it will play an important role in theoretical calculations to investigate potential two-photon absorption processes and could also be useful for studying the interaction o
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34

Łużny, Mateusz, Ewa Kozłowska, Edyta Kostrzewa-Susłow, and Tomasz Janeczko. "Highly Effective, Regiospecific Hydrogenation of Methoxychalcone by Yarrowia lipolytica Enables Production of Food Sweeteners." Catalysts 10, no. 10 (2020): 1135. http://dx.doi.org/10.3390/catal10101135.

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We describe the impact of the number and location of methoxy groups in the structure of chalcones on the speed and efficiency of their transformation by unconventional yeast strains. The effect of substrate concentration on the conversion efficiency in the culture of the Yarrowia lipolytica KCh 71 strain was tested. In the culture of this strain, monomethoxychalcones (2′-hydroxy-2″-, 3″- and 4″-methoxychalcone) were effectively hydrogenated at over 40% to the specific dihydrochalcones at a concentration of 0.5 g/L of medium after just 1 h of incubation. A conversion rate of over 40% was also o
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35

Butcher, Ray J., H. S. Yathirajan, B. V. Ashalatha, B. Narayana, and B. K. Sarojini. "1-(3-Bromo-2-thienyl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one." Acta Crystallographica Section E Structure Reports Online 63, no. 3 (2007): o1430—o1431. http://dx.doi.org/10.1107/s1600536807008203.

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The title compound, C18H13BrO2S, is chiral due to the twist of the naphthalene and thienyl rings about the chalcone backbone [dihedral angle = 17.75 (10)°]. There are weak C—H...O interactions which link the molecules into chains in the b direction.
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36

VH, Elfi Susanti, Sabirin Matsjeh, Mustofa Mustofa, and Tutik Dwi Wahyuningsih. "Improved Synthesis of 2',6'-Dihydroxy-3,4-dimethoxy Chalcone by Grinding Technique to Synthesize 5-Hydroxy-3',4'-dimethoxy Flavone." Indonesian Journal of Chemistry 14, no. 2 (2014): 174–78. http://dx.doi.org/10.22146/ijc.21255.

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5-hydroxy-3',4'-dimethoxy flavone can be efficiently synthesized in two steps via the formation of 2',6'-dihydroxy-3,4-dimethoxy chalcone with good results. 2',6'-dihydroxy-3,4-dimethoxy chalcone as reactants for synthesis of flavones was prepared through Claisen-Schmidt condensation reaction between 2,6-dihydroxyacetophenones,3,4-dimethoxybenzaldehyde and solid NaOH in mortar for 15 min. The yield of the product (70%) is higher than conventional method (65%). This chalcone then oxidatively cyclized with iodine to form 5-hydroxy-3',4'-dimethoxy flavone (yield 62%). Compounds synthesized were c
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37

Chokchaichamnankit, Daranee, Vorawan Kongjinda, Nisachon Khunnawutmanotham, Nitirat Chimnoi, Somchai Pisutcharoenpong, and Supanna Techasakul. "Prenylated Flavonoids from the Leaves of Derris malaccensis and their Cytotoxicity." Natural Product Communications 6, no. 8 (2011): 1934578X1100600. http://dx.doi.org/10.1177/1934578x1100600813.

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A new prenylated isoflavone, pomiferin-4′- O-methyl ether, and a new prenylated chalcone, 2′,4′-dihydroxy-4-methoxy-3′-(2-hydroxy-3-methylbut-3-enyl)chalcone, together with four known flavonoids, were isolated from the leaves of Derris malaccensis. All isolated compounds were evaluated for their cytotoxicity.
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38

Ahmed, Bahar, and Tawfeq A. Al-Howiriny. "Two New Hydroxy Chalcone Derivatives from Thymus cilicicus." Zeitschrift für Naturforschung B 62, no. 1 (2007): 121–24. http://dx.doi.org/10.1515/znb-2007-0118.

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The aerial part of Thymus cilicicus Linn. (Labiatae) has afforded two new hydroxy chalcone derivatives, characterized as 4, 2′, 4′, 6′, 7, 8-hexahydroxy-7 (8)-dihydro-chalcone (1), and 3, 4, 2′, 4′, 6′, 7, 8-heptahydroxy-7 (8)-dihydro-chalcone (2). The structures of the isolated compounds have been elucidated based on various spectral studies.
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39

Fang, Ren-Jie, Chen Yan, Jing Sun, Ying Han, and Chao-Guo Yan. "Efficient synthesis of polyfunctionalized carbazoles and pyrrolo[3,4-c]carbazoles via domino Diels–Alder reaction." Beilstein Journal of Organic Chemistry 17 (September 16, 2021): 2425–32. http://dx.doi.org/10.3762/bjoc.17.159.

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The p-TsOH-catalyzed Diels–Alder reaction of 3-(indol-3-yl)maleimides with chalcone in toluene at 60 °C afforded two diastereoisomers of tetrahydropyrrolo[3,4-c]carbazoles, which can be dehydrogenated by DDQ oxidation in acetonitrile at room temperature to give the aromatized pyrrolo[3,4-c]carbazoles in high yields. On the other hand, the one-pot reaction of 3-(indol-3-yl)-1,3-diphenylpropan-1-ones with chalcones or benzylideneacetone in acetonitrile in the presence of p-TsOH and DDQ resulted in polyfunctionalized carbazoles in satisfactory yields. The reaction mechanism included the DDQ oxida
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40

Pawlaczyk, Mateusz, Rafał Frański, Michał Cegłowski, and Grzegorz Schroeder. "Mass Spectrometric Investigation of Organo-Functionalized Magnetic Nanoparticles Binding Properties toward Chalcones." Materials 14, no. 16 (2021): 4705. http://dx.doi.org/10.3390/ma14164705.

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Chalcones are naturally occurring compounds exhibiting multiple biological functions related to their structure. The investigation of complexes formed by chalcones, namely 2′,4′-dihydroxy-2-methoxychalcone (DH-2-MC) and 2′,4′-dihydroxy-3-methoxychalcone (DH-3-MC), with organo-functionalized Fe3O4 magnetic nanoparticles using mass spectrometric techniques is reported. The magnetic nanoparticles were obtained by the silanization of Fe3O4 particles with 3-aminopropyltrimethosysilane, which were subsequently reacted with 3-hydroxybenzaldehyde (3-HBA) or 2-pyridinecarboxaldehyde (2-PCA), resulting
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41

Ilavarasan, L., A. Ravi, M. Ganapathi, et al. "Microwave Synthesis and Characterization of Antibacterial Activity Evaluation of 2-(4, 5-dihydro-5-(4-chlorophenyl)-1H-pyrazol-3-yl) phenol." South Asian Journal of Engineering and Technology 7, no. 3 (2018): 01–07. http://dx.doi.org/10.26524/sa1.

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Chalcone derivatives were synthesized by reaction of some benzaldehyde derivatives with acetophenone, then the products obtained were allowed to react withurea, thiourea and hydroxylamine, to give the heterocyclic derivatives of oxazine, thiazine and isoxazole, respectively.In this study, a series of chalcones and substituted pyrazole compounds were synthesized according to green chemistry methods of conventional and microwave irradiation by using substituted acetophenone, substituted benzaldehyde, hydrazine hydrate and PEG-400. The synthesized compounds were characterized by UV-Visible, FT-IR
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42

Oganesyan, E. T., and S. S. Shatokhin. "USE OF QUANTUM-CHEMICAL PARAMETERS FOR FORECASTING ANTIRADICAL (HO·) ACTIVITY OF RELATED STRUCTURES CONTAINING A CINNAMIC MOLD FRAGMENT. III. CHALCONES, FLAVANONES AND FLAVONES WITH PHLOROGLUCINIC TYPE OF RING “A”." Pharmacy & Pharmacology 8, no. 6 (2021): 446–55. http://dx.doi.org/10.19163/2307-9266-2020-8-6-446-455.

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42 derivatives of chalcone, flavanone and flavone having a phloroglucinic type of ring “A” and containing the same electron-donating substituents on ring “B”, have been studied. Flavonoids with the phloroglucinic type of ring “A” are the most common in nature, which is due to the peculiarities of biogenetic formation with the participation of malonyl and acetyl fragments.The aim of the article is to determine the effect of the hydroxy group in position 6' of chalcones and in position 5 of flavanones and flavones on bond numbers (Nµ), free valence indices (Fµ), Mulliken charges (a.e), electron
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43

Yaylı, Nurettin, Yaşar Gök, Osman Üçüncü, Ahmet Yaşar, Çiğdem Atasoy, Esra Şahinbaş, and Murat Küçük. "Stereoselective Photochemistry of Substituted Chalcones in Solution and their Antioxidant Activities." Journal of Chemical Research 2005, no. 3 (2005): 155–59. http://dx.doi.org/10.3184/0308234054213573.

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Three new δ-truxinic type cyclobutanes [(1β,2α)-di-(4-ethylbenzoyl)-(3β,4α)-di-(4-methoxyphenyl) cyclo butane (4), (1β,2α)-di-(4-nitrobenzoyl)-(3β,4α)-di-(4-ethylphenyl) cyclobutane (5), and (1β,2α)-di-(4-ethylbenzoyl)-(3β,4α)-di-(4-ethylphenyl) cyclobutane (6)] have been prepared by stereoselective photodimerisation of the corresponding chalcone monomers (1-3) in solution. NMR and MS of the dimers are discussed. The precursor chalcones and the dimeric products showed antioxidant activities to different extents with respect to the individual compounds as well as to the antioxidant methods used
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44

Amamiya, Kotarou, and Tsukasa Iwashina. "Qualitative and Quantitative Analysis of Flower Pigments in Chocolate Cosmos, Cosmos Atrosanguineus, and its Hybrids." Natural Product Communications 11, no. 1 (2016): 1934578X1601100. http://dx.doi.org/10.1177/1934578x1601100122.

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Two major anthocyanins, cyanidin 3- O-glucoside and 3- O-rutinoside, were isolated from the black flowers of Cosmos atrosanguineus cultivar ‘Choco Mocha’, together with three minor anthocyanins, cyanidin 3- O-malonylglucoside, pelargonidin 3- O-glucoside and 3- O-rutinoside. A chalcone, butein 4′- O-glucoside and three minor flavanones were isolated from the red flowers of C. atrosanguineus x C. sulphureus cultivar ‘Rouge Rouge'. The anthocyanins and chalcone accumulation of cultivar ‘Choco Mocha’ and its hybrid cultivars ‘Brown Rouge’, ‘Forte Rouge’, ‘Rouge Rouge’ and ‘Noel Rouge’ was surveye
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45

Rong, Liang-Ce, Xiao-Yue Li, Fang Yang, Hai-Ying Wang, and Da-Qing Shi. "3-Benzoyl-4-hydroxy-2,4,6-triphenylcyclohexane-1,1-dicarbonitrile." Acta Crystallographica Section E Structure Reports Online 62, no. 5 (2006): o1766—o1767. http://dx.doi.org/10.1107/s1600536806012086.

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The title compound, C33H26N2O2, was synthesized by the reaction of chalcone with malononitrile under solvent-free conditions at 353 K. X-ray analysis reveals that the cyclohexane ring adopts a chair conformation.
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46

Han, Yingying, Wenwen Zhao, Zhicui Wang, Jingying Zhu, and Qisong Liu. "Molecular evolution and sequence divergence of plant chalcone synthase and chalcone synthase-Like genes." Genetica 142, no. 3 (2014): 215–25. http://dx.doi.org/10.1007/s10709-014-9768-3.

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47

Harmastuti, Nuraini, Rina Herowati, Dyah Susilowati, Harno Dwi Pranowo, and Sofia Mubarika. "SYNTHESIS AND CYTOTOXIC ACTIVITY OF CHALCONE DERIVATIVES ON HUMAN BREAST CANCER CELL LINES." Indonesian Journal of Chemistry 12, no. 3 (2012): 261–67. http://dx.doi.org/10.22146/ijc.21340.

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Chalcone, an α,β-unsaturated ketone, has been shown have many biological activities such as anticancer and antifungi. This research was conducted to synthesize the chalcone derivatives and to obtain their cytotoxic activity on human cervix cancer cell lines. Synthesis of chalcone and its derivatives, 4II-methylchalcone, 4II-methoxychalcone, and 3II,4II-dichlorochalcone was carried out using starting materials of benzaldehide and acetofenon, p-methylacetophenone, p-methoxyacetophenone, as well as m,p-dichloroacetophenone through Claisen Schmidt condensation catalized by NaOH in ethanol at 15 °C
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48

Ismiyarto, Ismiyarto, Sabirin Matsjeh, and Chairil Anwar. "Synthesis of Chalcone and Flavanone Compound Using Raw Material of Acetophenone and Benzaldehyde Derivative." Indonesian Journal of Chemistry 1, no. 2 (2010): 81–89. http://dx.doi.org/10.22146/ijc.21948.

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Synthesis of flavanoid compounds of chalcone and flavanone groups have been conducted. Flavanoid Is one of the group natural products which is mostly found in plants and have been proved to have physiological activity as drug. In this research, chalcone proup compounds that being synthesized are: chalcone, 3,4-dimethoxychalcone, 2'-hidroxy-3,4-dimethoxychalcone where as compound of flavanone group that being synthesized is 3',4'-dimethoxyflavanone. The synthesis of chalcone group are carried out based on Claisen-Schmidt reaction by using raw material of aromatic aldehydes and aromatic ketones.
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49

Pelletier, M. K., and B. W. Shirley. "Analysis of Flavanone 3-Hydroxylase in Arabidopsis Seedlings (Coordinate Regulation with Chalcone Synthase and Chalcone Isomerase)." Plant Physiology 111, no. 1 (1996): 339–45. http://dx.doi.org/10.1104/pp.111.1.339.

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50

Alsafi, Mona A., David L. Hughes, and Musa A. Said. "First COVID-19 molecular docking with a chalcone-based compound: synthesis, single-crystal structure and Hirshfeld surface analysis study." Acta Crystallographica Section C Structural Chemistry 76, no. 12 (2020): 1043–50. http://dx.doi.org/10.1107/s2053229620014217.

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The first example of molecular docking of the SARS-CoV-2 main protease for COVID-19 [Mpro, Protein Data Bank (PDB) code 7BQY] by a chalcone-based ligand, namely, (E)-1-(2,4-dichlorophenyl)-3-[4-(morpholin-4-yl)phenyl]prop-2-en-1-one, C19H17Cl2NO2, I, is presented. Two-dimensional (2D) LIGPLOT representations calculated for the inhibitor N3, viz. N-{[(5-methylisoxazol-3-yl)carbonyl]alanyl}-L-valyl-N 1-((1R,2Z)-4-(benzyloxy)-4-oxo-1-{[(3R)-2-oxopyrrolidin-3-yl]methyl}but-2-enyl)-L-leucinamide, and 7BQY are included for comparison with our chalcone-based complexes. The binding affinity of our cha
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