Review Article | Volume: 11, Supplement 1, March, 2021

Chalcones: A review on synthesis and pharmacological activities

Kamya Goyal Rajwinder Kaur Anju Goyal Rajendra Awasthi   

Open Access   

Published:  Feb 11, 2021

DOI: 10.7324/JAPS.2021.11s101
Abstract

Chalcone is a privileged species with medicinal significance as it consists of reactive ketoethylenic moiety –CO– CH=CH– belonging to flavonoids. The presence of a reactive α, β-unsaturated carbonyl function in chalcone and its derivatives is the reason for its pharmacological activities. Chalcones exhibit a wide spectrum of pharmacological effects such as antioxidant, antibacterial, anthelmintic, antiulcer, antiviral, insecticidal, antiprotozoal, anticancer, antiinflammatory, antidiabetic, etc. Chalcones can be synthesized by Claisen–Schmidt’s condensation, Heck’s reaction, Suzuki’s reaction, etc. The purpose of this review is to focus on the methods of synthesis of chalcones and their versatile pharmacological activities.


Keyword:     Chalcone Claisen–Schmidt condensation anticancer antimicrobial antidiabetic.


Citation:

Goyal K, Kaur R, Goyal A, Awasthi R. Chalcones: A review on synthesis and pharmacological activities. J Appl Pharm Sci, 2021; 11 (Supp 1):001–014.

Copyright: © The Author(s). This is an open-access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Reference

Abe I, Sano Y, Takahashi Y, Noguchi H. Site-directed mutagenesis of benzalacetone synthase the role of PHE215 in plant type III polyketide synthases. J Biol Chem, 2003; 278(27):25218-26. https://doi.org/10.1074/jbc.M303276200

Adole VA, Jagdale BS, Pawar TB, Sagane AA. Ultrasound promoted stereoselective synthesis of 2, 3-dihydrobenzofuran appended chalcones at ambient temperature. S Afr J Chem, 2020; 73:35-43. https://doi.org/10.17159/0379-4350/2020/v73a6

Avila-Villarreal G, Hernández-Abreu O, Hidalgo-Figueroa S, Navarrete-Vázquez G, Escalante-Erosa F, Peña-Rodríguez LM, VillalobosMolina R, Estrada-Soto S. Antihypertensive and vasorelaxant effects of dihydrospinochalcone-A isolated from lonchocarpus xuul lundell by NO production: computational and ex vivo approaches. Phytomedicine, 2013; 20(14):1241-6. https://doi.org/10.1016/j.phymed.2013.06.011

Awasthi SK, Mishra N, Kumar B, Sharma M, Bhattacharya A, Mishra LC, Bhasin VK. Potent antimalarial activity of newly synthesized substituted chalcone analogs in vitro. Med Chem Res, 2009; 18(6):407-20. https://doi.org/10.1007/s00044-008-9137-9

Balu P, Jas JS, Govindaraj M. Design and evaluation of chalconeimine derivatives as α-amylase inhibitors. Bioinformation, 2019; 15(7):523-9. https://doi.org/10.6026/97320630015523

Bandgar BP, Gawande SS, Bodade RG, Totre JV, Khobragade CN. Synthesis and biological evaluation of simple methoxylated chalcones as anticancer, anti-inflammatory and antioxidant agents. Bioorg Med Chem, 2010; 18(3):1364-70. https://doi.org/10.1016/j.bmc.2009.11.066

Baviskar BA, Baviskar BB, Shiradkar MR, Deokate UA, Khadabadi SS. Synthesis and antimicrobial activity of some vovel benzimidazolyl chalcones. Eur J Chem, 2009; 6(1):196-200. https://doi.org/10.1155/2009/746292

Beltramino R, Penenory A, Buceta AM. An open-label, randomised multicentre study comparing the efficacy and safety of CYCLO 3 FORT versus hydroxylethylrutoside in chronic venous lymphatic insufficiency. Int Angiol, 1999; 18(4):337-42.

Beltramino R, Penenory A, Buceta AM. An open-label, randomized multicenter study comparing the efficacy and safety of Cyclo 3 Fort® versus hydroxyethylrutoside in chronic venous lymphatic insufficiency. Angiol, 2000; 51(7):535-44. https://doi.org/10.1177/000331970005100702

Benouda H, Bouchal B, Challioui A, Oulmidi A, Harit T, Malek F, Riahi A, Bellaoui M, Bouammali B. Synthesis of a series of chalcones and related flavones and evaluation of their antibacterial and antifungal activities. Lett Drug Des Discov, 2019; 16(1):93-100. https://doi.org/10.2174/1570180815666180404130430

Bianco A, Cavarischia C, Farina A, Guiso M, Marra C. A new synthesis of flavonoids via Heck reaction. Tetrahedron Lett, 2003; 44(51):9107-9. https://doi.org/10.1016/j.tetlet.2003.10.060

Blass BE. KF/Al2 O3 mediated organic synthesis. Tetrahedron, 2002; 46(58):9301-20. https://doi.org/10.1016/S0040-4020(02)00992-4

Braun RU, Ansorge M, Mueller TJ. Coupling-isomerization synthesis of chalcones. Chemistry, 2006; 12(35):9081-94. https://doi.org/10.1002/chem.200600530

Bukhari SN, Butt AM, Amjad MW, Ahmad W, Shah VH, Trivedi AR. Synthesis and evaluation of chalcone analogues based pyrimidines as angiotensin converting enzyme inhibitors. Pak J Biol Sci, 2013; 16(21):1368-72. https://doi.org/10.3923/pjbs.2013.1368.1372

Burmaoglu S, Algul O, Gobek A, Aktas Anil D, Ulger M, Erturk BG, Kaplan E, Dogen A, Aslan G. Design of potent fluoro-substituted chalcones as antimicrobial agents. J Enzyme Inhib Med Chem, 2017; 32(1):490-5. https://doi.org/10.1080/14756366.2016.1265517

Calvino V, Picallo M, López-Peinado AJ, Martín-Aranda RM, Durán-Valle CJ. Ultrasound accelerated Claisen-Schmidt condensation: a green route to chalcones. Appl Surf Sci, 2006; 252(17):6071-4. https://doi.org/10.1016/j.apsusc.2005.11.006

Cancio N, Costantino AR, Silbestri GF, Pereyra MT. Ultrasoundassisted syntheses of chalcones: experimental design and optimization. In Multidisciplinary Digital Publishing Institute Proceedings, 2019, 41(1), p 13. https://doi.org/10.3390/ecsoc-23-06475

Chen JJ, Cheng MJ, Shu CW, Sung PJ, Lim YP, Cheng LY, Wang SL, Chen LC. A new chalcone and antioxidant constituents of Glycyrrhiza glabra. Chem Nat Compd, 2017; 53(4):632-4. https://doi.org/10.1007/s10600-017-2077-1

Chen YH, Wang WH, Wang YH, Lin ZY, Wen CC, Chern CY. Evaluation of the anti-inflammatory effect of chalcone & chalcone analogues in a zebrafish model. Molecules, 2013; (18):2052-60. https://doi.org/10.3390/molecules18022052

Cheng JH, Hung CF, Yang SC, Wang JP, Won SJ, Lin CN. Synthesis and cytotoxic, anti-inflammatory, and anti-oxidant activities of 2′, 5′-dialkoxylchalcones as cancer chemopreventive agents. Bioorg Med Chem, 2008; 16(15):7270-6. https://doi.org/10.1016/j.bmc.2008.06.031

Cheng MS, Li R, Kenyon G. A solid phase synthesis of chalcones by claisen-schmidt condensations. Chin Chem Lett, 2000; 11(10):851-4.

Choudhary AN, Kumar A, Juygal V. Design, Synthesis and evaluation of chalcone derivatives as anti-inflammatory, antioxidant and antiulcer agents. Lett Drug Des Discov, 2012; 9(5):479-88. https://doi.org/10.2174/157018012800389368

Dhar R, Kimseng R, Chokchaisiri R, Hiransai P, Utaipan T, Suksamrarn A, Chunglok W. 2′, 4-Dihydroxy-3′, 4′, 6′-trimethoxychalcone from chromolaena odorata possesses anti-inflammatory effects via inhibition of NF-κB and p38 MAPK in lipopolysaccharide-activated RAW 264.7 macrophages. Immunopharmacol Immunotoxicol, 2018; 40(1):43- 51. https://doi.org/10.1080/08923973.2017.1405437

Echeverria C, Santibañez JF, Donoso-Tauda O, Escobar C, Ramirez-Tagle R. Structural antitumoral activity relationships of synthetic chalcones. Int J Mol Sci, 2009; 10(1):221-31. https://doi.org/10.3390/ijms10010221

Emayavaramban M, Santhi N, Gopi C, Manivannan C, Raguraman A. Synthesis, characterization and anti-diabetic activity of 1, 3, 5-triaryl-2-pyrazolines in acetic acid solution under ultrasound irradiation. Int Lett Chem Phys Astron, 2013; 9:172-85. https://doi.org/10.18052/www.scipress.com/ILCPA.14.172

Fringuelli F, Pizzo F, Vittoriani C, Vaccaro L. Polystyrylsupported TBD as an efficient and reusable catalyst under solvent-free conditions. Chem Commun, 2004; (23):2756-7. https://doi.org/10.1039/b409808k

Fu ZY, Jin QH, Qu YL, Guan LP. Chalcone derivatives bearing chromen or benzo [f] chromen moieties: design, synthesis and evaluations of anti-inflammatory, analgesic, selective COX-2 inhibitory activities. Bioorg Med Chem Lett, 2019; 29:1909-12. https://doi.org/10.1016/j.bmcl.2019.05.051

Gall EL, Texier-Boullet F, Hamelin J. Simple access to α, β unsaturated ketones by acid-catalyzed solvent-free reactions. Synth Commun, 1999; 29(20):3651-7. https://doi.org/10.1080/00397919908086000

Gan FF, Zhang R, Ng HL, Karuppasamy M, Seah W, Yeap WH, Ong SM, Hadadi E, Wong SC, Chui WK, Chew EH. Novel dual-targeting anti-proliferative dihydrotriazine-chalcone derivatives display suppression of cancer cell invasion and inflammation by inhibiting the NF-κB signaling pathway. Food Chem Toxicol, 2018; 116:238-48. https://doi.org/10.1016/j.fct.2018.04.003

Gaonkar SL, Vignesh UN. Synthesis and pharmacological properties of chalcones: a review. Res Chem Intermediat, 2017; 43(11):6043-77. https://doi.org/10.1007/s11164-017-2977-5

Gaur R, Yadav KS, Verma RK, Yadav NP, Bhakuni RS. In vivo anti-diabetic activity of derivatives of isoliquiritigenin and liquiritigenin. Phytomedicine, 2014; 21(4):415-22. https://doi.org/10.1016/j.phymed.2013.10.015

Gerhauser C. Cancer chemopreventive potential of apples, apple juice and apple components. Planta Med, 2008; 74(13):1608-24. https://doi.org/10.1055/s-0028-1088300

Hasan SA, Elias AN, Jwaied AH, Khuodaer AR, Hussain SA. Synthesis of new fluorinated chalcone derivative with anti-inflammatory Activity. Int J Pharm Pharm Sci, 2012; 4(5):430-4.

Higuchi K, Watanabe T, Tanigawa T, Tominaga K, Fujiwara Y, Arakawa T. Sofalcone, a gastroprotective drug, promotes gastric ulcer healing following eradication therapy for Helicobacter pylori: a randomized controlled comparative trial with cimetidine, an H2 -receptor antagonist. J Gastroenterol Hepatol, 2010; 25:S155-60. https://doi.org/10.1111/j.1440-1746.2010.06232.x

Hofmann E, Webster J, Do T, Kline R, Snider L, Hauser Q, Higginbottom G, Campbell A, Ma L, Paula S. Hydroxylated chalcones with dual properties: xanthine oxidase inhibitors and radical scavengers. Bioorg Med Chem, 2016; 24(4):578-87. https://doi.org/10.1016/j.bmc.2015.12.024

Hsieh CT, Hsieh TJ, El-Shazly M, Chuang DW, Tsai YH, Yen CT, Wu SF, Wu YC, Chang FR. Synthesis of chalcone derivatives as potential anti-diabetic agents. Bioorg Med Chem Lett, 2012; 22(12):3912-5. https://doi.org/10.1016/j.bmcl.2012.04.108

Hsieh CY, Ko PW, Chang YJ, Kapoor M, Liang YC, Lin HH, Horng JC, Hsu MH. Design and synthesis of benzimidazole-chalcone derivatives as potential anticancer agents. Molecules, 2019; 24(18):3259. https://doi.org/10.3390/molecules24183259

Hsieh CT, Ötvös SB, Wu YC, Mándity IM, Chang FR, Fülöp F. Highly selective continuous flow synthesis of potentially bioactive deuterated chalcone derivatives. Chempluschem, 2015; 80(5):859-64. https://doi.org/10.1002/cplu.201402426

Insuasty B, Ramírez J, Becerra D, Echeverry C, Quiroga J, Abonia R, Robledo SM, Vélez ID, Upegui Y, Munoz JA, Ospina V. An efficient synthesis of new caffeine-based chalcones, pyrazolines and pyrazolo [3, 4-b][1, 4] diazepines as potential antimalarial, antitrypanosomal and antileishmanial agents. Euro J Med Chem, 2015; 93:401-13. https://doi.org/10.1016/j.ejmech.2015.02.040

Kakati D, Sarma JC. Microwave assisted solvent free synthesis of 1, 3-diphenylpropenones. Chem Cent J, 2011; 5(1):8-12. https://doi.org/10.1186/1752-153X-5-8

Kaur H, Narasimhan B. Synthesis, characterization, antimicrobial and antioxidant potential of diazenyl chalcones. Curr Top Med Chem, 2018; 18(10):844-56. https://doi.org/10.2174/1568026618666180626095714

Ketabforoosh SH, Kheirollahi A, Safavi M, Esmati N, Ardestani SK, Emami S, Firoozpour L, Shafiee A, Foroumadi A. Synthesis and anticancer activity evaluation of new dimethoxylated chalcone & flavanone analogs. Arch Pharm (Weinheim), 2014; 347(11):853-60. https://doi.org/10.1002/ardp.201400215

Khanapure S, Jagadale M, Bansode P, Choudhari P, Rashinkar G. Anticancer activity of ruthenocenyl chalcones and their molecular docking studies. J Mol Struct, 2018; 1173:142-7. https://doi.org/10.1016/j.molstruc.2018.06.091

Kolot C, Rodriguez-Mateos A, Feliciano R, Bottermann K, Stahl W. Bioavailability of naringenin chalcone in humans after ingestion of cherry tomatoes. Int J Vitam Nutr Res, 2019; 90(5-6):411-6. https://doi.org/10.1024/0300-9831/a000574

Kostanecki SV, Tambor J. Synthesis, characterization and biological evaluation of some novel chalcone derivatives containing imidazo[1,2-a]pyridine moiety. J Chem Ber, 1899; 32:1921-9.

Kumar C, Loh WS, Ooi C, Quah C, Fun HK. Structural correlation of some heterocyclic chalcone analogues and evaluation of their antioxidant potential. Molecules, 2013; 18(10):11996-2011. https://doi.org/10.3390/molecules181011996

Kumar H, Devaraji V, Joshi R, Jadhao M, Ahirkar P, Prasath R, Bhavana P, Ghosh SK. Antihypertensive activity of a quinoline appended chalcone derivative and its site specific binding interaction with a relevant target carrier protein. RSC Adv, 2015; 5(80):65496-513. https://doi.org/10.1039/C5RA08778C

Kumar N, Chauhan LS. Synthesis and anticonvulsant activity of some flavones incorporated hydrazide derivatives. Int J Pharm Clin Res, 2015; 7(4):317-22.

Lal K, Yadav P, Kumar A, Kumar A, Paul AK. Design, synthesis, characterization, antimicrobial evaluation and molecular modeling studies of some dehydroacetic acid-chalcone-1, 2, 3-triazole hybrids. Bioorg Chem, 2018; 77:236-44. https://doi.org/10.1016/j.bioorg.2018.01.016

Li J, Li D, Xu Y, Guo Z, Liu X, Yang H, Wu L, Wang L. Design, synthesis, biological evaluation, and molecular docking of chalcone derivatives as anti-inflammatory agents. Bioorg Med Chem Lett, 2017; 27(3):602-6. https://doi.org/10.1016/j.bmcl.2016.12.008

Li JT, Yang WZ, Wang SX, Li SH, Li TS. Improved synthesis of chalcones under ultrasound irradiation. Ultrason Sonochem, 2002; 9(5):237-9. https://doi.org/10.1016/S1350-4177(02)00079-2

Liu M, Wilairat P, Go ML. Antimalarial alkoxylated and hydroxylated chalones: structure−activity relationship analysis. J Med Chem, 2001; 44(25):4443-52. https://doi.org/10.1021/jm0101747

Liu Y, Lund JA, Murch SJ, Brown PN. Single-lab validation for determination of kavalactones and flavokavains in piper methysticum (Kava). Planta Med, 2018; 84(16):1213-8. https://doi.org/10.1055/a-0637-2400

Mahapatra DK, Bharti SK, Asati V. Chalcone derivatives: antiinflammatory potential and molecular targets perspectives. Curr Top Med Chem, 2017; 17(28):3146-69. https://doi.org/10.2174/1568026617666170914160446

Mahapatra DK, Bharti SK, Asai V. Chalcone scaffolds as antiinfective agents: structural and molecular target perspectives. Eur J Med Chem, 2015; 101:496-524. https://doi.org/10.1016/j.ejmech.2015.06.052

Mariadoss AV, Vinyagam R, Rajamanickam V, Sankaran V, Venkatesan S, David E. Pharmacological aspects and potential use of phloretin: a systemic review. Mini Rev Med Chem, 2019; 19(13):1060-7. https://doi.org/10.2174/1389557519666190311154425

Md Idris MH, Amin SNM, Selvaraj M, Jamari H, Kek TL. Highthroughput structure-based drug design of Chalcones Scaffolds as dual inhibitor of cyclooxygenase-2 and microsomal prostaglandin E synthase-1. J Pharm Sci Emerg Drugs, 2018; 6(1):1-14. https://doi.org/10.4172/2380-9477.1000128

Min J, Li X, HuANG KE, Tang H, Ding X, Qi C, Qin X, Xu ZH. Phloretin induces apoptosis of non-small cell lung carcinoma A549 cells via JNK1/2 and p38 MAPK pathways. Oncol Rep, 2015; 34(6):2871-9. https://doi.org/10.3892/or.2015.4325

Mistry RN, Desai KR. Microwave studies on synthesis of some new heterocyclic chalcone and pyrimidine-2-thione derivatives and their antibacterial activity. Asian J Chem, 2004; 16(1):201. https://doi.org/10.1155/2005/953107

Monga V, Goyal K, Steindel M, Malhotra M, Rajani DP, Rajani SD. Synthesis and evaluation of new chalcones, derived pyrazoline and cyclohexenone derivatives as potent antimicrobial, antitubercular and antileishmanial agents. Med Chem Res, 2014; 23(4):2019-32. https://doi.org/10.1007/s00044-013-0803-1

Murti Y, Goswam A, Mishra P. Synthesis and antioxidant activity of some chalcones and flavanoids. Inter J Pharm Tech Res, 2013; 5:811-8.

Ngameni B, Kuete V, Ambassa P, Justin K, Marlyse ML, Tchoukoua A, Roy R, Ngadjui BT, Tetsuya M. Synthesis and evaluation of anticancer activity of O-allyl chalcone derivatives. Med Chem, 2013; 3(3):233-7.

Ötvös S, Hsieh CT, Wu YC, Li JH, Chang FR, Fülöp F. Continuous-flow synthesis of deuterium-labelled antidiabetic chalcones: Studies towards the selective deuteration of the alkynone core. Molecules, 2016; 21(3):318-28. https://doi.org/10.3390/molecules21030318

Özdemir A, Altıntop MD, Sever B, Gençer HK, Kapkaç HA, Atlı Ö, Baysal M. A new series of pyrrole-based chalcones: synthesis and evaluation of antimicrobial activity, cytotoxicity and genotoxicity. Molecules, 2017; 22(12):2112. https://doi.org/10.3390/molecules22122112

Padaratz P, Fracasso M, De Campos-Buzzi F, Corrêa R, Niero R, Monache FD, Cechinel-Filho V. Antinociceptive activity of a new benzofuranone derived from a chalcone. Basic Clin Pharmacol Toxicol, 2009; 105(4):257-61. https://doi.org/10.1111/j.1742-7843.2009.00441.x

Pingaew R, Saekee A, Mandi P, Nantasenamat C, Prachayasittikul S, Ruchirawat S, Prachayasittikul V. Synthesis, biological evaluation and molecular docking of novel chalcone-coumarin hybrids as anticancer and antimalarial agents. Euro J Med Chem, 2014; 85:65-76. https://doi.org/10.1016/j.ejmech.2014.07.087

Pinner KD, Wales CT, Gristock RA, Vo HT, So N, Jacobs AT. Flavokawains A and B from kava (Piper methysticum) activate heat shock and antioxidant responses and protect against hydrogen peroxide-induced cell death in HepG2 hepatocytes. Pharm Biol, 2016; 54(9):1503-12. https://doi.org/10.3109/13880209.2015.1107104

Polo E, Ibarra-Arellano N, Prent-Peñaloza L, Morales-Bayuelo A, Henao J, Galdámez A, Gutiérrez M. Ultrasound-assisted synthesis of novel chalcone, heterochalcone and bis-chalcone derivatives and the evaluation of their antioxidant properties and as acetylcholinesterase inhibitors. Bioorg Chem. 2019; 90:103034. https://doi.org/10.1016/j.bioorg.2019.103034

Prasad YR, Kumar PP, Kumar PR, Rao AS. Synthesis and antimicrobial activity of some new chalcones of 2-acetyl pyridine. J Chem, 2008; 5(1):144-8. https://doi.org/10.1155/2008/602458

Rahman A, Qureshi R, Kiran M, Ansari FL. Electron affinities, solvation energies and redox potentials of some chalcones: substituents' effect and correlation with semi-empirical MO energies. Turk J Chem, 2007; 31(1): 25-34.

Rajput SS, Sayyed RA. Synthesis and evaluation of antimicrobial activity of some novel chalcones of 2,6-dichloro-4-trifluoro methyl aniline. Heterocycl Lett, 2017; 7(2):333-9.

Rammohan A, Reddy JS, Sravya G, Rao CN, Zyryanov GV. Chalcone synthesis, properties and medicinal applications: a review. Environ Chem Lett, 2020; 18:433-58. https://doi.org/10.1007/s10311-019-00959-w

Rathore MM, Rajput PR, Parhate VV. Synthesis and antimicrobial activity of some chalcones and flavones. Int J Chem Phys Sci, 2015; (4):473-7.

Reddy AK, Kathale NE. Synthesis, Characterization and antiinflammatory activity of chalcone derivatives linked with Apocynin and 5-nitrofuran moiety. Asian J Chem, 2018; 30(2):312-6. https://doi.org/10.14233/ajchem.2018.20950

Reiland H, Slavin J. Systematic review of pears and health. Nutr Today, 2015; 50(6):301-5. https://doi.org/10.1097/NT.0000000000000112

Rossi GV, Avellino JD. An evaluation of the antihistaminic activity of a new series of chalcone derivatives. Am J Pharm Sci Support Public Health, 1957; 129(9):324-31.

Rueping M, Bootwicha T, Baars H, Sugiono E. Continuous-flow hydration-condensation reaction: Synthesis of α, β-unsaturated ketones from alkynes and aldehydes by using a heterogeneous solid acid catalyst. Beilstein J Org Chem, 2011; 7(1):1680-7. https://doi.org/10.3762/bjoc.7.198

Sahu NK, Balbhadra SS, Choudhary J, Kohli DV. Exploring pharmacological significance of chalcone scaffold: a review. Curr Med Chem, 2012; 19(2):209-25. https://doi.org/10.2174/092986712803414132

Sasaki C, Ichitani M, Kunimoto KK, Asada C, Nakamura Y. Extraction of arbutin and its comparative content in branches, leaves, stems and fruits of Japanese pear Pyrus pyrifolia cv. Kousui. Biosci Biotechnol Biochem, 2014; 78(5):874-7. https://doi.org/10.1080/09168451.2014.893185

Sashidhara KV, Kumar A, Kumar M, Sarkar J, Sinha S. Synthesis and in vitro evaluation of novel coumarin-chalcone hybrids as potential anticancer agents. Bioorg Med Chem Lett, 2010; 20(24):7205-11. https://doi.org/10.1016/j.bmcl.2010.10.116

Sayed M, Kamal El-Dean AM, Ahmed M, Hassanien R. Synthesis, characterization, and screening for anti-inflammatory and antimicrobial activity of novel indolyl chalcone derivatives. J Heterocycl Chem, 2018; 55(5):1166-75. https://doi.org/10.1002/jhet.3149

Selepe M, Van Heerden F. Application of the Suzuki-Miyaura reaction in the synthesis of flavonoids. Molecules, 2013; 18(4):4739-65. https://doi.org/10.3390/molecules18044739

Sharma CS, Shekhawat KS, Chauhan CS, Kumar N. Synthesis and anticonvulsant activity of some chalcone derivatives. J Chem Pharm Res, 2013; 5(10):450-4.

Shukla P, Satyanarayana M, Verma PC, Tiwari J, Dwivedi AP, Srivastava R, Rehuja N, Srivastava SP, Gautam S, Tamrakar AK, Dwivedi AK. Chalcone-based aryloxypropanolamine as a potential antidiabetic and antidyslipidaemic agent. Curr Sci, 2017; 112:1675-89. https://doi.org/10.18520/cs/v112/i08/1675-1689

Siddiqui AA, Rahman MA, Shaharyar M, Mishra R. Synthesis and anticonvulsant activity of some substituted 3, 5-diphenyl-2-pyrazoline1-carboxamide derivatives. Chem Sci J, 2010; 8:1-10.https ://doi.org/10.4172/2150-3494.1000006

Slimestad R, Verheul M. Properties of chalconaringenin and rutin isolated from cherry tomatoes. J Agric Food Chem, 2011; 59(7):3180-5. https://doi.org/10.1021/jf104045k

Srivastava YK. Ecofriendly microwave assisted synthesis of some chalcones. Rasayan J, Chem, 2008; 1(4):884-6.

Straub TS. Epoxidation of α, β-unsaturated ketones with sodium perborate. Tetrahedron Lett, 1995; 36(5):663-4. https://doi.org/10.1016/0040-4039(94)02346-D

Syahri J, Nasution H, Nurohmah BA, Purwono B, Yuanita E. Aminoalkylated chalcone: synthesis, biological evaluation, and docking simulation as potent antimalarial agents. J Appl Pharm Sci, 2020; 10(06):001-5. https://doi.org/10.7324/JAPS.2020.10601

Takahashi S, Kuroyama Y, Sonogashira K, Hagihara N. A convenient synthesis of ethynylarenes and diethynylarenes. Synthesis, 1980; 1980(08):627-30. https://doi.org/10.1055/s-1980-29145

Venkataramireddy V, Shankaraiah V, Rao AT, Kalyani C, Narasu ML, Varala R, Jayashree A. Synthesis and anti-cancer activity of novel 3-aryl thiophene-2-carbaldehydes and their aryl/heteroaryl chalcone derivatives. Rasayan J Chem, 2016; 9(1):31-9.

Wan Z, Hu D, Li P, Xie D, Gan X. Synthesis, antiviral bioactivity of novel 4-thioquinazoline derivatives containing chalcone moiety. Molecules, 2015; 20(7):11861-74. https://doi.org/10.3390/molecules200711861

Wani ZA, Pathania AS, Mahajan G, Behl A, Mintoo MJ, Guru SK, Viswanath A, Malik F, Kamal A, Mondhe DM. Anticancer activity of a novel quinazolinone-chalcone derivative through cell cycle arrest in pancreatic cancer cell line. J Solid Tumors, 2015; 5(2):73-85.
https://doi.org/10.5430/jst.v5n2p73

Weindorf N, Schultz-Ehrenburg U. Controlled study of increasing venous tone in primary varicose veins by oral administration of Ruscus aculeatus and trimethylhespiridinchalcone. Z Hautkr, 1987; 62(1):28-38.

Won SJ, Liu CT, Tsao LT, Weng JR, Ko HH, Wang JP, Lin CN. Synthetic chalcones as potential anti-inflammatory and cancer chemopreventive agents. Eur J Med Chem, 2005; 40(1):103-12. https://doi.org/10.1016/j.ejmech.2004.09.006

Wu JZ, Cheng CC, Shen LL, Wang ZK, Wu SB, Li WL, Chen SH, Zhou RP, Qiu PH. Synthetic chalcones with potent antioxidant ability on H2 O2 -induced apoptosis in PC12 cells. Int J Mol Sci, 2014; 15(10):18 525-39. https://doi.org/10.3390/ijms151018525

Wu XF, Neumann H, Spannenberg A, Schulz T, Jiao H, Beller M. Development of a general palladium-catalyzedcarbonylative Heck reaction of aryl halides. J Am Chem Soc, 2010; 132(41):14596-602. https://doi.org/10.1021/ja1059922

Xu LW, Li L, Xia CG, Zhao PQ. Efficient coupling reactions of arylalkynes and aldehydes leading to the synthesis of enones. Helv Chim Acta, 2004; 87(12):3080-4. https://doi.org/10.1002/hlca.200490276

Zhang XW, Zhao DH, Quan YC, Sun LP, Yin XM, Guan LP. Synthesis and evaluate of anti-inflammatory activity of substituted chalcone derivatives. Med Chem Res, 2010; 19(4):403-12. https://doi.org/10.1007/s00044-009-9202-z

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