Comprehensive Study of Chalcone Derivatives

Authors

  • Dudhe A. R. Nagpur college of Pharmacy, Hingna Rd, Wanadongri, Nagpur, Maharashtra
  • Randhe S. Nagpur college of Pharmacy, Hingna Rd, Wanadongri, Nagpur, Maharashtra
  • Ambekar T. Nagpur college of Pharmacy, Hingna Rd, Wanadongri, Nagpur, Maharashtra, India
  • Mayuri Deshmukh Nagpur college of Pharmacy, Hingna Rd, Wanadongri, Nagpur, Maharashtra, India
  • Dudhe R. Adarsh Institute of Pharmacy, Nandanvan, Nagpur, Maharashtra

DOI:

https://doi.org/10.61554/ijnrph.v1i2.2023.30

Abstract

Chalcones are flavonoid molecules that exist naturally and are essentially plant substances. These are the chemical compounds that have demonstrated a variety of intriguing biological actions with therapeutic potential against a variety of ailments. Anthranilic acid and orthophenylene diamine combine to produce benzimidazole. Additionally, the benzimidazole acetylated product goes via Claisen-Schmidt condensation with aryl aldehyde to create the respective chalcones. Due to phenolic groups and the existence of α, β unsaturated carbonyl groups, naturally occurring chalcones are polyhydroxylated in the aryl ring and exhibit a variety of biological activities, including antioxidant, antibacterial, antiinflammatory, and anticancer properties. Being natural precursors, chalcones are intermediates that are crucial for the synthesis of flavones. This review article emphasizes on the informative aspects, methods of synthesis, biological activities and applications of Chalcones.

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...

Keywords:

Chalcones, Synthesis, Activity, Phenolic, Flavones.

Downloads

Published

2023-12-30

How to Cite

A. R., D., S., R., T., A., Deshmukh, M., & R., D. (2023). Comprehensive Study of Chalcone Derivatives: . International Journal of Newgen Research in Pharmacy & Healthcare, 1(2), 86–95. https://doi.org/10.61554/ijnrph.v1i2.2023.30

Issue

Section

Articles

References

de Castro CCB, Costa PS, Laktin GT, de Carvalho PHD, Geraldo RB, de Moraes J, et al. Cardamonin, a schistosomicidal chalcone from Piper aduncum L. (Piperaceae) that inhibits Schistosoma mansoni ATP diphosphohydrolase. Phytomedicine [Internet]. 2015;22(10):921–8. Available from: http://dx.doi.org/10.1016/j.phymed.2015.06.0 09 DOI: https://doi.org/10.1016/j.phymed.2015.06.009

Zhuang C, Zhang W, Sheng C, Zhang W, Xing C, Miao Z. Chalcone: A privileged structure in medicinal chemistry. Chem Rev [Internet]. 2017;117(12):7762–810. Available from: http://dx.doi.org/10.1021/acs.chemrev.7b0002 0 DOI: https://doi.org/10.1021/acs.chemrev.7b00020

Tamura H. Tamura H Anti-inflammatory activity of flavonoids in Nepalese propolis is attributed to inhibition of the IL-33 signaling pathway.

Wang Z, Wang N, Han S, Wang D, Mo S, Yu L, et al. Dietary compound isoliquiritigenin inhibits breast cancer neoangiogenesis via VEGF/VEGFR-2 signaling pathway. PLoS One [Internet]. 2013;8(7):e68566. Available from: http://dx.doi.org/10.1371/journal.pone.006856 6 DOI: https://doi.org/10.1371/journal.pone.0068566

Yang EB, Zhang K, Cheng LY, Mack P. Butein, a specific protein tyrosine kinase inhibitor. Biochem Biophys Res Commun [Internet]. 1998;245(2):435–8. Available from: http://dx.doi.org/10.1006/bbrc.1998.8452 DOI: https://doi.org/10.1006/bbrc.1998.8452

Washiyama M, Sasaki Y, Hosokawa T, Nagumo S. Anti-inflammatory constituents of sappan Lignum. Biol Pharm Bull [Internet]. 2009;32(5):941–4. Available from: http://dx.doi.org/10.1248/bpb.32.941 DOI: https://doi.org/10.1248/bpb.32.941

Oh KY, Lee JH, Curtis-Long MJ, Cho JK, Kim JY, Lee WS, et al. Glycosidase inhibitory phenolic compounds from the seed of Psoralea corylifolia. Food Chem [Internet]. 2010;121(4):940–5. Available from: http://dx.doi.org/10.1016/j.foodchem.2010.01. 022 DOI: https://doi.org/10.1016/j.foodchem.2010.01.022

Elkanzi NAA, Hrichi H, Alolayan RA, Derafa W, Zahou FM, Bakr RB. Synthesis of chalcones derivatives and their biological activities: A review. ACS Omega [Internet]. 2022;7(32):27769–86. Available from: http://dx.doi.org/10.1021/acsomega.2c01779 DOI: https://doi.org/10.1021/acsomega.2c01779

Tekale S, Mashele S, Pooe O, Thore S, Kendrekar P, Pawar R. Biological role of chalcones in medicinal chemistry. In: Vector- Borne Diseases - Recent Developments in Epidemiology and Control. IntechOpen; 2020. DOI: https://doi.org/10.5772/intechopen.91626

Antibacterial activity of three newlysynthesized chalcones & synergism with antibiotics against clinical isolates of methicillin-resistant Staphylococcus aureus. Indian J Med Res.

Suwito H, Mustofa, Ni ’., Puspaningsih N, Puspaningsih N. Anticancer and antimicrobial activity of methoxy amino chalcone derivatives. 2015;7:89–94.

Novel quinoxalinyl chalcone hybrid scaffolds as enoyl ACP reductase inhibitors: Synthesis, molecular docking and biological evaluation Bioorganic & Medicinal Chemistry Letters. Bioorganic & Medicinal Chemistry Letters.

Lal K, Yadav P, Kumar A, Kumar A, Paul AK. Design, synthesis, characterization, antimicrobial evaluation and molecular modeling studies of some dehydroacetic acidchalcone- 1,2,3-triazole hybrids. Bioorg Chem [Internet]. 2018;77:236–44. Available from: http://dx.doi.org/10.1016/j.bioorg.2018.01.016 DOI: https://doi.org/10.1016/j.bioorg.2018.01.016

Alrohily WD, Habib ME, El-Messery SM, Alqurshi A, El-Subbagh H, Habib E-SE. Antibacterial, antibiofilm and molecular modeling study of some antitumor thiazole based chalcones as a new class of DHFR inhibitors. Microb Pathog [Internet]. 2019;136(103674):103674. Available from: http://dx.doi.org/10.1016/j.micpath.2019.1036 74 DOI: https://doi.org/10.1016/j.micpath.2019.103674

Burmaoglu S, Algul O, Gobek A, Aktas Anil D, Ulger M, Erturk BG, et al. Design of potent fluoro-substituted chalcones as antimicrobial agents. J Enzyme Inhib Med Chem [Internet]. 2017;32(1):490–5. Available from: http://dx.doi.org/10.1080/14756366.2016.126 5517 DOI: https://doi.org/10.1080/14756366.2016.1265517

Tang Y-L, Li Y-K, Li M-X, Gao H, Yang X-B, Mao Z-W. Synthesis of new piperazine substituted chalcone sulphonamides as antibacterial agents. Curr Org Synth [Internet]. 2020;17(2):136–43. Available from: http://dx.doi.org/10.2174/1570179417666191 227115207 DOI: https://doi.org/10.2174/1570179417666191227115207

Synthesis of Novel Diarylsulfonylureachalcone Hybrid Molecules with Potential In Vitro Antimicrobial Activity. Synthesis of Novel Diarylsulfonylureachalcone Hybrid Molecules with Potential In Vitro Antimicrobial Activity, Asian Journal of Pharmaceutics.

Illicachi L, Montalvo-Acosta J, Insuasty A, Quiroga J, Abonia R, Sortino M, et al. Synthesis and DFT Calculations of Novel Vanillin-Chalcones and Their 3-Aryl-5-(4-(2- (dimethylamino)-ethoxy)-3-methoxyphenyl)- 4,5-dihydro-1H-pyrazole-1-carbaldehyde Derivatives as Antifungal Agents. Molecules [Internet]. 2017;22(9):1476. Available from: http://dx.doi.org/10.3390/molecules22091476 DOI: https://doi.org/10.3390/molecules22091476

Patel RV, Mistry BM, Syed R, Parekh NM, Shin H-S. Phenylsulfonyl piperazine bridged [1,3]dioxolo[4,5-g]chromenones as promising antiproliferative and antioxidant agents. Bioorg Chem [Internet]. 2019;87:23–30. Available from: http://dx.doi.org/10.1016/j.bioorg.2019.03.002 DOI: https://doi.org/10.1016/j.bioorg.2019.03.002

Wang G, Liu W, Gong Z, Huang Y, Li Y, Peng Z. Synthesis, biological evaluation, and molecular modelling of new naphthalenechalcone derivatives as potential anticancer agents on MCF-7 breast cancer cells by targeting tubulin colchicine binding site. J Enzyme Inhib Med Chem [Internet]. 2020;35(1):139–44. Available from: http://dx.doi.org/10.1080/14756366.2019.169 0479 DOI: https://doi.org/10.1080/14756366.2019.1690479

Dong N, Liu X, Zhao T, Wang L, Li H, Zhang S, et al. Apoptosis-inducing effects and growth inhibitory of a novel chalcone, in human hepatic cancer cells and lung cancer cells. Biomed Pharmacother [Internet]. 2018;105:195–203. Available from: http://dx.doi.org/10.1016/j.biopha.2018.05.12 6 DOI: https://doi.org/10.1016/j.biopha.2018.05.126

Gupta S, Maurya P, Upadhyay A, Kushwaha P, Krishna S, Siddiqi MI, et al. Synthesis and bio-evaluation of indole-chalcone based benzopyrans as promising antiligase and antiproliferative agents. Eur J Med Chem [Internet]. 2018;143:1981–96. Available from: http://dx.doi.org/10.1016/j.ejmech.2017.11.01 5 DOI: https://doi.org/10.1016/j.ejmech.2017.11.015

Castaño LF, Cuartas V, Bernal A, Insuasty A, Guzman J, Vidal O, et al. New chalconesulfonamide hybrids exhibiting anticancer and antituberculosis activity. Eur J Med Chem [Internet]. 2019;176:50–60. Available from: http://dx.doi.org/10.1016/j.ejmech.2019.05.01 3 DOI: https://doi.org/10.1016/j.ejmech.2019.05.013

Mujahid M, Yogeeswari P, Sriram D, Basavanag UMV, Díaz-Cervantes E, Córdoba- Bahena L, et al. Spirochromone-chalcone conjugates as antitubercular agents: synthesis, bio evaluation and molecular modeling studies. RSC Adv [Internet]. 2015;5(129):106448–60. Available from: http://dx.doi.org/10.1039/c5ra21737g DOI: https://doi.org/10.1039/C5RA21737G

Lagu SB, Yejella RP, Nissankararao S, Bhandare RR, Golla VS, Subrahmanya Lokesh BV, et al. Antitubercular activity assessment of fluorinated chalcones, 2- aminopyridine-3-carbonitrile and 2-amino-4Hpyran- 3-carbonitrile derivatives: In vitro, molecular docking and in-silico drug likeliness studies. PLoS One [Internet]. 2022;17(6):e0265068. Available from: http://dx.doi.org/10.1371/journal.pone.026506 8 DOI: https://doi.org/10.1371/journal.pone.0265068

Zhang Y, Wu J, Ying S, Chen G, Wu B, Xu T, et al. Discovery of new MD2 inhibitor from chalcone derivatives with anti-inflammatory effects in LPS-induced acute lung injury. Sci Rep [Internet]. 2016;6(1). Available from: http://dx.doi.org/10.1038/srep25130 DOI: https://doi.org/10.1038/srep25130

Most read articles by the same author(s)