A Chalcones: Promising Precursor in Chemistry of Heterocycles -Short Review
Keywords:Chalcones, flavonoids, pigment, precursor, biological activities
Chalcones derivatives are α, β-unsaturated ketones with the reactive ketoethylenic i.e.1, 3- diaryl-2- propen-1-ones (Ar-CH=CH-CO-Ar) group. They are coloured used as a natural pigment. It is one of the most important classes of flavonoids & iso-flavonoids across the whole edible plant kingdom. It is the oldest but remains popular in the 21st century due to a large number of replaceable hydrogens that allows a large number of derivatives. They bear excellent quality precursors because of this reason a variety of new heterocyclic compounds were synthesized. The purpose of this review is to provide an overview of some derivatives of chalcones.
Sahu N. K., Balbhadra S. S., Choudhary J., Kohli D. V. Exploring Pharmacological significance of chalcone scaffold: A review. Curr. Med. Chem. 2012; 19:209-225. Doi:10.2174/092986712803414132 PMid:22320299
A. R. Kartizsky, A. F. Pozharskii (Hand book of heterocyclic Chemistry-II-edition) Pergamon press; New York, 2000.
D. N. Dhar, V. P. Gupta, J. Ind. Chem. Soc., 1971, 9, 818., Dhar, D. N., The Chemistry of chalcones & related compounds, edited by (John Wiley & Sons, New York) 1951.
J. F. Ballesteros, M. J. Sanz, M. A. Miranda, S. Iborra M. Paya, M. J. Alcarz Synthesis and Pharmacological Evaluation of 2’-Hydroxychalcones and Flavones as Inhibitors of Inflammatory Mediators Generation, J. Med. Chem., 1995, 38, 14, 2794-2797. https://doi.org/10.1021/jm00014a032 PMid:7629818
I. S. Arty, Synthesis of benzylideneacetophenones and their inhibition of lipid peroxidation, Eur. J. Med. Chem.2000, 35, 449. https://doi.org/10.1016/S0223-5234(00)00137-9
H. Malik, synthesis & Bioefficacy evaluation of 2-[4-(3-arylprop-2-enoyl) phenoxy]-n-substituted acetamides and 2- [4-(5-aryl-4, 5-dihydro-1H pyrazol-3-yl)-phenoxy] acetic acid hydrazides as potential Pesticides, Ind. J. Chem., 2001,40B, 682-687.
J. F. Ballesteros, M. J. Sanz, M. A. Miranda, S. Iborra M. Paya, M. J. Alcarz Synthesis and Pharmacological Evaluation of 2’-Hydroxychalcones and Flavones as Inhibitors of Inflammatory Mediators Generation, J. Med. Chem., 1995, 38, 14, 2794-2797. https://doi.org/10.1021/jm00014a032
P. W. H. Chan., S. Kamijo, Y. Yamamoto, Synthesis of Chalcone and its Derivatives are reported to have insect repellent properties, Syn. Lett., 2001, (114) SI, 910-913.
H. Obara and H. Takahashi, Bull. Chem. Soc. Jpn., 1967,40,1012. https://doi.org/10.1246/bcsj.40.1012
Jain N, Krishnamurthy HG (1999). Ind. J. Chem., 38B, 1237-1241.
Rajendra Sandipan Shinde, Satish Ashruba Dake,, Rajendra Pundalikrao Pawar, Design, Synthesis and Antimicrobial Activity of Some Triazine Chalcone Derivatives; Anti-Infective Agents, 2019,17,17. DOI:10.2174/22113525176661907101151111
Pawan kumar Padarthi & Elangovan Namasivayam, Synthesis and Biological evaluation of Chalcones from 2-Acetyl-5- Methyl furan, International Journal of Pharmaceutical Science and Research, 2013; Vol. 4(7); 2629-2638. https://doi.org/10.13040/IJPSR.0975-8232.4(7).2629-38
Mohammed Rayees Ahmada, V. Girija Sastrya, Nasreen Banob, Syed, Synthesis of novel chalcone derivatives by conventional and microwave irradiation method and their pharmacological activities, Arabian Journal of Chemistry 2016, Vol.9 S931-S935. https://doi.org/10.1016/j.arabjc.2011.09.002
Sharda Sharma; Renuka Jain; Chetali Chawla; Synthesis and biological activities of some benzodiazepines Derivatives, J. Chem. Pharm. Res., 2013,5(7):46-45; ISSN:0975-7384 CODEN(USA): JCPRC5.
Carlos A.. Escobar; Oscar Donoso-Tauda, Ramiro Araya-Maturana & Dieter sicker; synthesis of 1,5-Benzodiazepines with unusual Substitution Pattern from Chalcones under solvent-free Microwave Irradiation Conditions; Synthesis Communication; 39, 2009, 166-174; https://doi.org/10.1080100397910802372517
Rajani Chauhan; Navjeet Kaur; Rajendra; Swapnil; Jaya Dwivedi; Application of Chalcone in Synthesis of 1-(1, 5- Benzodiazepino) substituted Analogues of Indole; Rasayan; 2015 8(1) 115-122; ISSN:0974-1496//e-ISSN: 0976-0083/C.O.D.E.N.: R.J.C.A.B.P.;
Anjani Solankee & Rikki Tailor; Synthesis, Characterisation, Antimicrobial evaluation of chalcones & its Cyclised Product: Phenyl Pyrazolines & Benzodiazepines; Chem Sci Trans., 62015, 4(4), pp1057-1065. DOI: 10.7598/cst2015,1114
Dr. Shrikrishna D. Tupare; Dr. R. P. Pawar; Highly efficient Synthesis and Antibacterial of 1,5-Benzodiazepines under Microwave Irradiation; International Journal of Applied Chemistry, 2017 13 pp. 369-376, ISSN: 0973-1792.; DOI:10.37622/000000; http://www.ripublication.com.
EI Latif F. M. A. and Ei Raddy, E. A.; Phosphorus, Sulfur and Silicon, 2004, 179, 215
Samir Patel and Umang Shah; Synthesis of flavones from 2- hydroxy acetophenone and aromatic aldehyde derivatives by conventional methods and green chemistry approach; Asian J. Pharm Clin Res, vol 10, issue 2, 2017, 403-406. ISSN: online-2455-3891; print – 0974-2441.
Manik Das, Kuntal Manna, Udayan Banik, Partha Sakha Ghosh & Priyatosh Sarkar IJPSR, 2014; vol. 5(9); 3840-3848. DOI: 10.13040/IJPSR.0975-8232.5(9).3840-48
Koneni V. Sashidhara; Manoj Kumar, Abdhesh Kumar; A novel route to synthesis of flavones from salicylaldehyde and acetophenones derivatives; tetrahedron Letters; 2012, 53 (18), 2355-2359. https://doi.org/10.1016/i.tetlet.2012.02.108.
Sameena Bano, Kalim Javed, Shamim Ahmad, I. G Rathish, Surender Singh, M. Chaitanya, K. M. Arunasree, M. S. Alam, Synthesis of some novel Chalcones, Flavanones and Flavone and evaluation of their Anti-inflammatory activity European Journal of Medicinal Chemistry 65, 2013, 51-59; https://doi.org/10.1016/i.eimech.2013.04.056.
Amy L. Cole, Sandra Hossain, Alex M. Cole, Otto Phanstiell V., Synthesis and bio evaluation of substituted chalcones, coumaranones and other flavonoids as anti-HIV agents, Bioorganic & Medicinal Chemistry 24(12) 2016, 2768-2776, doi.org/10.1016/i.bmc.2016.04.045.
Shrikrishna D Tupare, Satish A. Dake, Santosh V. Nalage, Sidhanath V. Bhosale, Rajita D. Ingle, Rajendta P. Pawar, Synthesis and biological Evaluation of Novel 6-(3-(4, 5-Dihydro-1,5-diphenyl-1H-pyrazol-3-yl)phenylamino)Pyridazin-3(2H)-one Derivatives, International Journal of Orgainc Chemistry, 2012,2,371-376. http://dx.doi.org/10.4236/ijoc.2012.24051.
Brauliolnsuasty , Alexis Tigreros, Fabian Orozco, Jairo Quiroga, Rodrigo Abonia, Manuel Nogueras, Adolfo Sanchez, Justo Cobo, Synthesis of novel pyrazolic analogues of chalcones and their 3-aryl-4-(3-aryl-4,5-dihydro-1H-pyrazol-5-yl)-1-phenyl-1H-Pyrazole Derivatives as potential antitumor agents, Bioorganic & Medicinal Chemistry 2010 , 18(14), 4965-4974. https://doi.org/10.1016/i.bmc.2010.06.013.
Satishkumar D. Tala, P. B. Vakariya, R. M. Ghetiya, B. L. Dodiya, H. S. Joshi, Synthesis and Biological study of some new chalcone and pyrazole derivatives, Indian Journal of Chemistry Section B 2013, 52B, 807-809. https://www. Researchgate.net/publication/237082917.
E. A. Abd El-Sattar, Eman H. K. Badawy, M. S. A. Abdel-Mottaieb, Synthesis of Some Pyrimidine, Pyrazole, and Pyridine Derivatives and Their Reactivity Descriptors., Jouranal of Chemistry 2018, article ID 8795061, https://doi.org/10.1155/2018/8795061.
M. Pandya, K. Kapadiya, C. Pandit, D. Purohit, Synthesis of halogenated Chalcones, Pyrazolines and Microbial Evaluation of Derived Scaffolds, Journal of Scientific & Industrial Research 2017, 76,173-178.
How to Cite
Copyright (c) 2020 Shrikrishna Tupare, Pravin Chavan
This work is licensed under a Creative Commons Attribution 4.0 International License.