The chalcones are associated with different biological. Synthesis and antimicrobial activities of various pyrazolines from. Pyrazolines are well known and important nitrogen containing 5membered heterocyclic compounds. The reaction is carried out in refluxing condition. A highly efficient, simple, and ecofriendly microwave. The present study deals with the synthesis of some substituted pyrazolines with phenyl and 2,4dinitrophenyl groups derived from some benzofuryl chalcones. Synthesis, antibacterial and antifungal activity of some.
These chalcones on cyclization with hydrazine hydrate in the presence of glacial acetic acid, hydrazine hydrate in absolute ethanol and ethyl acetoacetate in the presence of barium hydroxide gave corresponding nacetyl pyrazolines 916, nunsubstituted pyrazolines 17. Chalcones, synthesis, biological activity introduction. Synthesis, antibacterial and antifungal activity of some new. Pdf synthesis and anticonvulsant activity of some 2. Benzofuran derivatives are of great interest in medicinal chemistry and have drawn considerable attention due to their diverse pharmacological profiles including anticancer activity. Synthesis, characterization, and anticancer activity of new. Synthesis of new pyrazoles from chalcones article in indian journal of heterocyclic chemistry 111. Synthesis and biological activity of 1,2,3triazoyl chalcones ahmed habeeb radhi 1 and y. Therefore we reported here the synthesis of some novel pyrazolines for the first time using piperazine chalcones under basic condition in presence of ethanol as a solvent media. The catalyst can be reused more than four cycles without much loss in the catalytic activity scheme 10 19. Synthesis and characterization of some new pyrazoline derivatives from chalcones bearing benzofuran moiety ahmed abdul hassan alkadhimi ahmed. The structure of the synthesized compounds was confirmed by ir, mass and elemental analysis. Synthesis of chalcone from benzaldehyde and acetophenone. The residue was purified on column chromatography silica gel with 10% ethyl acetate in hexane to afford pure chalcones scheme 1.
Synthesis and evaluation of new chalcones, derived. The synthesized chalcone derivatives were undergone physicochemical characterization and the obtained results are given in table 2. Synthesis and biological activity of some new pyrazoline and. Synthesis and antimicrobial activities of various pyrazolines. Synthesis of new pyrazoles from chalcones request pdf.
Request pdf synthesis and antimicrobial activities of various pyrazolines from chalcones some novel series of pyrazoline derivatives were synthesized from. These chalcones on reaction with nicotinic acid hydrazide yielded 10 different 2 pyrazolines. An improved synthesis of 1,3,5triaryl2pyrazolines in. Pharmacophore modeling, synthesis, and antibacterial. Pdf synthesis of halogenated chalcones, pyrazolines and. A series of 2pyrazolines 59 have been synthesized from. Synthesis of halogenated chalcones, pyrazolines and. Mount zion college of pharmacy 2, chayalode, adoor 691556, kerala, india. Synthesis of nheterocycles synthesis of pyrazolines. Wadhwani college of pharmacy, yavatmal, maharashtra, india corres. They are also intermediates in the biosynthesis of flavonoids, which are substances widespread in plants and with. The pyrazoline derivatives were synthesized from chalcones by refluxing with 2,4 dinitro phenyl hydrazine in ethanol.
Chalcone is an aromatic ketone that forms the central core for a variety of important biological compounds, which are known collectively as chalcones. Note improved synthesis of chalcones and pyrazolines. After each student isolates pure product, they can share the material with each partner for independent analysis. Chalcone introduction the chemistry of chalcones has generated intensive scientific studies throughout the world. The pyrazoline derivatives were synthesized by involving of series chalcones 4a f reacts with hydrazine hydrate, catalyzed by acetic acid. Materials and instruments the melting points were recorded by electrothermal apparatus 600 and uncorrected.
Chalcones or benzylideneacetophenone are the important constituents of natural sources. A highly efficient, simple, and ecofriendly microwaveinduced. Synthesis and biological activity of 1,2,3triazoyl chalcones. A highly efficient, simple, and ecofriendly microwaveinduced synthesis of indolyl chalcones and pyrazolines. Supplementary data are available free of charge at as pdf file. In the presence of activated carbon, hantzsch 1,4dihydropyridines and 1,3,5trisubstituted pyrazolines were aromatized with molecular oxygen to the corresponding pyridines and pyrazoles in excellent yields. Chalcone is an aromatic ketone that forms the central core of many important biological compounds, which are known as chalcones. Synthesis and characterization of some new pyrazoline. Thermal solventfree synthesis of chromonyl chalcones.
Synthesis, characterization, antimicrobial and antitubercular activity of some pyrazoline derivatives from chalcones bearing indane1,3dione as nucleus siddharth s. A novel series of chalcones, 3aryl15bromo1benzofuran. Pavan kumar padarthi and elangovan namasivayam department of biotechnology, periyar university, salem, tamil nadu, india. The synthesis of a series of certain polymethoxy chalcones and some derived pyrazole, pyrimidine, and thiazolopyrimidine ring structures is reported. In a wide search program towards new and efficient antimicrobial agents, substituted chalcones have been synthesized by condensing benzaldehyde derivatives with acetophenone derivatives in dilute ethanolic sodium hydroxide solution at room temperature according to claisen. Much attention has been paid to the synthesis of heterocyclic compounds bearing. A series of chalcones 18 were prepared by claisenschmidt condensation of 3nitroacetophenone with various aldehydes.
On the basis of antibacterial chalconederived pyrazolines 1ac and chalcone 2 figure 1, we developed and validated a threedimensional pharmacophore model using phase software in the schrodinger drug discovery suite. The most common approach for the synthesis of 2pyrazolines starting from chalcones involves the reaction with hydrazines in refluxing ethanol. Pinto department of chemistry, university of aveiro, 3810. Then, we present the synthesis of chalcones and their biological activities with focus on structureactivity relationships. The chemical profile of the compounds is as shown in table 1. The yields of the synthesized compounds were found to be significant. They possess different activities like antibacterial, antifungal, antiinflammatory and anti tumor etc depending on the sub.
Chalcones are the biogenetic precursors of flavonoids and isoflavonoids, which are abundant in plants. Synthesis and characterization of some chalcone derivatives. Solvent free synthesis of some chalcones and their effect on bovine serum albumin n. Synthesis of chalcones with anticancer activities 14.
Ten millimoles of the corresponding substituted benzaldehydes and 1 mmol of the acetophenone derivatives were added together with. The newly synthesized 2pyrazolines were characterized on the basis of elemental analysis and spectroscopic data. Synthesis and antifungal activity of some novel chalcones containing pyrazole moiety 15. These chalcones on cyclization with hydrazine hydrate in the presence of glacial acetic acid, hydrazine hydrate in absolute ethanol and ethyl acetoacetate in the presence of barium hydroxide gave corresponding nacetyl pyrazolines 916, nunsubstituted. Natural chalcones occur mainly as petal pigments and have also. All the synthesized compounds are characterized by elemental analyses and spectral data. Pdf synthesis and characterization of pyrazoline derivatives. It has 1,3diaryl1ones skeletal system, which was recognized as the main pharmacophore for chalcones. Besides the biological activity of chalcones like antiinflammatory, antimitotic, antileishmanial, antiinvasive, antituberculosis, antifungal, antimalarial, antitumor, and antioxidant it is also recognized for its synthetic utility to prepare pharmacologicallyinteresting heterocyclic systems like pyrazolines, which have also been. Jan 27, 2003 new bischalcones and their transformation into bispyrazoline and bispyrazole derivatives diana c. An efficient synthesis of some new chalcone, acetyl pyrazoline and amino. Synthesis of 4hydroxy21hquinolone derived chalcones, pyrazolines and their antimicrobial, insilico antimalarial evaluations. Synthesis of halogenated chalcones, pyrazolines and microbial evaluation of derived scaffolds m pandya1, k kapadiya1, c pandit1 and d purohit2. Mar 21, 2007 11 continuing our investigations on the application of ultrasound in organic synthesis, we wish to report an efficient and practical procedure for the synthesis of 1,3,5triaryl2 pyrazolines with chalcones and phenylhydrazine hydrochloride in sodium acetateacetic acid aqueous solution under ultrasound irradiation scheme scheme1 1.
Synthesis of halogenated chalcones, pyrazolines and microbial. Synthesis and evaluation of new chalcones, derived pyrazoline. New bischalcones and their transformation into bis. A novel and green route is developed by dhanmane et al. The following scheme shows the synthesis of chalcones and 1,3,5. Research paper synthesis of chalcone derivatives of furo. The benzofuran substituted chalcones showed anticancer activity on pc3 and mcf7 cell lines. Eleven compounds 4, 6, 9, 11, 1417, 22, 24, and 25 were selected by the national cancer institute nci to be screened for their in. This method allows each student to gain experience with one chalcone synthesis but enhances the inquirybased learning component of the experiment as they are required to characterize all three chalcones. Research article green synthesis and in vitro biological. Synthesis of some pyrazolines and pyrimidines derived from. Synthesis and anticonvulsant activity of some 2pyrazolines. Synthesis and pharmacological activities of pyrazole. Synthesis and biological evaluation of novel chalcone and.
Design, synthesis and biological evaluation of some novel. Synthesis and anticonvulsant activity of some 2 pyrazolines derived from chalcones article pdf available in arabian journal of chemistry 442 july 20 with 3 reads how we measure reads. New 2pyrazoline derivatives 15 bearing benzenesulfonamide moieties were then synthesized by condensing the appropriate chalcones 24 with 4hydrazinyl benzenesulfonamide hydrochloride. Alasadi3 1college of science, kirkuk university, kirkuk, iraq 2 college of education, university of salahaddinhawler, erbil, iraq. In general, the chalcones were obtained in high yields and high purity. Biological activities importance of chalcone derivatives. They show antibacterial, antifungal, antitumor and antiinflammatory properties. It was first isolated from chinese liquorice glycyrrhizae inflata yerra et al. Josephs college of pharmacy 1, cherthala 688524, kerala, india. Encouraged by the biological activities associated with chalcones and furo3,2cpyridine, the present paper describes the synthesis, spectroscopic identification and antibacterial activity of furo3,2cpyridine chalcone derivatives i. Synthesis and biological evaluation of chalcones from 2acetyl5methylfuran html full text. A onepot synthesis of nitrogencontaining heterocycles from alkyl dihalides and primary amines and hydrazines occurs under microwave irradiation via a simple and efficient.
In the present study, as starting compounds, a series of chalcones were prepared via claisen schmidt condensation and 2pyrazoline derivatives 2ai and 3ae were synthesized by the reaction of chalcones with thiosemicarbazide and n4chlorophenylsemicarbazide. The newly synthesized 2 pyrazolines were characterized on the basis of elemental analysis and spectroscopic data. Some novel series of pyrazoline derivatives were synthesized from chalcones. Pdf synthesis and characterization of some pyrazoline. Thus, in the present study, we wish to report the novel synthesis of series of chromonyl chalcones and pyrazolines in excellent yields, under thermal solventfree heating condition and their evaluation for antimicrobial activities. New bischalcones and their transformation into bispyrazoline and bispyrazole derivatives diana c. Similarly, chalcones, which are common substructures of numerous natural products belonging to the flavonoid class, feature strong anticancer properties. Therefore, the synthesis of chalcones continues to attract much interest in organic chemistry. Aromatic aldehyde condense with aliphatic or mixed aryl alkyl ketone in presence of aqueous alkali to form.
Chalcone synthesis, properties and medicinal applications. Review on synthesis of bioactive pyrazoline derivatives. Solventfree synthesis of chalcones journal of chemical. This survey provides information on methods of synthesis, reactions, applications in the medical and biological activities, its uses and its source as whether natural or synthetic. A training set composed of pyrazolines 1ac and chalcone 2 was used to generate several pharmacophore hypotheses. In the present investigation, a series of various heteroaryl chalcones and pyrazolines were synthesized by condensing formylquinolines with diverse ketones. Especially interest has been focused on the synthesis and biodynamic activities of chalcones. The various substituted chalcones were synthesized based on the method described by lin et al. Maximiliano sortino, susana zacchino and braulio insuasty, synthesis and dft calculations of.
Chalcones were prepared by treatment of furan2carbaldehyde with. Green synthesis and in vitro biological evaluation of heteroaryl chalcones and pyrazolines of medicinal interest. Pdf in the present study the synthesis of pyrazoline derivatives were carried out by. Synthesis, characterization, and anticancer activity of. Solvent free synthesis of some chalcones and their effect on. The solventfree synthesis of 20 chalcones was carried out by grinding the benzaldehyde unsubstituted, 4methyl, 4methoxy, 3chloro, or 4chloro and the acetophenone unsubstituted, 4methyl, 4bromo, or 4methoxy in the presence of solid sodium hydroxide with a mortar and pestle. Chalcones are active lead molecules in medicinal chemistry for the discovery of new drugs. Girija sastry 2, ashok malpani 1 and kishore singh 1. Synthesis and characterization of some pyrazoline derivatives from chalcones containing azo and ether groups ahmed 2 a. Synthesis and antimicrobial activities of various pyrazolines from chalcones vishal d. Green synthesis and in vitro biological evaluation of. In the spectra of chalcones containing a free 4hydroxyl.
Chalcones as versatile synthons for the synthesis of 5 and 6. Nicotinic acid was converted to nicotinic acid hydrazide. School of science, rk university, kasturbadham, rajkot, gujarat india. The synthesis of the chalcone is a single step method. Alkhayate chemistry department, college of science, university of tikrit chemistry department, college of. The name chalcones was given by kostanecki and tambor1. Synthesis and biological evaluation of novel chalcone and pyrazoline derivatives bearing substituted vanillin nucleus. Pyrazolines, pyrazolines of nicotinic acid derivatives were synthesized.
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