Synthesis and characterization of some chalcones and their cyclohexenone derivatives

Sreevidya, T. V.; Narayana, B.; Yathirajan, H. S.

doi:10.2478/s11532-009-0124-x

Cited by 27 publications

(27 citation statements)

References 28 publications

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“…The pyrazoline derivatives are synthesized from the chalcone. The chalcone is synthesized from aromatic ketone and aromatic aldehyde in ethanolic NaOH 9 . Further this chalcone is used to synthesize N-acetamide and benzamide pyrazoline derivatives.…”

Section: Materials and Methodmentioning

confidence: 99%

Untitled

2018

IJPSR

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Pyrazoline are reduction product of pyrazole. They are well known nitrogen containg 5-memberd heterocyclic compound with broad spectrum of biological activities such as antimicrobial, anti-inflammatory, anticancer, analgesic, anticonvulsant, anthelmintic, antioxidant and herbicidal. Pyrazoline derivatives have been synthesized from intermediate chalcone. Pyrazoles have been the recent target of numerous methodologies, mostly due to their prevalence as scaffolds in synthesis of bioactive compounds and reactions in different media. Fish are the widely used vertebrate organism in risk assessment and regulation. Out of them adult zebrafish and zebrafish embryo has a special characteristic which permits its use as a model organism in toxicological and pharmacological studies. Zebra fish known as a Danio rerio have risen as effective and powerful models for studying developmental processes and human disorders. Recently the zebrafish based assays have been developed for testing toxicity of drug candidates, including acute toxicity (LC 50 ), organ specific toxicity and developmental toxicity. In present article the toxicity of newly synthesized pyrazoline derivatives has been studied on adult zebrafish and zebrafish embryos according to OECD guidelines for respective models.

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Section: Materials and Methodmentioning

confidence: 99%

Untitled

2018

IJPSR

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“…Cyclization of chalcones, leading to pyridine, pyrimidine and pyrazoline derivatives, has been a developing field within the realm of heterocyclic chemistry for the past several years, because of their ready accessibility and the broad spectrum of biological activity of the products [38][39][40][41][42][43][44]. These observations led us to synthesize chalcones and its corresponding pyrazoline, exploring simple procedures.…”

Section: Open Accessmentioning

confidence: 99%

Ultrasonics Promoted Synthesis of 5-(Pyrazol-4-yl)-4,5-Dihydropyrazoles Derivatives

et al. 2013

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A series of new 1,3-diaryl-5-(1-phenyl-3-methyl-5-chloropyrazol-4-yl)-4,5-dihydropyrazole derivatives have been synthesized under sonication conditions in ethanol or methanol/glacial acetic acid mixture (5/1 ratio) with two equivalents of hydrazines and seven kinds of chalcone-like heteroanalogues obtained from 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde. The structures were established on the basis of NMR, IR, MS and element analysis. This method provides several advantages over current reaction methodologies, including a simple work-up procedure, shorter reaction times (2-20 min) and good yields (65%-80%).

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“…The starting chalcones, namely, 1 It was reported previously that the base catalyzed reaction of chalcone with ethyl acetoacetate gave rise to cyclohexanone (7,15). In the present work and under the above mentioned conditions, the new chalcones 2a,b, 3a,b or 4a,b were allowed to react with ethyl acetoacetate (1:1) in the presence of aqueous potassium hydroxide 10 % to give new compounds, namely ethyl-4-(N-substituted-1H-indol-3-yl)-6-aryl-2-oxocyclohexa-3-ene--carboxylates (14a,b), (15a,b) and (16a,b), respectively (Scheme 1).…”

Section: Chemistrymentioning

confidence: 99%

“…and isoxazole derivatives (3)(4)(5)(6)(7). In addition, indole derivatives which form potent pharmacodynamic nuclei have been reported to possess a wide variety of biological properties, viz., anti-inflammatory, anti-cancer and antimicrobial (8)(9)(10).…”

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confidence: 99%

Synthesis, antimicrobial and anti-cancer activities of some new N-ethyl, N-benzyl and N-benzoyl-3-indolyl heterocycles

El‐Sawy¹,

Mandour²,

Mahmoud³

et al. 2012

Acta Pharmaceutica

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Chalcones, one of the major classes of natural products with widespread occurrence in fruits, vegetables, spices and soy-based foodstuffs, have been reported to possess several biological activities (1,2 The newly synthesized compounds were tested for their antimicrobial activity and showed that 4-(N-ethyl-1H-indol-3-yl)-6-(p-chlorophenyl)-pyrimidine-2-amine (11b) was the most active of all the test compounds towards Candida albicans compared to the reference drug cycloheximide. Eighteen new compounds, namely pyrimidin-2(1H)-ones 5a,b-7a,b, pyrimidin-2(1H)--thiones 8a,b-10a,b and pyrimidin-2-amines 11a,b-13a,b derivatives, were tested for their in vitro antiproliferative activity against HEPG2, MCF7 and HCT-116 cancer cell lines. 4-(N-ethyl-1H-indol-3-yl)-6-(p-methoxyphenyl)-pyrimidin-2-amine (11a) was found to be highly active with IC 50 of 0.7 mmol L -1 .

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Synthesis and characterization of some chalcones and their cyclohexenone derivatives

Cited by 27 publications

References 28 publications

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Ultrasonics Promoted Synthesis of 5-(Pyrazol-4-yl)-4,5-Dihydropyrazoles Derivatives

Synthesis, antimicrobial and anti-cancer activities of some new N-ethyl, N-benzyl and N-benzoyl-3-indolyl heterocycles

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