811449-41-9Relevant academic research and scientific papers
Rationally synthesized coumarin based pyrazolines ameliorate carrageenan induced inflammation through COX-2/pro-inflammatory cytokine inhibition
Chandel, Priyanka,Kumar, Anoop,Singla, Nishu,Kumar, Anshul,Singh, Gagandeep,Gill, Rupinder Kaur
supporting information, p. 421 - 430 (2019/03/28)
In the present work, coumarin based pyrazolines (7a-g) have been synthesized and investigated for their in vitro and in vivo anti-inflammatory potential. Amongst the synthesized compounds, compounds 7a, 7d and 7f exhibited significant in vitro anti-inflammatory activity as compared to the standard etoricoxib. Keeping this in mind, in vivo investigations were carried out via carrageenan induced inflammation and acetic acid induced writhing models in male Wistar rats and compound 7a was found to possess appreciable anti-inflammatory and analgesic potential. The mode of action of compound 7a was also investigated by using substance P as the biomarker, which shows promising results. Further, the selectivity of the most active compound 7a against the cyclooxygenase enzyme was supported by molecular docking studies which reveal that compound 7a has greater binding affinity towards COX-2 over COX-1 and 5-LOX enzymes. In silico ADME analysis of compound 7a confirms the drug-like characteristics and the in vivo acute toxicity study showed the safety of the compound even up to a 2000 mg kg?1 dose. Thus, compound 7a was identified as an effective anti-inflammatory agent, and can be explored for further analgesic/anti-inflammatory drug design and development.
Method for synthesizing coumarin-based chalcone type compound by one-pot process
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Paragraph 0028; 0030; 0054, (2018/10/19)
The invention provides a method for synthesizing a coumarin-based chalcone type compound by a one-pot process and belongs to the technical field of organic synthesis. The method comprises the following synthetic processes as shown in the description: addi
Cross-aldol reaction of 3-acetyl-2H-chromen-2-one by using Amberlyst 26A as catalyst
Er?at?r, Mehmet,Akba?lar, Dilek,Demirkol, Onur,Giray, E. Sultan
supporting information, p. 68 - 77 (2016/12/30)
Synthesis of a series of 3-acetylcoumarin-derived chalcones (1a–16a) was catalyzed with Amberlyst 26A in ethanol. Using reusable Amberlyst 26A and biobased solvent ethanol make this method highly ecofriendly and simple. Amberlyst 26A was found to be a highly effective catalyst for cross aldol reaction. The results shown that the method is operationally simple to implement with a wide scope of substrates.
Coumarinyl pyrazole derivatives of INH: Promising antimycobacterial agents
Aragade, Prashant,Palkar, Mahesh,Ronad, Pradeepkumar,Satyanarayana, Darbhamulla
, p. 2279 - 2283 (2013/07/26)
The purpose of this study was to evaluate the antimycobacterial activity of various pyrazole derivatives derived from the isoniazid pharmacophore along with coumarin scaffold. The synthesized title compounds (4a-4k) were investigated for their in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv using Resazurin MIC assay. The synthesized compounds exhibited MIC ranging from 0.625 to 2.50 μg/ml. Among the series tested, compound 3-[3-(4-fluorophenyl)-1-isonicotinoyl-1H-pyrazol-5-yl]-2H- chromen-2-one 4i was found to be the most active with MIC of 0.625 μg/ml. Graphical Abstract: Synthesis, spectral studies and antimycobacterial screening of a series of 11 new 2-pyrazole derivatives containing coumarin nucleus are described.[Figure not available: see fulltext.]
Synthesis and antibacterial activity of a new series of 3-[3-(substituted phenyl)-1-phenyl-1H-pyrazol-5-yl]-2H-chromen-2-one derivatives
Aragade, Prashant,Narayanan, R. Venkat,Maddi, Veeresh,Patil, Pankaj,Shinde, Prashant,Agrawal, Mohan
, p. 849 - 853 (2013/02/23)
A series of 3-[3-(substituted phenyl)-1-phenyl-1H-pyrazol-5-yl]-2H-chromen- 2-one (4a-k) were synthesized by reaction of 3-[2,3-dibromo-3-(substituted phenyl)propanoyl]-2H-chromen-2-one (3 a-k) with phenyl hydrazine in presence of triethylamine in absolute ethanol, characterized by spectral data and screened for their in vitro antibacterial activity against gram-positive and gram-negative bacteria. Among the series, compounds 4d, 4h and 4i displayed an encouraging antibacterial activity profile as compared to reference standard drug ciprofloxacin against tested bacterial strains.
Synthesis of novel α-pyranochalcones and pyrazoline derivatives as Plasmodium falciparum growth inhibitors
Wanare, Gajanan,Aher, Rahul,Kawathekar, Neha,Ranjan, Ravi,Kaushik, Naveen Kumar,Sahal, Dinkar
supporting information; experimental part, p. 4675 - 4678 (2010/10/02)
Both the lack of a credible malaria vaccine and the emergence and spread of parasites resistant to most of the clinically used antimalarial drugs and drug combination have aroused an imperative need to develop new drugs against malaria. In present work, α
Synthesis and molecular docking study of novel coumarin derivatives containing 4,5-dihydropyrazole moiety as potential antitumor agents
Liu, Xin-Hua,Liu, Hui-Feng,Chen, Jin,Yang, Yang,Song, Bao-An,Bai, Lin-Shan,Liu, Jing-Xin,Zhu, Hai-Liang,Qi, Xing-Bao
scheme or table, p. 5705 - 5708 (2010/11/17)
A series of novel coumarin derivatives containing 4,5-dihydropyrazole moiety as potential telomerase inhibitors were synthesized. The bioassay tests show that compound 3d exhibited potentially high activity against human gastric cancer cell SGC-7901 with IC50 value of 2.69 ± 0.60 μg/mL. All title compounds were assayed for telomerase inhibition by a modified TRAP assay, the results show that compounds 3d and 3f can strongly inhibit telomerase with IC50 values of 2.0 ± 0.07 and 1.8 ± 0.35 μM, respectively. Docking simulation was performed to position compound 3d into the telomerase (3DU6) active site to determine the probable binding model.
Synthesis and antibacterial activity of a new series of 3-[3-(substituted phenyl)-1-isonicotinoyl-1H-pyrazol-5-yl]-2H-chromen-2-one derivatives
Aragade, Prashant,Maddi, Veeresh,Khode, Suresh,Palkar, Mahesh,Ronad, Pradeepkumar,Mamledesai, Shivalingarao,Satyanarayana, Darbhamulla
experimental part, p. 361 - 366 (2009/12/01)
A novel series of 3-[3-(substituted phenyl)-1-isonicotinoyl-1H-pyrazol-5- yl]-2H-chromen-2-one derivatives 4a-k have been synthesized by the reaction of 3-[2,3-dibromo-3-(substituted phenyl) propanoyl]-2H-chromen-2-one 3a-k and isonicotinic acid hydrazide in the presence of triethylamine in absolute ethanol, characterized by spectral data and screened for their in-vitro antibacterial activity against Gram-positive and Gram-negative bacteria. Among the series, compounds 4e, 4i, and 4k displayed an encouraging antibacterial activity profile as compared to the reference drug ampicillin against tested bacterial strains.
Bi(NO3)3Al2O3-mediated efficient synthesis of 4-aryl-2,6-dicoumarinylpyridines under solventless conditions
Verma, Anil K.,Koul, Summon,Kapoor, Kamal K.,Razdan, Tej K.
, p. 883 - 888 (2008/09/16)
A new efficient and eco-friendly methodology has been developed for the synthesis of 4-aryl-2,6-dicoumarinylpyridines from coumarinylchalcones and urea, using Bi(iii) nitrate?Al2O3 as catalyst. Coumarinylchalcones were in turn prepar
