386272-18-0Relevant academic research and scientific papers
Design and synthesis of novel quinazolinone-pyrazole derivatives as potential α-glucosidase inhibitors: Structure-activity relationship, molecular modeling and kinetic study
Azimi, Fateme,Azizian, Homa,Najafi, Mohammad,Hassanzadeh, Farshid,Sadeghi-aliabadi, Hojjat,Ghasemi, Jahan B.,Ali Faramarzi, Mohammad,Mojtabavi, Somayeh,Larijani, Bagher,Saghaei, Lotfollah,Mahdavi, Mohammad
, (2021/07/13)
In this study, a new series of quinazolinone-pyrazole hybrids were designed, synthesized and screened for their α-glucosidase inhibitory activity. The results of the in vitro screening indicated that all the molecular hybrids exhibited more inhibitory activity (IC50 values ranging from 60.5 ± 0.3 μM-186.6 ± 20 μM) in comparison to standard acarbose (IC50 = 750.0 ± 10.0 μM). Limited structure–activity relationship suggested that the variation in the inhibitory activities of the compounds affected by different substitutions on phenyl rings of diphenyl pyrazole moiety. The enzyme kinetic studies of the most potent compound 9i revealed that it inhibited α-glucosidase in a competitive mode with a Ki of 56 μM. Molecular docking study was performed to predict the putative binding interaction. As expected, all pharmacophoric moieties used in the initial structure design playing a pivotal role in the interaction with the binding site of the enzyme. In addition, by performing molecular dynamic investigation and MM-GBSA calculation, we investigated the difference in structural perturbation and dynamic behavior that is observed over α-glycosidase in complex with the most active compound and acarbose relative to unbound α-glycosidase enzyme.
Novel pyrazole-clubbed thiophene derivatives via Gewald synthesis as antibacterial and anti-inflammatory agents
Nayak, Soukhyarani G.,Poojary, Boja,Kamat, Vinuta
, (2020/09/09)
The aim of this study was to synthesize newer potent Schiff bases by condensing 2-amino-5-(2,4-dichlorophenyl)thiophene-3-carbonitrile and 1,3-disubstituted-1H-pyrazole-4-carbaldehydes, and to investigate their biological activity. The compounds were synthesized via Gewald synthesis and characterized by spectral data and elemental analyses. They were screened for their in vitro antibacterial and anti-inflammatory activities. The synthesized compounds were also evaluated for in vitro antitubercular activity against Mycobacterium tuberculosis H37Rv using the microplate Alamar Blue assay. Compounds 8b, 8c, 8f, 8g, 8k, 8n, and 8o showed promising antibacterial activity. The interactions between the substituted pyrazoles and bovine protein showed promising anti-inflammatory activity. The experimental results revealed compound 8a as a promising antitubercular agent. Hemolytic assays confirmed that the compounds are nontoxic, with percentage hemolysis ranging from 3.6 to 20.1, at a concentration of 1 mg/ml. The results suggest that the pyrazole ring and the substitution pattern on the heterocyclic moiety have an effect on the bioactivity.
Antitubercular and antimicrobial activity of nh4vo3 promoted 1,4-dihydropyridine incorporated 1,3,4-Trisubstituted pyrazole
Harikrishna, Nandam,Isloor, Arun M.,Ananda,Parish, Tanya,Jamalis, Joazaizulfazli,Ghabbour, Hazem A.,Fun, Hoong-Kun
, p. 699 - 711 (2017/07/15)
Background: A new series of pyrazole containing 1,4-dihydropyridine derivatives 5a-i and 6a-i were synthesized from substituted acetylated aryls and substituted phenylhydrazine by the multistep reaction. Method: The target compounds 1,4-dihydropyridine de
1,3,4-Trisubstituted pyrazole bearing a 4-(chromen-2-one) thiazole: Synthesis, characterization and its biological studies
Harikrishna,Isloor, Arun M.,Ananda,Obaid, Abdulrahman,Fun, Hoong-Kun
, p. 43648 - 43659 (2015/05/27)
A new series 3-{2-[N′-(1,3-disubstituted-1H-pyrazol-4-yl-methylene)-hydrazino]-thiazol-4-yl}-chromen-2-one (10a-l) was synthesized by a multi-step reaction. All the synthesized compounds were characterized by IR, NMR, and mass spectral studies, followed by elemental analysis. The newly synthesized thiazole compounds were screened for their in vitro antibacterial and antifungal studies against various microorganisms. Antimicrobial studies carried out by the well diffusion method, showed a very good zone of inhibition for both bacteria (at a range of 20-50 mm diameter) and fungi (at a range of 10-30 mm diameter). Minimum Inhibitory Concentration (MIC) required for the 100% inhibition of bacteria and fungi was found to be as low as 15.6 μg ml-1 for a few of the synthesized compounds.
Synthesis of novel 1,3,4-trisubstituted pyrazoles as anti-inflammatory and analgesic agents
Ragab, Fatma A.,Abdel Gawad, Nagwa M.,Georgey, Hanan H.,Said, Mona F.
, p. 645 - 654 (2013/07/25)
Some novel 1,3,4-trisubstituted pyrazoles were synthesized and screened for their anti-inflammatory and analgesic activities as well as their ulcerogenic liability. They showed anti-inflammatory and analgesic activities with better GIT tolerance than the standard drug phenylbutazone. In addition, IC 50 values for 5e and 8e were recorded. Compound 5e was found to be the most active one as anti-inflammatory and analgesic agent. On the other hand, COX-1/COX-2 isozyme selectivity was also done which showed equal inhibition to both isoforms.
Synthesis of 3-(1, 3-diphenyl-1H-pyrazol-4-yl) propanoic acids using diimide reduction
Deepa,Babu, V. Harinadha,Parameshwar,Reddy, B. Madhava
scheme or table, p. 420 - 424 (2012/06/01)
Pyrazole-1H-4-yl-acrylic acids (3a-j) were prepared from pyrazole-1H-4-carbaldehydes which in turn were prepared by the Vilsmeier-Haack reaction of phenyl hydrazone derivatives (1a-j). The reaction of pyrazole-1H- 4-yl-acrylic acids to 3-(1, 3-diphenyl-1H
Synthesis and biological evaluation of some novel 3-(1,3-diphenyl-1H- pyrazol-4-yl) propanoic acids
Deepa,Harinadha Babu,Madhava Reddy
, p. 213 - 216 (2013/09/24)
Vilsmeier-Haack reaction of phenyl hydrazone derivatives (1a-j) afforded 1,3-diphenyl-1 W-pyrazole-4-carbaldehydes (2a-j). Condensation of (2a-j) with malonic acid gave 3-(1,3-diphenyl-1/-/-pyrazol-4-yl) acrylic acids (3a-j. Reduction of (3a-j) gave 3-(1,
