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Synthesis, molecular docking, antiproliferative and radical scavenging activities of vanillin derived 1,3,5-trisubstituted 2-pyrazolines

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Title Synthesis, molecular docking, antiproliferative and radical scavenging activities of vanillin derived 1,3,5-trisubstituted 2-pyrazolines
 
Creator Deshpande, Shreenivas R
Malagi, Prasad V
Jalihal, Prabhu C
Mandalmari, Manappa T
 
Subject Chalcones
Benzhydrazide
Isonicotiniacid hydrazide
MTT assay
Antioxidant
In Silico ADME analysis
 
Description 732-743
Observing the good anticancer potential of 2-pyrazoline scaffold, a panel of 1,3,5- trisubstituted 2- pyrazolines
namely, 5-(4-hydroxy-3-methoxyphenyl)-3-(4-substitutedphenyl)4,5-dihydro-1H-pyrazol-1 yl)(phenyl)methanones 2a-j and
(5-(4-hydroxy-3-methoxyphenyl)-3-(4-substituted phenyl)4,5-dihydro-1H-pyrazol-1-yl)(pyridin-4-yl)methanones 3a-j have
been synthesized from the chalcone intermediates derived from the reaction between vanillin and substituted acetophenones,
by condensing with benzhydrazide and isonicotinic acid hydrazide, respectively. The synthesized compounds have been
characterized by spectral studies and screened for in vitro antiproliferative activity against human non small cell lung cancer
cell line A549 by MTT assay and antioxidant activity by DPPH radical scavenging assay. The compound 2i has exhibited
good antiproliferative activity followed by 2g and 2a. Compounds of both series 2a-j and 3a-j exhibited good radical
scavenging activity. Molecular docking studies of 2h and 2j has revealed the good interaction with 3LCT (Crystal structure
of anaplastic lymphoma kinase catalytic domain) receptor via hydrogen bonds, electrostatic and hydrophobic interactions.
The drug-likeness properties of the compounds were also satisfactory leaving a good scope for further work.
 
Date 2022-07-15T11:02:57Z
2022-07-15T11:02:57Z
2022-07
 
Type Article
 
Identifier 2583-1321 (Online); 0019-5103 (Print)
http://nopr.niscpr.res.in/handle/123456789/60111
 
Language en
 
Publisher NIScPR-CSIR, India
 
Source IJC Vol.61(07) [July 2022]