Open AccessSynthesis, Characterization and Anti-inflammatory Activity of 2-(4-chlorobenzyl)-5-(di(5- substituted-1H-indol-3-yl)methyl)-6-(4-substituted phenyl)imidazo[2,1-b][1,3,4]thiadiazoles
Author(s) -
Ayesha Siddiq,
Sadashivamurthy Shamanth,
Mohammed Salman,
K.K. Dharmappa,
Kempegowda Mantelingu,
Shankar Jayarama
Publication year - 2020
Publication title -
asian journal of chemistry/asian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.145
H-Index - 34
eISSN - 0975-427X
pISSN - 0970-7077
DOI - 10.14233/ajchem.2020.22830
Subject(s) - thiadiazoles , chemistry , anti inflammatory , carrageenan , acute toxicity , motility , edema , stereochemistry , proton nmr , pharmacology , toxicity , medicinal chemistry , biochemistry , organic chemistry , medicine , biology , genetics
In present study, the anti-inflammatory potential of a series of 2-(4-chlorobenzyl)-5-(di(5-substituted-1H-indol-3-yl)methyl)-6-(4-substituted phenyl)imidazo[2,1-b][1,3,4]thiadiazoles (5a-e) were evuluatedafter characterizing through 1H NMR, 13C NMR spectral studies. Initial toxicity and anti-inflammatoryefficacy of synthesized compounds is evaluated against RAW264.7 macrophages cell line to derive attheir IC50 values. Compounds 5a-e are further tested for their anti-inflammatory activity in Swissalbino rats using the 1% carrageenan-induced paw edema model. Compound 5a is taken as the leadcompound and is further considered for behavioural evaluations such as stair climbing and motilityexercises. Paw edema is analyzed at time intervals of 0, 1, 2, 3, 4 and 24 h and stair climbing andmotility tests are surveyed after 24 h of exposure to the test compound. The results of present studyshow that the compound 5a significantly reduces the paw thickness by 68% at p < 0.001 and increasedthe stair climbing (1.5 folds) and motility (1.6 folds) when compared to the 1% carrageenan rat group.Conclusively the results of present study show that compound 5a exhibits strong anti-inflammatorypotential that can be used as a preclinical template for further investigations as an alternative therapyto the current NSAIDs.