Novel anti-inflammatory and analgesic agents: synthesis, molecular docking and <i>in vivo</i> studies

Ugwu, David I.; Okoro, Uchechukwu C.; Ukoha, P. O.; Gupta, Astha; Okafor, Sunday N.

doi:10.1080/14756366.2018.1426573

Cited by 78 publications

(33 citation statements)

References 33 publications

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“…Ugwu et al synthesized 12 new derivatives of benzothiazole bearing benzenesulphonamide and evaluated them for their in vivo anti‐inflammatory, analgesic, and ulcerogenic activities. Compounds 16a and 16b emerged as the most active compounds possessing anti‐inflammatory activities (76.36 and 73.02%) comparable with indomethacin (64.84%).…”

Section: Biological Applications Of Benzothiazole Derivativesmentioning

confidence: 99%

Therapeutic advancement of benzothiazole derivatives in the last decennial period

Tariq

Kamboj

Amir

2018

Arch. Pharm. Chem. Life Sci.

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Benzothiazole, a fused heterocyclic moiety, has attracted synthetic and medicinal chemists for good reasons. It is a valuable scaffold that possesses diverse biological activities, such as anticancer, anti-inflammatory, antimicrobial, antiviral, antimalarial, and anticonvulsant effects. This review mainly focusses on the recent research work on the different biological activities of benzothiazole-based compounds.

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Section: Biological Applications Of Benzothiazole Derivativesmentioning

confidence: 99%

Therapeutic advancement of benzothiazole derivatives in the last decennial period

Tariq

Kamboj

Amir

2018

Arch. Pharm. Chem. Life Sci.

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“…However, Reichel failed to take into consideration other essential drug properties such as polar surface area, number of rotatable bonds, pKa, flexibility, and log D at pH 7.4 (logD7.4) which are desirable for BBB permeation. These drug properties are shown in Table 3 and are modifications from [40,41]. Apart from the violation of the TPSA which is inherent in all the compounds, most of the synthesized compounds met the requirement/cut-off for BBB penetrability.…”

Section: Drug-likeness and Pharmacokineticsmentioning

confidence: 99%

Synthesis, Spectral Characterization and Molecular Docking Studies of Novel Benzidin-bis-tetrahydroacridine Analogues

Hrubaru¹,

Bădiceanu²,

Ekennia³

et al. 2020

Rev. Chim.

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Alzheimer�s is a progresive neurodegenerative disease that interferes with human cognitive ability, memory and behavior. The inhibition of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes are major therapeutic routes for the treatment of Alzheimer disease. In the study, nevel bis-polymethylenquinoline-bis-carboxamides (3a-f) and bis-polymethylenquinoline-bis-carboxylic acids (5a-b) having as precursor benzidine, were obtained in good yields by Pfitzinger condensation reactions of bis-isatines with corresponding cyclanones. The compounds were characterized by elemental analysis, FT-IR, NMR and mass spectrometry. Furthermore, the compounds were subjected to molecular docking dynamics simulations to ascertain their potentials as inhibitors of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). Molecular docking simulations showed varied binding activities towards the two binding sites of acetylcholinesterase: 4EY7 and 1OCD, and human butyrylcholinesterase: 1P0I. Compounds 3e and 5b demostrated strong binding affinities with 1P0I, 1OCD and 4EY7 biotargets similar to the binding modes of donepezil and tacrine (co-crystallized inhibitors of acetylcholinesterase) and butyrate (co-crystallized inhibitors of butyrylcholinesterase).

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“…29,30 The crystal structure of the PPARγ target receptor protein was obtained from the protein databank PDB ID: 2PRG having resolution of 2.3 Å. COX isoenzymes were the targets for determining the anti-inflammatory activity and the target proteins were downloaded from a protein databank PDB ID: 1EQG (COX-1) and PDB ID: 1CX2 (COX-2) having a resolution of 2.6 Å and 3.0 Å, respectively. 31 AutoDock 4.2.6 software was utilized to know the type of interactions of the designed 3D-structured thiazolidinediones with the 2PRG, 1EQG, and 1CX2 active site regions. ChemDraw Ultra 8.0 software was used to draw the designed structures and they were converted into suitable 3D models.…”

Section: Molecular Dockingmentioning

confidence: 99%

Synthesis and Hypoglycemic and Anti-inflammatory Activity Screening of Novel Substituted 5-[Morpholino(Phenyl)Methyl]-Thiazolidine-2,4-Diones and Their Molecular Docking Studies

Karumanchi¹,

Atmakuri²,

Rao³

et al. 2019

tjps

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ÖZAmaç: Bu çalışmanın amacı, yeni sübstitüe 5-[morfolino(fenil)metil]-tiyazolidin-2,4-dionların sentezi ve in vivo hipoglisemik ve in vitro antienflamatuvar aktivitelerinin taranması ile olası aktif moleküller için moleküler doking çalışmalarının yapılmasıdır. Gereç ve Yöntemler: Bileşikler; sübstitüe aromatik aldehidler, tiyazolidin-2,4-dion ve morfolinin mannich reaksiyonu sonucu elde edilmiş, elde edilen bileşikler fiziksel ve spektral yöntemlerle karakterize edilmiştir. İn vivo hipoglisemik aktivite, alloxan ile indüklenen Wistar albino farelerde "tail Objectives: The aim was the synthesis of novel substituted 5-[morpholino(phenyl)methyl]-thiazolidine-2,4-diones and screening for their in vivo hypoglycemic activity and in vitro anti-inflammatory activity, as well as molecular docking studies to find out active potential lead molecules. Materials and Methods: Substituted aromatic aldehydes, thiazolidine-2,4-dione, and morpholine on Mannich reaction gave the title compounds. They were characterized by physical and spectral methods. In vivo hypoglycemic activity was examined in alloxan induced Wistar albino rats by tail tipping method. In vitro anti-inflammatory activity was tested by human red blood cell (HRBC) membrane stabilization and protein denaturation. Using AutoDock, molecular docking studies were carried out to find out the best fit ligands. Results: Series of substituted 5-[morpholino(phenyl)methyl]-thiazolidine-2,4-diones were synthesized and chemically they were confirmed by spectral techniques. Acute toxic studies of in vivo hypoglycemic activity results revealed that compounds 4c, 4h, and 4n exhibited good activity at 35 mg/kg body weight. Chronic toxic study results indicated that compounds 4h and 4n exhibited good activity at 70 mg/kg body weight. Antiinflammatory activity results indicated the highest inhibition was shown by compounds 4k and 4f at 500 µg/mL in HRBC membrane stabilization. In protein denaturation, the highest inhibition was shown by compound 4k at 500 µg/mL. In molecular docking studies, compounds 4h and 4n exhibited higher binding affinity at PPARγ receptor protein and compound 4k exhibited higher binding affinity at COX-1 and COX-2 actives sites. Conclusion: Microwave irradiation produced high yield in short reaction times. The presence of electron releasing groups at the para position of the phenyl ring may give the ability to produce hypoglycemic activity and the presence of electron withdrawing groups at the para position of the phenyl ring causes anti-inflammatory activity. The results showed that some compounds exhibited good hypoglycemic and anti-inflammatory activities. Compounds 4h and 4n exhibited higher binding affinity at PPARγ receptor protein and compound 4k exhibited higher binding affinity at COX isoenzymes' active sites in molecular docking studies.

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Novel anti-inflammatory and analgesic agents: synthesis, molecular docking and in vivo studies

Cited by 78 publications

References 33 publications

Therapeutic advancement of benzothiazole derivatives in the last decennial period

Therapeutic advancement of benzothiazole derivatives in the last decennial period

Synthesis, Spectral Characterization and Molecular Docking Studies of Novel Benzidin-bis-tetrahydroacridine Analogues

Synthesis and Hypoglycemic and Anti-inflammatory Activity Screening of Novel Substituted 5-[Morpholino(Phenyl)Methyl]-Thiazolidine-2,4-Diones and Their Molecular Docking Studies

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