Development of New Pyrazole Hybrids as Antitubercular Agents: Synthesis, Biological Evaluation and Molecular Docking Study

Shaikh, Sameer I.; Zaheer, Zahid; Mokale, Santosh N.; Lokwani, Deepak K.

doi:10.22159/ijpps.2017v9i11.20469

Cited by 9 publications

(5 citation statements)

References 17 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The molecular docking results of α-mangosteen to iNOS, COX-1, and COX-2 receptors were directly proportional to previous studies, such as Mohan (2018) [25]. The research reported that two xanthones compounds, namely α-mangosteen and γ-mangosteen isolated from the pericarp of G. mangostana significantly inhibited the production of nitric oxide and PGE2 from RAW cells 246,7 and stimulated lipopolysaccharide (LPS) [15]. The visualization of the molecular docking of the test compound of α-mangosteen can be seen in fig.…”

Section: Tyr341supporting

confidence: 71%

“…The Molecular docking validation was carried out by redocking between the native ligands and the target protein with Autodock 4.4. This validation was valid with the parameter value of RMSD less than 3 Å (Root Mean Square Distance) [15]. For the validation of the moorings carried out on the natural ligand iNOS enzyme, L-arginine was used.…”

Section: Docking Validation Methodsmentioning

confidence: 99%

“…In drug design, hydrogen bonding is exploited to obtain specificity, which was achieved t only through favorable specific shortrange directional interactions, but also through ligand-receptor arrangement leaving the binding capacity less favorable. The number of hydrogen bonds in the drug molecule might be limited by the requirements on polarity by absorption and permeation [15].…”

Section: Tyr341mentioning

confidence: 99%

See 2 more Smart Citations

Interactions of Xanthone Compounds From the Mangosteen (Garcinia Mangostana L) Pericarps Against Inos, Cox-1, and Cox-2 Enzyme Receptors as Anti-Inflammatory

Lestari¹,

SARI²,

Musfiroh

et al. 2023

Int J App Pharm

View full text Add to dashboard Cite

Objective: Mangosteen is a plant that is very effective for inflammation. Besides that, the skin of the mangosteen plant in Indonesia continues to be developed because it is an antioxidant and suppresses the production of cytokines. Methods: Screening pharmacophores and molecular docking simulations by molecular modeling computation to predict the activity of the Mangosteen plant in silico and to determine potential drug candidates from mangosteen for inflammation to the iNOS, COX-1, and COX-2. Results: Pharmacophore Screening, γ-mangosteen has the highest pharmacophore fit score of 33.32 and 33.64 on COX-1 and COX-2 and is selective to iNOS target. Molecular docking of α-mangosteen and γ-mangosteen test compounds to the active site of used, COX-1, and COX-2 enzymes showed free energy binding (ΔG °) values of,-5.09,-5.00,-6.15; and-6.76,-5.30,-7.81 Kcal/mol respectively. Meanwhile, hydrogen bonds and good ΔG ° values were formed between γ-mangosteen and COX-2, where the Hydroxyl group on γ-mangosteen interacted with the amino acids His75, Ser339, and Ala513 with ΔG ° of-7.81 Kcal/mol. Conclusion: It can be said that α-mangosteen and γ-mangosteen have molecular interactions with COX-1 and COX-2 active sites with the highest affinity for COX-2 compared to COX-1, and iNOS.

show abstract

Section: Tyr341supporting

confidence: 71%

Section: Docking Validation Methodsmentioning

confidence: 99%

Section: Tyr341mentioning

confidence: 99%

See 1 more Smart Citation

Interactions of Xanthone Compounds From the Mangosteen (Garcinia Mangostana L) Pericarps Against Inos, Cox-1, and Cox-2 Enzyme Receptors as Anti-Inflammatory

Lestari¹,

SARI²,

Musfiroh

et al. 2023

Int J App Pharm

View full text Add to dashboard Cite

show abstract

“…The preliminary investigation of the anticancer activity of the newly synthesized pyrazolopyrimidine derivatives was screened in vitro against EAC. The IC 50 values of these molecules were determined (Tables 2-4) [14][15][16][17]. From the data, we concluded that at 100 µg/ml, the higher anticancer activity of molecules 8e and 8g (Table 1 and Fig.…”

Section: Resultsmentioning

confidence: 99%

Green Synthesis of Pyrazolo [3,4]-Pyrimidine-Thiones Using Ionic Liquid 2-Methyl-Imidazolium-Oxalate as Potent Ehrlich Ascites Carcinoma Receptor Antagonists

Yallappa

Nagaraja

Chandrashekhar

2019

Asian J Pharm Clin Res

View full text Add to dashboard Cite

Objective: Pyrazolopyrimidines are heterocyclic molecules containing nitrogen as the main composition, and hence, they exhibit pharmacological efficacy. They are analogs of purines so that possessing wide applications in the field of medicinal chemistry. The main objective of this study is to synthesize different derivatives of pyrazole-pyrimidine classes by adopting simple methodology as well as by employing green chemistry. The purpose of the synthesis of these molecules is to study the antitumor activity against Ehrlich ascites carcinoma (EAC) cell lines. Methods: After literature studies, it makes us to involve in the research of synthetic organic chemistry, especially to synthesize new compounds of pyrazolopyrimidines. We are reported solvent-free synthesis of pyrazolo [3,4-d]-pyrimidine-thiones through ethyl acetoacetate, hydrazine hydrate, thiourea, and different benzaldehydes. An ionic liquid 2-methyl-imidazolium-oxalate catalyzed the reactions under ultrasonication bath. Both conventional and ultrasonic methods were employed and comparison studies have been made. It was found that ultrasonic method completed the reaction quicker than the conventional method. All the synthesized compounds were confirmed their structures by 1HNMR, Fourier transform infrared, 13C-NMR, and elemental analysis spectra. The compounds were tested for in vitro anticancer activity against EAC cell lines. Most compounds revealed significant anticancer activity relative to doxorubicin as a positive control with inhibitory concentration (IC50) values. Results: Ultrasonication method is a simple method under which all the reactions were completed at faster time (<7 min) compared to the convention method. Among eight molecules, 8a and 8d completed the reactions at a faster rate. We reported IC50 values of all the molecules, in which 8e and 8g were exhibited excellent potency against EAC cell lines at different concentrations . Conclusions: Ultrasonication method is an excellent method for the organic synthesis. We are herein reported that under this method, all the reactions are completed within 7 min. Hence, it is superior method than the conventional method. All synthesized molecules have shown good inhibitor potency against EAC cell lines. Among them, two molecules 8e and 8g have shown excellent inhibitor potency.

show abstract

“…However, the chemical modification of its molecule in position 7 is accompanied by the production of compounds with a narrower profile of pharmacological action against the background of reducing the number of side effects and low toxicity [3]. Various derivatives of pyrazole are also promising research objects since among them are identified monoamine oxidase and cyclooxygenase-2 inhibitors, substances with hepatoprotective, anti-inflammatory, analgesic, antioxidant, antimicrobial, anti-tuberculosis, and antitumor activities [4][5][6]. Thus, it seemed to us appropriate to combine in the same molecule two abovementioned heterocycles, which could lead to the obtainment of target products with a higher potential for biological activity.…”

Section: Introductionmentioning

confidence: 99%

Antioxidant and Anti-Inflammatory Properties of a Series of New7,8-Disubstituted Theophylline Containing a Pyrazole Ring

Кorobko

Hadjipavlou‐Litina

Logoyda

2018

Asian J Pharm Clin Res

View full text Add to dashboard Cite

Objective: The objective of this study was to synthesize methyl 1-(1,3-dimethyl-2,6-dioxo-7-arylalkyl-(alkenyl-)-2,3,6,7-tetrahydro-1H-purin-8-yl)-5-(4-methyl-(methoxy-, chloro-)phenyl)-1H-pyrazole-3-carboxylates and studying their antioxidant and anti-inflammatory properties by in vitro methods.Methods: New derivatives of 1,3-dimethylxanthine with pyrazole at position 8 were synthesized by the interaction of 8-bromotheophylline with arylalkyl-(alkenyl) halides, hydrazine hydrate, and methyl 4-(4-R)-2,4-dioxobutanoate. For most obtained compounds, antioxidant activity (by 2,2-diphenyl-1-picrylhydrazyl and 2,2'-azobis(2-amidinopropane) dihydrochloride) and anti-inflammatory (by Soybean LOX inhibition) activity was investigated. Result:The most effect on free radical oxidation processes was recorded for substances with a phenylalyl radical at position 7 of the molecules (10, 13, and 16). In the activity of inhibition of peroxidation of lipids (89-92%), they predominate Trolox (88%). Their IC50 indices for LOX inhibition are 15.0, 17.5, and 27.5 μM, respectively, but less than the nordihydroguaretic acid reference compound used. Conclusion:The antioxidant and anti-inflammatory properties of a series of synthesized 7,8-disubstituted theophylline containing the pyrazole cycle have been studied using modern in vitro research methods. The prospect of conducting further synthetic and pharmacological studies for compounds with phenylalyl radical in the 7 positions of their molecules is shown.

show abstract

Development of New Pyrazole Hybrids as Antitubercular Agents: Synthesis, Biological Evaluation and Molecular Docking Study

Cited by 9 publications

References 17 publications

Interactions of Xanthone Compounds From the Mangosteen (Garcinia Mangostana L) Pericarps Against Inos, Cox-1, and Cox-2 Enzyme Receptors as Anti-Inflammatory

Interactions of Xanthone Compounds From the Mangosteen (Garcinia Mangostana L) Pericarps Against Inos, Cox-1, and Cox-2 Enzyme Receptors as Anti-Inflammatory

Green Synthesis of Pyrazolo [3,4]-Pyrimidine-Thiones Using Ionic Liquid 2-Methyl-Imidazolium-Oxalate as Potent Ehrlich Ascites Carcinoma Receptor Antagonists

Antioxidant and Anti-Inflammatory Properties of a Series of New7,8-Disubstituted Theophylline Containing a Pyrazole Ring

Contact Info

Product

Resources

About