scholarly journals Bioactivity and Molecular Docking Studies of Derivatives from Cinnamic and Benzoic Acids

2020 ◽  
Vol 2020 ◽  
pp. 1-13 ◽  
Author(s):  
Yunierkis Perez-Castillo ◽  
Tamires C. Lima ◽  
Alana R. Ferreira ◽  
Cecília R. Silva ◽  
Rosana S. Campos ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Antifungal Activity ◽  
Docking Studies ◽  
Cinnamic Acid Derivatives ◽  
Minimal Inhibitory Concentrations ◽  
Microdilution Method ◽  
Methyl Ferulate ◽  
Fischer Esterification ◽  
Derivatives Of ◽  
Positive Effect

Over the last decade, there has been a dramatic increase in the prevalence and gravity of systemic fungal diseases. This study aimed therefore at evaluating the antifungal potential of ester derivatives of benzoic and cinnamic acids from three Candida species. The compounds were prepared via Fischer esterification, and the antifungal assay was performed by the microdilution method in 96-well microplates for determining the minimal inhibitory concentrations (MICs). The findings of the antifungal tests revealed that the analogue compound methyl ferulate, methyl o-coumarate, and methyl biphenyl-3-carboxylate displayed an interesting antifungal activity against all Candida strains tested, with MIC values of 31.25-62.5, 62.5-125, and 62.5 μg/ml, respectively. A preliminary Structure-Activity Relationship study of benzoic and cinnamic acid derivatives has led to the recognition of some important structural requirements for antifungal activity. The results of molecular docking indicate that the presence of the enoate moiety along with hydroxyl and one methoxy substitution in the phenyl ring has a positive effect on the bioactivity of compound 7 against Candida albicans. These observations further support the hypothesis that the antifungal activity of compound 7 could be due to its binding to multiple targets, specifically to QR, TS, and ST-PK. Additional experiments are required in the future to test this hypothesis and to propose novel compounds with improved antifungal activity.

Griseofulvin Derivatives: Synthesis, Molecular Docking and Biological Evaluation

2019 ◽  
Vol 19 (13) ◽  
pp. 1145-1161 ◽  
Author(s):  
Victor Kartsev ◽  
Athina Geronikaki ◽  
Anthi Petrou ◽  
Boris Lichitsky ◽  
Marina Kostic ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Molecular Docking ◽  
Antifungal Activity ◽  
Organic Synthesis ◽  
Docking Studies ◽  
Biological Evaluation ◽  
Design And Synthesis ◽  
Microdilution Method ◽  
New Compounds ◽  
Better Than

Background:Griseofulvin - a mold metabolite produced by Penisilium griseofulvum is known as an antifungal drug.Objective:Thus, the goal of this paper is the design and synthesis of new griseofulvin derivatives and evaluation of their antifungal activity.Methods:Forty-two new compounds were synthesized using classical methods of organic synthesis and evaluated for their antimicrobial activity by microdilution method.Results:All forty-two new compounds exhibited very good activity against eight tested micromycetes with MIC ranging from 0.0075-0.055 mg/ml and MFC from 0.02-024 mg/ml. All compounds exhibited better activity than reference drugs ketoconazole (7-42 times) and bifonazole (3-16 fold). The most promising was compound 15. The most sensitive fungal was found to be T. viride, while the most resistant, as was expected, was A. fumigatus. It should be mentioned that most of compounds exhibited better activity than griseofulvin.:The molecular docking studies revealed that the most active compound have the same hydrophobic and H-bonding interactions with Thr276 residue observed for griseofulvin forming 3 hydrogen bonds while griseofulvin only one. In general, the molecular docking results coincide with experimental.Conclusion:Forty-two giseofulvin derivatives were designed, synthesized and evaluated for antimicrobial activity. These derivatives revealed good antifungal activity, better than reference drugs ketoconazole, bifonazole, and griseofulvin as well.

An Efficient Protocol for the Synthesis, Biological Screening and Molecular Docking Studies of 3,4-Dihydropyrimidine-2-one/thione Derivatives

2020 ◽  
Vol 17 (3) ◽  
pp. 330-340
Author(s):  
Ehsan Ullah Mughal ◽  
Hafiz Umar Farooq ◽  
Amina Sadiq ◽  
Hummera Rafique ◽  
Sajjad Hussain Sumrra ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Antifungal Activity ◽  
Docking Studies ◽  
Biologically Active ◽  
Basic Part ◽  
Molecular Docking Studies ◽  
E Coli ◽  
Solvent Free Conditions ◽  
Pharmacologically Active ◽  
Derivatives Of

Introduction: Heterocyclic compounds are vital to life, since they constitute the most interesting part of the pharmacologically active drugs. Dihydropyrimidine-2-one/thione (DHPM) as the heterocyclic nucleus is the basic part of the most natural as well as synthetic drugs. Synthesis of new derivatives of DHPM and screening their pharmacological potential appear to be an important goal. Methodology: In this study, we have synthesized 15 derivatives of 3,4-dihydropyrimidin-2(1H)- ones/thiones through simple one-step synthetic method comprising one-pot condensation of variously substituted benzaldehydes, urea/thiourea and ethyl acetoacetate using ammonium chloride in methanol as well as under solvent-free conditions. In comparison, the former methodology was proved more efficient, convenient and gave higher yields. Moreover, those compounds were screened for their potential against bacterial strains (S. aureus and E. coli) and fungal strains (C. albicans and C. parapsilosis). Results and Discussion: The experimental results revealed that the synthesized compounds are more active against C. albicans fungus as compared to other tested microbes. Amongst all the synthesized derivatives, compound 3 showed significant non-competitive potential antifungal activity in vitro antimicrobial assay. Theoretically, molecular docking studies showed that these compounds can bind effectively to oxidoreductase enzyme of E. coli and CYP-51 oxidoreductase of C. albicans. Conclusion: Herein, we report improved and high yield reaction conditions for the synthesis of biologically active dihydropyrimidine-2-one, and-thione derivatives. Remarkably, most of the synthesized compounds demonstrated moderate to very good antifungal activity in comparison to the antibacterial activity.

scholarly journals Amides Derived from Vanillic Acid: Coupling Reactions, Antimicrobial Evaluation, and Molecular Docking

2019 ◽  
Vol 2019 ◽  
pp. 1-11
Author(s):  
Ana Júlia de Morais Santos Oliveira ◽  
Ricardo Dias de Castro ◽  
Hilzeth de Luna Freire Pessôa ◽  
Abdul Wadood ◽  
Damião Pergentino de Sousa
Keyword(s):  
Molecular Docking ◽  
Antifungal Activity ◽  
Mechanism Of Action ◽  
Vanillic Acid ◽  
Docking Studies ◽  
Biological Evaluation ◽  
Coupling Reactions ◽  
Fungal Cell ◽  
Microdilution Method ◽  
Biological Target

A series of amides derived from vanillic acid were obtained by coupling reactions using PyBOP ((Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate) and DCC (Dicyclohexylcarbodiimide) coupling reagents. These were submitted to biological evaluation for species of Candida, Staphylococcus, and Pseudomonas. The microdilution method in broth was used for the antimicrobial testing to determine the Minimum Inhibitory Concentration (MIC) and to verify the likely mechanism of action for antifungal activity. The ten amides were obtained with yields ranging from 28.81 to 86.44%, and three compounds were novel. In the antibacterial evaluation, the amides (in their greatest concentrations) were bioactive against Staphylococcus aureus strain ATCC 25925. Meanwhile, all of the tested amides presented antifungal activity against at least one strain. The amide with best antifungal profile was compound 7, which featured an MIC of 0.46 μmol/mL, and a mechanism of action involving the plasma membrane and fungal cell wall. The presence of a methyl group in the para position of the aromatic ring is suggested which enhances the activity of the compound against fungi. Docking studies of the ten compounds using the protein 14α-demethylase as a biological target were also performed. The biological results presented good correlation with molecular docking studies demonstrating that a possible site of antifungal action for bioactive amides is the enzyme 14α-demethylase.

scholarly journals QSAR, molecular docking, design, and pharmacokinetic analysis of 2-(4-fluorophenyl) imidazol-5-ones as anti-breast cancer drug compounds against MCF-7 cell line

2020 ◽  
Vol 52 (6) ◽  
pp. 475-494
Author(s):  
Hadiza Abdulrahman Lawal ◽  
Adamu Uzairu ◽  
Sani Uba
Keyword(s):  
Breast Cancer ◽  
Molecular Docking ◽  
Cell Line ◽  
Docking Studies ◽  
Cancer Drug ◽  
Pharmacokinetic Analysis ◽  
Analysis Model ◽  
Molecular Docking Studies ◽  
Derivatives Of ◽  
Mcf 7

AbstractThe anti-proliferative activities of Novel series of 2-(4-fluorophenyl) imidazol-5-ones against MCF-7 breast cancer cell line were explored via in-slico studies which includes Quantitative structure–activity relationship QSAR, molecular docking studies, designing new compounds, and analyzing the pharmacokinetics properties of the designed compounds. From the QSAR analysis, model number one emerged the best as seen from the arithmetic assessments of (R2) = 0.6981, (R2adj) = 0.6433, (Q2) = 0.5460 and (R2pred) of 0.5357. Model number one was used in designing new derivative compounds, with higher effectiveness against estrogen positive breast cancer (MCF-7 cell line). The Molecular docking studies between the derivatives and Polo-like kinases (Plk1) receptor proved that the derivatives of 2-(4-fluorophenyl) imidazol-5-ones bind tightly to the receptor, thou ligand 24 and 27 had the highest binding affinities of −8.8 and − 9.1 kcal/mol, which was found to be higher than Doxorubicin with a docking score of −8.0 kcal/mol. These new derivatives of 2-(4-fluorophenyl) imidazol-5-ones shall be excellent inhibitors against (plk1). The pharmacokinetics analysis performed on the new structures revealed that all the structures passed the test and also the Lipinski rule of five, and they could further proceed to pre-clinical tests. They both revealed a revolution in medicine for developing novel anti-breast cancer drugs against MCF-7 cell line.

scholarly journals Synthesis, Molecular Docking Studies and Antifungal Activity Evaluation of New Thiazolyl-methylen-1,3,4-oxadiazolines as Potential Lanosterol 14a-demethylase Inhibitors

2019 ◽  
Vol 70 (10) ◽  
pp. 3522-3526
Author(s):  
Smaranda Oniga ◽  
Catalin Araniciu ◽  
Gabriel Marc ◽  
Livia Uncu ◽  
Mariana Palage ◽  
...  
Keyword(s):  
Candida Albicans ◽  
Molecular Docking ◽  
Antifungal Activity ◽  
Active Site ◽  
Docking Studies ◽  
Molecular Docking Studies ◽  
Activity Evaluation ◽  
Lanosterol Demethylase ◽  
Target Enzyme

Considering the well-established antifungal activity of azole compounds, a new series of thiazolyl-methylen-1,3,4-oxadiazolines derivatives were designed and synthesized as lanosterol-demethylase inhibitors. The final compounds were screened for antifungal activity against the Candida albicans ATCC 90028 strain. Molecular docking studies were performed to investigate the interaction modes between the compounds and the active site of lanosterol 14a-demethylase, which is a target enzyme for anticandidal azoles. Theoretical ADME predictions were also calculated for the final compounds 5a-h.

Arylhydrazone derivatives of naproxen as new analgesic and anti-inflammatory agents: Design, synthesis and molecular docking studies

2016 ◽  
Vol 67 ◽  
pp. 127-136 ◽  
Author(s):  
Homa Azizian ◽  
Zahra Mousavi ◽  
Hamidreza Faraji ◽  
Mohammad Tajik ◽  
Kowsar Bagherzadeh ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Docking Studies ◽  
Design Synthesis ◽  
Molecular Docking Studies ◽  
Anti Inflammatory ◽  
Derivatives Of

scholarly journals Synthesis and Biological Activity of Triazole Derivatives of Osajin

2021 ◽  
Vol 33 (6) ◽  
pp. 1267-1272
Author(s):  
L.V. Ramana ◽  
K.M.Ch. Appa Rao ◽  
M. Suri Appa Rao ◽  
Ch. Venkata ramanaiah ◽  
G. Nageswara Rao
Keyword(s):  
Molecular Docking ◽  
Cell Lines ◽  
Parent Compound ◽  
Docking Studies ◽  
Strong Interactions ◽  
Spectroscopic Techniques ◽  
Docking Analysis ◽  
Hela Cell Lines ◽  
In Silico Molecular Docking ◽  
Derivatives Of

In the present study, osajin-1,2,3-triazole hybrids were designed, synthesized and evaluated for their anti-proliferative activity against MCF-7, PC-3 and Hela cell lines. Many of the synthesized hybrid derivatives were found potent than the parent compound, osajin (1). All the semi-synthesized derivatives (3a-j) were characterized by using mass and NMR spectroscopic techniques. Among the newly synthesized compounds, 3c, 3d, and 3e were shown promising activities against the tested cell lines compared with doxorubicin standard. In addition, molecular docking studies of the synthesized compounds have shown a good correlation with in silico molecular docking analysis by exhibiting strong interactions with the inhibitor HERA-protein.

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