scholarly journals Evaluation of Novel N-(Dibenzylcarbamothioyl)benzamide Derivatives as Antibacterial Agents by Using DFT and Drug-Likeness Assessment

2018 ◽  
Vol 2018 ◽  
pp. 1-5 ◽  
Author(s):  
Huda Misral ◽  
Suhaila Sapari ◽  
Tajudin Rahman ◽  
Nazlina Ibrahim ◽  
Bohari M. Yamin ◽  
...  
Keyword(s):  
Density Functional ◽  
Molecular Descriptor ◽  
Inhibition Zone ◽  
Antibacterial Activities ◽  
Computational Method ◽  
Lipinski’S Rule ◽  
H Nmr ◽  
Elementary Analysis ◽  
Benzoyl Isothiocyanate

Isomers of monothioureas, 2a–2d, derived from the reaction of disubstituted benzoyl isothiocyanate and dibenzylamine were synthesised and characterised by using elementary analysis CHNS and IR, 1H NMR, and 13C NMR spectroscopies. The compounds were screened for their in vitro antibacterial activity by using selected Gram-positive bacteria, and moderate inhibition activity was displayed for compound 2b with the value of inhibition zone 11 ± 0.8 mm at a concentration of 50 mg/ml. The outcomes of Lipinski’s rule of five assessment appeared to be in agreement with all compounds as they adhered to most of the rules, in which they can be preliminarily classified as active drug-like. The frontier molecular orbitals (HOMO and LUMO) for halogen-substituted 3,4-dichloro (2a) and 3,4-difluoro (2b) were also determined by applying the computational method of density functional theory (DFT) to determine their relationship as a molecular descriptor in antibacterial activities. The value of LUMO energy for compound 2b (1.8229 eV) is lower than that of compound 2a (1.8492 eV) which indicates higher antibacterial activities.

scholarly journals A Comparative Study of Microwave-Assisted and Conventional Heating Methods of the Synthesis of 1-(Naphthalene-1-Yl)-3-(O, M, P-Tolyl)Thioureas, DFT Analysis, Antibacterial Evaluation and Drug-Likeness Assessment

2021 ◽  
Vol 50 (3) ◽  
pp. 743-751
Author(s):  
SUHAILA SAPARI ◽  
EMMA IZZATI ZAKARIAH ◽  
NURUL HIDAYAH ABDUL RAZAK ◽  
INSYIRAH RAMZAN ◽  
MOHD SOFI NUMIN ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Density Functional ◽  
Nmr Spectra ◽  
Molecular Descriptor ◽  
Inhibition Zone ◽  
Conventional Heating ◽  
Lipinski’S Rule ◽  
Microwave Assisted ◽  
Basic Set

New isomers of naphthalene-monothioureas, 3a-3c, were synthesized and characterized by using infrared (IR), 1H and 13 C nuclear magnetic resonance (NMR) and mass spectroscopies (MS). The compounds were obtained from the reaction ofo-, m-, p- toluidine with naphthyl isothiocyanate using conventional reflux and microwave-assisted irradiation methods. Microwave-assisted reaction gave higher yields with reduces the reaction time compared to the conventional heating method. Density Functional Theory (DFT) calculations with 6-31G(d, p) basic set at the B3LYP level is carried out to optimize the structure of isomers and calculate the IR, 1H and 13 C NMR spectra. The DFTB3LYP calculation of FTIR, 1H and 13C NMR spectra of 3a-3c isomers were in accordance with the experimental data. The calculation of frontier molecular orbitals was also selected to study a relationship as a molecular descriptor in antibacterial activity. The isomers were screened for their in vitro antibacterial activity by using Staphylococcus aureus bacteria. Inhibition activity was displayed for compound 3c with the value of inhibition zone 7 ± 0.34 mm at a concentration of 10 μg/mL. All compounds appeared to be in agreement with Lipinski’s rule of five assessments as they adhered to most of the rules that can be preliminarily classified as active drug-like.

STRUCTURAL FEATURES, COMPUTATIONAL STUDIES AND BIOLOGICAL ANALYSIS: SCHIFF’S BASE LIGAND AND ITS COORDINATION COMPOUNDS

INDIAN DRUGS ◽  
2021 ◽  
Vol 58 (07) ◽  
pp. 22-31
Author(s):  
Seema Gautam ◽  
Sulekh Chandra ◽  
Jugmendra Singh ◽  
Navneet Manav ◽  
Vinod K Paliwal ◽  
...  
Keyword(s):  
Metal Ions ◽  
Coordination Compounds ◽  
Computational Study ◽  
Inhibition Zone ◽  
Antibacterial Activities ◽  
Structural Features ◽  
Schiff’S Base ◽  
H Nmr ◽  
Diffusion Technique ◽  
Elemental Analyses

Structure and biological application based analysis has been carried out for Schiff’s base ligand containing nitrogen and sulphur donor atoms and also for a series of its coordination compounds. Ligand benzil-bis(5-amino-1,3,4-thiadiazole-2-thiol) (L) has been prepared and structural features of ligand investigated by elemental analyses, IR, 1 H-NMR, mass spectra and molecular modeling studies. The chemical reaction of the prepared ligand with metal ions afforded mononuclear coordination compounds of Mn(II) and Co(II) metal ions. The characterization of the coordination compounds is being based on the techniques i.e. elemental analysis, infra-red, UV-visible as well as melting point, molar conductivity and magnetic moment measurement. A computational study has been done to understand the miscellaneous coordination modes of ligand to metal ions. Characterization result shows that coordination compounds exhibit a six coordinated geometrical arrangement i.e. octahedral geometry. The biological inhibition zone (antifungal and antibacterial activities) of synthesized compounds, i.e. ligand and its coordination compounds, has been monitored using well diffusion technique

scholarly journals Indole-3-carbaldehyde Semicarbazone Derivatives: Synthesis, Characterization, and Antibacterial Activities

2020 ◽  
Vol 2020 ◽  
pp. 1-9 ◽  
Author(s):  
Fernando Carrasco ◽  
Wilfredo Hernández ◽  
Oscar Chupayo ◽  
Celedonio M. Álvarez ◽  
Sandra Oramas-Royo ◽  
...  
Keyword(s):  
Staphylococcus Aureus ◽  
Bacillus Subtilis ◽  
Antibacterial Activities ◽  
Isomeric Form ◽  
Bacterial Strains ◽  
H Nmr ◽  
Nmr Techniques ◽  
Ft Ir ◽  
Liquid Acetone

Four indole-3-carbaldehyde semicarbazone derivatives, 2-((5-bromo-1H-indol-3-yl)methylene)hydrazinecarboxamide (1), 2-((5-chloro-1H-indol-3-yl)methylene)hydrazinecarboxamide (2), 2-((5-methoxy-1H-indol-3-yl)methylene)hydrazinecarboxamide (3), and 2-((4-nitro-1H-indol-3-yl)methylene)hydrazinecarboxamide (4) were synthesized and characterized by ESI-MS and spectroscopic (FT-IR, 1H NMR, and 13C NMR) techniques. The two-dimensional NMR (in acetone-d6) spectral data revealed that the molecules 1 and 2 in solution are in the cisE isomeric form. This evidence is supported by DFT calculations at the B3LYP/6-311++G(d,p) level of theory where it was shown that the corresponding most stable conformers of the synthesized compounds have a cisE geometrical configuration, in both the gas and liquid (acetone and DMSO) phases. The in vitro antibacterial activity of compounds 1–4 was determined against Gram-positive (Staphylococcus aureus and Bacillus subtilis) and Gram-negative (Pseudomonas aeruginosa and Escherichia coli) bacteria. Among all the tested semicarbazones, 1 and 2 exhibited similar inhibitory activities against Staphylococcus aureus (MIC = 100 and 150 μg/mL, respectively) and Bacillus subtilis (MIC = 100 and 150 μg/mL, respectively). On the other hand, 3 and 4 were relatively less active against the tested bacterial strains compared with 1, 2, and tetracycline.

An Efficient Synthesis and Antimicrobial Evaluation of some New Pyrazoline, Pyrimidine and Benzodiazepine Derivatives Bearing 1,3,5-Triazine Core

2015 ◽  
Vol 57 ◽  
pp. 13-24 ◽  
Author(s):  
Anjani Solankee ◽  
Riki Tailor
Keyword(s):  
Guanidine Hydrochloride ◽  
Antibacterial Activities ◽  
Dilution Method ◽  
Mass Spectral ◽  
E Coli ◽  
H Nmr ◽  
Antimicrobial Evaluation ◽  
Benzodiazepine Derivatives ◽  
Amino Pyrimidine

In our present investigation a new class of diverse sets of acetyl pyrazolines (6a-e), amino pyrimidines (7a-e) and 1,5-benzodiazepines (8a-e) bearing 1,3,5-triazine core were synthesised from chalcones (5a-e). Treatment of chalcone with hydrazine hydrate, guanidine hydrochloride and o-phenylenediamine afforded the corresponding acetyl pyrazoline, amino pyrimidine and 1,5-benzodiazepine derivatives respectively. The structures of all the newly synthesised compounds were assigned on the basis of FTIR, 1H NMR, 13C NMR, mass spectral data as well as elemental analysis. In vitro antimicrobial proficiency of the title compounds were assessed against selected pathogens S. aureus MTCC 96, S. pyogeneus MTCC 442, E. coli MTCC 443 and P. aeruginosa MTCC 1688 bacteria for antibacterial activities as well as antifungal activities against C. albicans MTCC 227, A. niger MTCC 282 and A. clavatus MTCC 1323 were used. The minimum inhibitory concentration (MIC) was determined by broth dilution method and recorded at the lowest concentration inhibiting growth of the organism. Among the synthesised compounds 6b, 6c, 7b, 8b, 8d and 8e exhibited excellent antimicrobial activity and said to be the most proficient members of the series.

scholarly journals Anti-Inflammatory, Anti-Diabetic, and Anti-Alzheimer’s Effects of Prenylated Flavonoids from Okinawa Propolis: An Investigation by Experimental and Computational Studies

Molecules ◽  
2018 ◽  
Vol 23 (10) ◽  
pp. 2479 ◽  
Author(s):  
Md Shahinozzaman ◽  
Nozomi Taira ◽  
Takahiro Ishii ◽  
Mohammad Halim ◽  
Md Hossain ◽  
...  
Keyword(s):  
Density Functional ◽  
Nitrite Accumulation ◽  
Standard Drug ◽  
In Vitro Techniques ◽  
Reactivity Descriptors ◽  
Lipinski’S Rule ◽  
Prenylated Flavonoids ◽  
Ic50 Values ◽  
Anti Inflammatory

Okinawa propolis (OP) and its major ingredients were reported to have anti-cancer effects and lifespan-extending effects on Caenorhabditis elegans through inactivation of the oncogenic kinase, p21-activated kinase 1 (PAK1). Herein, five prenylated flavonoids from OP, nymphaeol-A (NA), nymphaeol-B (NB), nymphaeol-C (NC), isonymphaeol-B (INB), and 3′-geranyl-naringenin (GN), were evaluated for their anti-inflammatory, anti-diabetic, and anti-Alzheimer’s effects using in vitro techniques. They showed significant anti-inflammatory effects through inhibition of albumin denaturation (half maximal inhibitory concentration (IC50) values of 0.26–1.02 µM), nitrite accumulation (IC50 values of 2.4–7.0 µM), and cyclooxygenase-2 (COX-2) activity (IC50 values of 11.74–24.03 µM). They also strongly suppressed in vitro α-glucosidase enzyme activity with IC50 values of 3.77–5.66 µM. However, only INB and NA inhibited acetylcholinesterase significantly compared to the standard drug donepezil, with IC50 values of 7.23 and 7.77 µM, respectively. Molecular docking results indicated that OP compounds have good binding affinity to the α-glucosidase and acetylcholinesterase proteins, making non-bonded interactions with their active residues and surrounding allosteric residues. In addition, none of the compounds violated Lipinski’s rule of five and showed notable toxicity parameters. Density functional theory (DFT)-based global reactivity descriptors demonstrated their high reactive nature along with the kinetic stability. In conclusion, this combined study suggests that OP components might be beneficial in the treatment of inflammation, type 2 diabetes mellitus, and Alzheimer’s disease.

scholarly journals Mixed isatin with 3-(2-(aryl)hydrazono)acetylacetone Mn(II), Co(II) and Ni(II) complexes: antibacterial evaluation and molecular properties prediction

2021 ◽  
Vol 34 (3) ◽  
pp. 533-541
Author(s):  
A. S. Hassan
Keyword(s):  
Metal Complexes ◽  
Antibacterial Activities ◽  
Mixed Ligand ◽  
Pathogenic Microorganisms ◽  
Lipinski’S Rule ◽  
In Vitro Antibacterial Activity ◽  
Lipinski’S Rule Of Five ◽  
Molecular Properties Prediction ◽  
Antibacterial Evaluation

The metal complexes {Ni (II), Co (II) and Mn (II)} of 3-(2-(aryl)hydrazono)acetylacetone with isatin were synthesized and screened for their in vitro antibacterial activity against four pathogenic microorganisms {two Gram‐positive and two Gram negative}. The results of antibacterial activities revealed that all the metal complexes 1-9 exhibited moderate activities. Also, Lipinski's rule of five (RO5) of the mixed ligand metal complexes were calculated by SwissADME website.                     KEY WORDS: Isatin, 3-(2-(Aryl)hydrazono)acetylacetone, Metal complexes, Antibacterial activities, Lipinski rules   Bull. Chem. Soc. Ethiop. 2020, 34(3), 533-541.  DOI: https://dx.doi.org/10.4314/bcse.v34i3.9

scholarly journals Molecular Structure, NMR, HOMO, LUMO, and Vibrational Analysis of O-Anisic Acid and Anisic Acid Based on DFT Calculations

2013 ◽  
Vol 2013 ◽  
pp. 1-18 ◽  
Author(s):  
R. Mathammal ◽  
N. Jayamani ◽  
N. Geetha
Keyword(s):  
Density Functional ◽  
Chemical Shifts ◽  
Atomic Orbital ◽  
Vibrational Analysis ◽  
Vibrational Frequencies ◽  
Computational Method ◽  
Basis Set ◽  
H Nmr ◽  
Anisic Acid ◽  
Vibrational Bands

This work deals with the vibrational spectroscopy of O-Anisic acid (OAA) and Anisic acid (AA). The fundamental vibrational frequencies and intensity of vibrational bands were evaluated using density functional theory (DFT) with standard B3LYP/6-31G** method and basis set combinations. The vibrational spectra were interpreted, with the aid of normal coordinate analysis based on a scaled quantum mechanical force field. The infrared and Raman spectra were also predicted from the calculated intensities. The effects of carbonyl and methyl substitutions on the structure and vibrational frequencies have been investigated. Comparison of simulated spectra with the experimental spectra provides important information about the ability of the computational method to describe the vibrational modes. The13C and1H NMR chemical shifts of the DFA and CA molecules were calculated using the gauge-invariant-atomic orbital (GIAO) method in DMSO solution using IEF-PCM model and compared with experimental data.

scholarly journals Benzenesulfonylation of Methyl α-D-Glucopyranoside: Synthesis, Characterization and Antibacterial Screening

2016 ◽  
Vol 64 ◽  
pp. 95-105 ◽  
Author(s):  
Sarkar M.A. Kawsar ◽  
Samia S.B.S. Nishat ◽  
Mohammad A. Manchur ◽  
Yasuhiro Ozeki
Keyword(s):  
Evaluation Studies ◽  
Antibacterial Activities ◽  
Bacterial Strains ◽  
H Nmr ◽  
Antibacterial Screening ◽  
Direct Acylation ◽  
Derivatives Of ◽  
Molecular Framework ◽  
Acyl Derivatives

A novel series of benzenesulfonyl derivatives of methyl α-D-glucopyranoside (1) were synthesized by reacting benzenesulfonyl chloride in pyridine followed by direct acylation method to yield 6-O-benzenesulfonyl derivative (2). In order to obtain newer products for antibacterial evaluation studies, the 6-O-benzenesulfonyl derivative was further transformed to a series of 2,3,4-tri-O-acyl derivatives (3-11) containing a wide variety of functionalities in a single molecular framework. All the synthesized compounds have been confirmed by IR,1H NMR and elemental analysis. These newly synthesized compounds were screened forin vitroantibacterial activity against some human pathogenic bacterial strains. The study revealed that the acylated products exhibit moderate to good antibacterial activities. It was interesting to observe that the selected compounds were more sensitive against Gram-Ve bacteria than that of the Gram-+Ve bacterial strains.

scholarly journals Preliminary Screening of Antioxidant and Antibacterial Activities and Establishment of an Efficient Callus Induction inCurculigo latifoliaDryand (Lemba)

2016 ◽  
Vol 2016 ◽  
pp. 1-9 ◽  
Author(s):  
Reza Farzinebrahimi ◽  
Rosna Mat Taha ◽  
Kamaludin A. Rashid ◽  
Bakrudeen Ali Ahmed ◽  
Mahmoud Danaee ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Plant Regeneration ◽  
Leaf Explants ◽  
Inhibition Zone ◽  
Antibacterial Activities ◽  
Root Induction ◽  
Ms Medium ◽  
Preliminary Screening

Leaf, seed, and tuber explants ofC. latifoliawere inoculated on MS medium supplemented with various concentrations of BAP and IBA, alone or in combinations, to achievein vitroplant regeneration. Subsequently, antioxidant and antibacterial activities were determined fromin vitroandin vivoplant developed. No response was observed from seed culture on MS media with various concentrations of PGRs. The highest percentage of callus was observed on tuber explants (94%) and leaf explants (89%) when cultured on MS media supplemented with IBA in combination with BAP. A maximum of 88% shoots per tuber explant, with a mean number of shoots (8.8±1.0), were obtained on MS medium supplemented with combinations of BAP and IBA (2.5 mg L−1). The best root induction (92%) and mean number (7.6±0.5) from tuber explants were recorded on 2.5 mg L−1IBA alone supplemented to MS medium. The higher antioxidant content (80%) was observed fromin vivotuber. However, tuber part from the intact plant showed higher inhibition zone in antibacterial activity compared to otherin vitroandin vivotested parts.

scholarly journals Newly Developed Topical Cefotaxime Sodium Hydrogels: Antibacterial Activity andIn VivoEvaluation

2016 ◽  
Vol 2016 ◽  
pp. 1-15 ◽  
Author(s):  
Azza S. Zakaria ◽  
Samar A. Afifi ◽  
Kadria A. Elkhodairy
Keyword(s):  
Antibacterial Activity ◽  
Guar Gum ◽  
Hydroxypropyl Methylcellulose ◽  
Inhibition Zone ◽  
Antibacterial Activities ◽  
Stability Study ◽  
Drug Content ◽  
Noticeable Reduction

In an attempt to reach better treatment of skin infections, gel formulations containing Cefotaxime (CTX) were prepared. The gel was formulated using Carbopol 934 (C934), Hydroxypropyl Methylcellulose 4000 (HPMC 4000), Carboxymethylcellulose Sodium (Na CMC), Pectin (PEC), Xanthan Gum (XG), or Guar Gum (GG). Thirteen different formulas were prepared and characterized physically in terms of color, syneresis, spreadability, pH, drug content, and rheological properties. Drug-excipients compatibility studies were confirmed by FTIR and thenin vitrodrug release study was conducted.In vitroandin vivoantibacterial activities of CTX were studied against wound pathogens such as,Staphylococcus aureus(S. aureus),Escherichia coli(E. coli), andPseudomonas aeruginosa(P. aeruginosa), using either pure drug or Fucidin® cream as control. F13 provides better spreadability compared to F1 (XG) or F11 (HPMC). Moreover, the release of the drug from hydrogel F13 containing C934 was slower and sustained for 8 h. Stability study revealed that, upon storage, there were no significant changes in pH, drug content, and viscosity of the gels. Also, F13 showed the larger inhibition zone and highest antibacterial activity among other formulations. Histological analysis demonstrated that after single treatment with F13 gel formulation, a noticeable reduction in microbial bioburden occurred in case of both Gram positive and Gram negative bacterial isolates.

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