SYNTHESIS, ANTICANCER ACTIVITY AND MOLECULAR DOCKING STUDIES OF SOME NOVEL QUINOLINE HYDRAZIDE DERIVATIVES OF SUBSTITUTED BENZALDEHYDES

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.

Download Full-text

Microwave-Assisted Synthesis, Molecular Docking Studies and Biological Evaluation of Benzothiazole Containing Novel Indole Derivatives

Asian Journal of Chemistry ◽

10.14233/ajchem.2021.23404 ◽

2021 ◽

Vol 33 (11) ◽

pp. 2755-2761

Author(s):

Shaheen Sultana ◽

P. Pandian ◽

B. Rajkamal

Keyword(s):

Molecular Docking ◽

Reaction Mechanism ◽

Anticancer Activity ◽

Mannich Base ◽

Docking Studies ◽

Biological Evaluation ◽

Indole Derivatives ◽

Standard Drug ◽

Molecular Docking Studies ◽

Microwave Assisted

The synthesis of novel indole derivatives 4a-o using a microwave assisted method via Schiff’s base and Mannich base reaction mechanism was described. Compounds 3a-c were synthesized via reaction of 2-amino benzothiazole with substituted isatin by Schiff base reaction mechanism. Also, indole derivatives 4a-o were synthesized via reaction of compounds 3a-c with substituted benzaldehydes by Mannich base reaction. The biological potentials of the newly synthesized indole derivatives were evaluated for their anthelmintic activity and in vitro anticancer activity by MTT assay. The anticancer activity results suggested that indole derivatives 4c-o have activity against MCF-7 and SKOV3 cells in comparison with doxorubicin as standard drug. Furthermore, the molecular docking studies of these novel derivatives of indole showed good agreement with the biological results when their binding pattern and affinity towards the active site of EGFR was also investigated.

Download Full-text

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

Journal of Molecular Graphics and Modelling ◽

10.1016/j.jmgm.2016.05.009 ◽

2016 ◽

Vol 67 ◽

pp. 127-136 ◽

Cited By ~ 8

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

Download Full-text

Synthesis and structure of new dicopper(ii) complexes bridged by asymmetric N,N′-bis(substituted)oxamides: in vitro anticancer activity and molecular docking studies based on bio-macromolecular interaction

RSC Advances ◽

10.1039/c5ra06357d ◽

2015 ◽

Vol 5 (64) ◽

pp. 51730-51744 ◽

Cited By ~ 17

Author(s):

Kang Zheng ◽

Liu Jiang ◽

Yan-Tuan Li ◽

Zhi-Yong Wu ◽

Cui-Wei Yan

Keyword(s):

Molecular Docking ◽

Anticancer Activity ◽

Docking Studies ◽

Bridging Ligands ◽

Molecular Docking Studies

Two new dicopper(ii) complexes were synthesized and structurally characterized. The effect of substituent groups on the bridging ligands was explored theoretically and experimentally.

Download Full-text

Quinoline‐1,3‐Oxazole Hybrids: Syntheses, Anticancer Activity and Molecular Docking Studies

ChemistrySelect ◽

10.1002/slct.201903763 ◽

2020 ◽

Vol 5 (3) ◽

pp. 1097-1102

Author(s):

Shailesh R. Shah ◽

Kanubhai D. Katariya ◽

Dushyanth Reddy

Keyword(s):

Molecular Docking ◽

Anticancer Activity ◽

Docking Studies ◽

Molecular Docking Studies

Download Full-text

Synthesis, Characterization, Biological Screening, ADME and Molecular Docking Studies of 2-Phenyl Quinoline-4-Carboxamide Derivatives

Asian Journal of Chemistry ◽

10.14233/ajchem.2020.22583 ◽

2020 ◽

Vol 32 (5) ◽

pp. 1151-1157 ◽

Cited By ~ 1

Author(s):

P. Raghurama Shetty ◽

G. Shivaraja ◽

G. Krishnaswamy ◽

K. Pruthviraj ◽

Vivek Chandra Mohan ◽

...

Keyword(s):

Antibacterial Activity ◽

Molecular Docking ◽

Anticancer Activity ◽

In Silico ◽

Active Sites ◽

Docking Studies ◽

Spectrometric Analysis ◽

Molecular Docking Studies ◽

In Vitro Investigation

In this work, some 2-phenyl quinoline-4-carboxamide derivatives (5a-j) were synthesized via base catalyzed Pfitzinger reaction of isatin and acetophenone followed by C-N coupling reaction using POCl3 and assessed them for their in vitro antimicrobial and anticancer activity. The structure of newly synthesized compound were established by FT-IR, 1H & 13C NMR and Mass spectrometric analysis. The synthesized carboxamides were subjected to preliminary in vitro antibacterial activity as well as for antifungal activity. Results of antibacterial activity were compared with standard antibacterial (ciprofloxocin) and antifungal (fluconozole). Among the tested compounds, 5d, 5f and 5h exhibited promising activity with zone of inhibition ranging from 10 to 25 mm. Further, the anticancer activity determined using MTT assay against two cancer cell lines. Compounds 5b, 5d, 5f and 5h showed good anticancer activity among all the other derivatives. In order to correlate the in vitro results, in silico ADME and Molecular docking studies were carried out for (5a-j). ADME properties results showed that all the compounds obey rule of Five rule except 5a, 5e and 5g compound. Molecular docking studies of the synthesized compounds showed good binding affinity through hydrogen bond interactions with key residues on active sites as well as neighboring residues within the active site of chosen target proteins viz. antibacterial, antifungal and anticancer. Comparison of both results of in silico as well as in vitro investigation suggests that the synthesized compounds may act as potential antimicrobial as well as anticancer agents.

Download Full-text