Synthesis, molecular docking study and anticancer activity of novel 1,3,4-oxadiazole derivatives as potential tubulin inhibitors

Yousef, Tarek A.; Alhamzani, Abdulrahman G.; Abou–Krisha, Mortaga M.; Kanthimathi, G.; Raghu, M.S.; Kumar, K. Deva Arun; Prashanth, M.K.; Jeon, Byong‐Hun

doi:10.1016/j.heliyon.2023.e13460

Cited by 14 publications

(4 citation statements)

References 30 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Biological activity: The synthesized NQAs 1-4 were further evaluated for their in vitro anticancer potential against CAL27 cells using MTT assay method on 96-well culture plate with minor modification [26] and each antiproliferation experiment was performed in triplicate. The percentage cell cytotoxicity and IC50 was determined as per the standard protocol [27].…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Characterization and in vitro Anticancer Activity of New Quinoline Analogues against Oral Squamous Cell Carcinoma

UGRAPPA,

FULORIA,

LALITHA

et al. 2023

ajc

View full text Add to dashboard Cite

Oral squamous cell carcinoma (OSCC) developed from mucosal lining of oral cavity is ranked as 6th most common cancer worldwide. Adverse effects of available anticancer agents intended present work to carry out the synthesis, characterization and evaluation of new quinoline analogues (NQA) against OSCC cell lines. In present study, substituted quinoline (1) was treated with ethyl chloroacetate to offer ester derivative (2), which on treatment with hydrazine hydrate yielded hydrazide derivative (3), which was cyclized into oxadiazole derivative (4) when cyclized with 4-methoxy benzoic acid. Characterization of molecular structures of synthesized NQAs was done based on the FTIR, 1H NMR, 13C NMR and mass spectrometric data. The characterized NQAs were investigated for their anticancer potential. The anticancer studies involved antiproliferation study (IC50 determination) against OSCC cell lines (CAL-27), followed by cell cycle analysis. The results of antiproliferation study of NQAs revealed that among all, NQA 3 exhibited lowest IC50 (3.26 μg/mL). Also, the results of cell cycle analysis of all NQA revealed that all NQAs caused cancer cells arrest in ‘S’ phase. The high anticancer activity of NQA 3 and ability of all the NQAs to cause CAL-27 cells arrest in ‘s’ phase supports their potential application in OSCC treatment. However, the synthesized NQAs must be additionally investigated for the in vivo and clinical studies.

show abstract

Section: Resultsmentioning

confidence: 99%

Synthesis, Characterization and in vitro Anticancer Activity of New Quinoline Analogues against Oral Squamous Cell Carcinoma

UGRAPPA,

FULORIA,

LALITHA

et al. 2023

ajc

View full text Add to dashboard Cite

show abstract

“…This might be due to the steric hindrance at 0.2 mM, resulting in the blocked binding of the HMs with the mild steel surface, so the weak adsorption barrier of the HMs on mild steel could be yielded. 56 The kinetic potential polarization curves of the cathodic branch were almost parallel, indicating that the cathodic branch was controlled by the activation. Thus, the mechanism of the hydrogen precipitation reaction could not be varied.…”

Section: Electrochemistry Polarization Curvesmentioning

confidence: 93%

Helmet-Roled Molecules Carrying Double Metronidazole Frameworks and Phenyl Ring for Strengthening Adsorption and Anticorrosion on Mild Steel

Zhong,

Chen,

Jian

et al. 2024

Langmuir

View full text Add to dashboard Cite

This study prepared new helmet-roled molecules (HMs) carrying metronidazole frameworks and a phenyl ring for strengthening adsorption and anticorrosion on mild steel. The adsorption of the HMs on the copper surface was understood by material simulation computation. Furthermore, the surface analysis experiments suggest that the studied molecules could be adsorbed to a mild steel surface through the chemical coordination bonding. The remarkable corrosion resistance of the HMs for mild steel in HCl was surveyed by potentiodynamic polarization and electrochemical impedance spectroscopy at 298 K. The HMs including two metronidazole skeletons displayed the stronger corrosion inhibition effect on mild steel than the HM1 bearing one single metronidazole part (the corrosion inhibition efficiency, HM3, 98.03%, HM2, 95.14%, HM1, 88.72%). The results presented in this study provided an efficient strategy to develop new clinical medicine-based corrosion inhibitors for metal in acid medium through molecular preconstruction.

show abstract

“…Targeting the BCL-2 protein in cancer treatment has the potential to address critical challenges associated with cancer cell survival, resistance to therapies and the need for more selective and effective treatment options [6,7]. As research progresses, BCL-2 inhibition emerges as a promising avenue for developing novel and targeted therapeutic strategies in the fight against cancer [8][9][10][11][12]. The research on 1,3,4-oxadiazoles as potential BCL-2 inhibitors for cancer treatment provides promising insights, combining molecular docking studies with in silico ADMET analysis to identify compounds with strong binding affinities and favourable druglike properties [13].…”

Section: Introductionmentioning

confidence: 99%

In silico Analysis of 1,3,4-Oxadiazoles as Potential BCL-2 Inhibitor for Cancer Treatment

Sonawane,

Sharma,

Gilhotra

2024

ajc

View full text Add to dashboard Cite

The possible efficacy of 1,3,4-oxadiazoles as B-cell lymphoma 2 (BCL-2) inhibitors for cancer treatment is investigated in this study using in silico approaches such as molecular docking, ADME and toxicity prediction. Molecular docking studies predict the binding affinities and binding modes of a series of 1,3,4-oxadiazole derivatives with the BCL-2 protein. The results revealed that the compounds with strong interactions and favourable binding modes, indicating their potential as BCL-2 inhibitors. An ADMET analysis assesses the pharmacokinetic properties and potential toxicity of the identified compounds. Parameters such as absorption, distribution, metabolism, excretion and toxicity (ADMET) were evaluated to predict the suitability of these 1,3,4-oxadiazoles as drug candidates for cancer therapy. The integration of molecular docking and ADMET analysis data led to the identification and prioritization of lead compounds with potent BCL-2 inhibitory activity and favourable pharmacokinetic profiles. This research contributes to the on-going efforts in drug discovery, emphasizing the potential of 1,3,4-oxadiazoles as a class of compounds with significant anticancer properties through BCL-2 inhibition.

show abstract

Synthesis, molecular docking study and anticancer activity of novel 1,3,4-oxadiazole derivatives as potential tubulin inhibitors

Cited by 14 publications

References 30 publications

Synthesis, Characterization and in vitro Anticancer Activity of New Quinoline Analogues against Oral Squamous Cell Carcinoma

Synthesis, Characterization and in vitro Anticancer Activity of New Quinoline Analogues against Oral Squamous Cell Carcinoma

Helmet-Roled Molecules Carrying Double Metronidazole Frameworks and Phenyl Ring for Strengthening Adsorption and Anticorrosion on Mild Steel

In silico Analysis of 1,3,4-Oxadiazoles as Potential BCL-2 Inhibitor for Cancer Treatment

Contact Info

Product

Resources

About