Design, synthesis and biological evaluation of 2-(phenoxymethyl)-5-phenyl-1,3,4-oxadiazole derivatives as anti-breast cancer agents.


Journal

European journal of medicinal chemistry
ISSN: 1768-3254
Titre abrégé: Eur J Med Chem
Pays: France
ID NLM: 0420510

Informations de publication

Date de publication:
15 Apr 2019
Historique:
received: 01 12 2018
revised: 09 02 2019
accepted: 10 02 2019
pubmed: 25 2 2019
medline: 23 4 2019
entrez: 25 2 2019
Statut: ppublish

Résumé

Structural based molecular docking approach revealed the findings of 2-(phenoxymethyl) -5-phenyl-1,3,4-oxadiazole derivatives. The compounds (7a-o) were synthesized and characterized well by using conventional methods. The compounds, 7b and 7m were reconfirmed through single crystal XRD analysis. The synthesized compounds (7a-o) were evaluated their antiproliferative activities against MCF-7 and MDA-MB-453. Furthermore, Lipinski's rule of five and pharmacokinetic properties were predicted for the test compounds. These results demonstrate that the compounds 7b and 7d exhibit more potent cytotoxicity and 7d exhibits dose-dependent activity and reduced cell viability. Further, the mechanism of action for the induced apoptosis was observed through morphological changes and western blotting analysis. These findings may furnish the lead for further development.

Identifiants

pubmed: 30798049
pii: S0223-5234(19)30147-3
doi: 10.1016/j.ejmech.2019.02.033
pii:
doi:

Substances chimiques

Antineoplastic Agents 0
Oxadiazoles 0
1,3,4-oxadiazole 20O2F20OUR

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

1-10

Informations de copyright

Copyright © 2019 Elsevier Masson SAS. All rights reserved.

Auteurs

K Lakshmithendral (K)

Drug Discovery Lab, Department of Chemistry, Annamalai University, Annamalai Nagar, 608002, Tamil Nadu, India.

K Saravanan (K)

Drug Discovery Lab, Department of Chemistry, Annamalai University, Annamalai Nagar, 608002, Tamil Nadu, India.

R Elancheran (R)

Drug Discovery Lab, Department of Chemistry, Annamalai University, Annamalai Nagar, 608002, Tamil Nadu, India.

K Archana (K)

Drug Discovery Lab, Department of Chemistry, Annamalai University, Annamalai Nagar, 608002, Tamil Nadu, India.

N Manikandan (N)

Department of Pharmacology, PSG College of Pharmacy, Coimbatore, 641004, Tamil Nadu, India.

H A Arjun (HA)

Drug Discovery Lab, Department of Chemistry, Annamalai University, Annamalai Nagar, 608002, Tamil Nadu, India.

M Ramanathan (M)

Department of Pharmacology, PSG College of Pharmacy, Coimbatore, 641004, Tamil Nadu, India.

N K Lokanath (NK)

Department of Studies in Physics, University of Mysore, Manasagangotri, Mysuru, 570 006, India.

S Kabilan (S)

Drug Discovery Lab, Department of Chemistry, Annamalai University, Annamalai Nagar, 608002, Tamil Nadu, India. Electronic address: profdrskabilanau@gmail.com.

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Classifications MeSH