Insights into the structure and tubulin-targeted anticancer potential of N-(3-bromobenzyl) noscapine.
Antineoplastic Agents, Phytogenic
/ chemical synthesis
Breast Neoplasms
/ drug therapy
Cell Line, Tumor
Cell Proliferation
/ drug effects
Cell Survival
/ drug effects
Crystallography, X-Ray
Female
Humans
Microtubules
/ drug effects
Models, Molecular
Molecular Structure
Noscapine
/ analogs & derivatives
Protein Binding
Structure-Activity Relationship
Tubulin
/ metabolism
Tubulin Modulators
/ chemical synthesis
MDA-MB-231
Microtubules
N-BBN
Noscapine
Tubulin
X-ray crystallography
Journal
Pharmacological reports : PR
ISSN: 2299-5684
Titre abrégé: Pharmacol Rep
Pays: Switzerland
ID NLM: 101234999
Informations de publication
Date de publication:
Feb 2019
Feb 2019
Historique:
received:
16
03
2018
revised:
06
08
2018
accepted:
05
09
2018
pubmed:
23
11
2018
medline:
4
4
2019
entrez:
23
11
2018
Statut:
ppublish
Résumé
Noscapine is a non-narcotic, antitussive alkaloid isolated from plants of Papaveraceae family. This benzylisoquinoline alkaloid and its synthetic derivatives, called noscapinoids, are being evaluated for their anticancer potential. The structure of a novel analogue, N-(3-bromobenzyl) noscapine (N-BBN) was elucidated by X-ray crystallography. Effect of N-BBN on cancer cell proliferation and cellular microtubules were studied by sulphorhodamine B assay and immunofluorescence, respectively. Binding interactions of the alkaloid with tubulin was studied using spectrofluorimetry. N-BBN, synthesized by introducing modification at site B ('N' in isoquinoline unit) and a bromo group at the 9 N-BBN may be considered for further investigations as a potent antiproliferative agent.
Sections du résumé
BACKGROUND
BACKGROUND
Noscapine is a non-narcotic, antitussive alkaloid isolated from plants of Papaveraceae family. This benzylisoquinoline alkaloid and its synthetic derivatives, called noscapinoids, are being evaluated for their anticancer potential.
METHODS
METHODS
The structure of a novel analogue, N-(3-bromobenzyl) noscapine (N-BBN) was elucidated by X-ray crystallography. Effect of N-BBN on cancer cell proliferation and cellular microtubules were studied by sulphorhodamine B assay and immunofluorescence, respectively. Binding interactions of the alkaloid with tubulin was studied using spectrofluorimetry.
RESULTS
RESULTS
N-BBN, synthesized by introducing modification at site B ('N' in isoquinoline unit) and a bromo group at the 9
CONCLUSION
CONCLUSIONS
N-BBN may be considered for further investigations as a potent antiproliferative agent.
Identifiants
pubmed: 30465924
pii: S1734-1140(18)30157-9
doi: 10.1016/j.pharep.2018.09.002
pii:
doi:
Substances chimiques
Antineoplastic Agents, Phytogenic
0
Tubulin
0
Tubulin Modulators
0
Noscapine
8V32U4AOQU
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
48-53Informations de copyright
Copyright © 2018 Institute of Pharmacology, Polish Academy of Sciences. Published by Elsevier B.V. All rights reserved.