N,N-bis-heteroaryl methylamines: Potent anti-mitotic and highly cytotoxic agents.
Antineoplastic Agents
/ chemical synthesis
Apoptosis
/ drug effects
Cell Cycle Checkpoints
/ drug effects
Cell Proliferation
/ drug effects
Cytotoxins
/ chemical synthesis
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
HCT116 Cells
Humans
Methylamines
/ chemical synthesis
Mitosis
/ drug effects
Molecular Structure
Structure-Activity Relationship
Tumor Cells, Cultured
Cancer
Carbazole
Cytotoxicity
Indole
Quinazoline
Quinoline
Tubulin
isoCA-4
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
15 Apr 2019
Historique:
received:
07
11
2018
revised:
09
01
2019
accepted:
10
02
2019
pubmed:
1
3
2019
medline:
23
4
2019
entrez:
1
3
2019
Statut:
ppublish
Résumé
The synthesis and evaluation of a series of N,N-bis-heterocyclic-methylamines 1 as isoazaerianin analogues are described. It was demonstrated that the replacement of the 3,4,5-trimethoxyphenyl A-ring present in CA-4, isoCA-4 and isoazaerianin by a quinoline or a quinazoline ring is possible and often beneficiary for a high level of cytotoxicity. We have also showed that a carbazole or an indole nucleus are very effective as B-rings in this series, leading to anti-cancer drugs 1 having a sub-nanomolar level of cytotoxicity (1a: IC
Identifiants
pubmed: 30818177
pii: S0223-5234(19)30152-7
doi: 10.1016/j.ejmech.2019.02.038
pii:
doi:
Substances chimiques
Antineoplastic Agents
0
Cytotoxins
0
Methylamines
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
176-188Informations de copyright
Copyright © 2019 Elsevier Masson SAS. All rights reserved.