Synthesis of alkynylated 1,2,4-oxadiazole/1,2,3-1H-triazole glycoconjugates: Discovering new compounds for use in chemotherapy against lung carcinoma and Mycobacterium tuberculosis.
Alkynes
/ chemistry
Animals
Antineoplastic Agents
/ chemical synthesis
Antitubercular Agents
/ chemical synthesis
Carcinoma, Squamous Cell
/ drug therapy
Cell Line
Cell Proliferation
/ drug effects
Cell Survival
/ drug effects
Chlorocebus aethiops
Dose-Response Relationship, Drug
Drug Discovery
Glycoconjugates
/ chemical synthesis
Humans
Lung Neoplasms
/ drug therapy
Mice
Microbial Sensitivity Tests
Molecular Structure
Mycobacterium tuberculosis
/ drug effects
Oxadiazoles
/ chemistry
Structure-Activity Relationship
Triazoles
/ chemistry
1,2,3-Triazole
1,2,4-Oxadiazole
Antiproliferative activity
Antitubercular activity
Glycerosugar
MD simulations
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:
05 Aug 2021
05 Aug 2021
Historique:
received:
21
01
2021
revised:
08
04
2021
accepted:
09
04
2021
pubmed:
4
5
2021
medline:
24
8
2021
entrez:
3
5
2021
Statut:
ppublish
Résumé
A total of forty-three compounds were synthesized, including thirty-two new ones. Among those compounds, seventeen were selected and tested on human tumor cell lines: PC-3 (prostate adenocarcinoma), HCT-116 (colorectal tumor), NCIH-460 (lung carcinoma), SKMEL-103 (melanoma) and AGP-01 (gastric tumor). Alkynylated 1,2,4-oxadiazoles 2m, 3g and 3k exhibited antiproliferative activities against NCIH-460 in culture. Alkynylated N-cyclohexyl-1,2,4-oxadiazoles 3a-m and bis-heterocycle glucoglycero-1,2,3-triazole-N-cyclohexyl-1,2,4-oxadiazole derivatives 5a-k and 6-11 were evaluated for their in vitro efficacy towards Mycobacterium tuberculosis (Mtb) H
Identifiants
pubmed: 33940463
pii: S0223-5234(21)00321-4
doi: 10.1016/j.ejmech.2021.113472
pii:
doi:
Substances chimiques
Alkynes
0
Antineoplastic Agents
0
Antitubercular Agents
0
Glycoconjugates
0
Oxadiazoles
0
Triazoles
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
113472Informations de copyright
Copyright © 2021 Elsevier Masson SAS. All rights reserved.
Déclaration de conflit d'intérêts
Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.