Sulfonylpiperazines based on a flavone as antioxidant and cytotoxic agents.
A549 Cells
Animals
Antineoplastic Agents
/ chemical synthesis
Antioxidants
/ chemical synthesis
Benzothiazoles
/ chemistry
Biphenyl Compounds
/ chemistry
Cell Survival
/ drug effects
Dogs
Flavonoids
/ chemistry
Free Radicals
/ chemistry
HT29 Cells
HeLa Cells
Humans
Inhibitory Concentration 50
Madin Darby Canine Kidney Cells
Molecular Structure
Picrates
/ chemistry
Sulfonic Acids
/ chemistry
anticancer
antioxidant
chrysin
flavone
sulfonylpiperazine
Journal
Archiv der Pharmazie
ISSN: 1521-4184
Titre abrégé: Arch Pharm (Weinheim)
Pays: Germany
ID NLM: 0330167
Informations de publication
Date de publication:
Sep 2019
Sep 2019
Historique:
received:
18
02
2019
revised:
02
05
2019
accepted:
22
05
2019
pubmed:
25
7
2019
medline:
25
1
2020
entrez:
25
7
2019
Statut:
ppublish
Résumé
Chrysin-based sulfonylpiperazines 7a-k were synthesized and investigated for their in vitro free radical scavenging potential as well as cytotoxic efficacies against selected cancer cell lines. Cytotoxicity of the new compounds toward noncancer cells was confirmed using the SRB assay against Madin-Darby Canine Kidney cells. Reaction of piperazine with different substituted benzenesulfonyl chlorides in triethylamine furnished sulfonylpiperazines (3a-k), which were then allowed to react with 7-(4-bromobutoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one (6) prepared reacting chrysin with 1,4-dibromobutane to give the final derivatives 7a-k. The results concluded that chrysin-sulfonylpiperazines exerted better antioxidant and anticancer efficacies than previously studied chrysin-piperazine precursors. For example, compounds 7h, 7j, and 7k with 4-OCF
Identifiants
pubmed: 31339585
doi: 10.1002/ardp.201900051
doi:
Substances chimiques
Antineoplastic Agents
0
Antioxidants
0
Benzothiazoles
0
Biphenyl Compounds
0
Flavonoids
0
Free Radicals
0
Picrates
0
Sulfonic Acids
0
2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
28752-68-3
chrysin
3CN01F5ZJ5
1,1-diphenyl-2-picrylhydrazyl
DFD3H4VGDH
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e1900051Informations de copyright
© 2019 Deutsche Pharmazeutische Gesellschaft.