Neopetrosidines A-D, pyridine alkaloids isolated from the marine sponge Neopetrosia chaliniformis and their cell cycle elongation activity.
Alkaloids
/ chemistry
Animals
Antineoplastic Agents
/ chemistry
Cell Cycle
/ drug effects
Cell Proliferation
/ drug effects
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
Humans
Lactates
/ metabolism
Membrane Potential, Mitochondrial
/ drug effects
Molecular Structure
Porifera
/ chemistry
Pyridines
/ chemistry
Structure-Activity Relationship
Tumor Cells, Cultured
Cell cycle elongation activity
HeLa/Fucci2 cell
Marine sponge
Neopetrosia chaliniformis
Pyridine alkaloid
Journal
Bioorganic & medicinal chemistry
ISSN: 1464-3391
Titre abrégé: Bioorg Med Chem
Pays: England
ID NLM: 9413298
Informations de publication
Date de publication:
15 11 2021
15 11 2021
Historique:
received:
23
08
2021
revised:
27
09
2021
accepted:
02
10
2021
pubmed:
15
10
2021
medline:
14
1
2022
entrez:
14
10
2021
Statut:
ppublish
Résumé
Natural products that inhibit cell cycle progression show promise as anticancer agents and chemical probes. In our research on biologically active natural products that affect cell cycle progression of HeLa/fluorescent ubiquitination-based cell cycle indicator (Fucci)2 cells, the extract of the marine sponge Neopetrosia chaliniformis was revealed to inhibit cell proliferation. Purification of the extract afforded four new pyridine alkaloids, neopetrosidines A-D (1-4). Their structures were elucidated by the interpretation of spectroscopic data and chemical degradation. Compounds 1-4 were found to inhibit cell proliferation of HeLa/Fucci2 cells, and time-lapse imaging showed that 1 exerts its effect by increasing the duration of the cell cycle. Furthermore, we show that 1 perturbs bioenergetics to exhibit a cytostatic effect by reducing the mitochondrial membrane potential.
Identifiants
pubmed: 34649068
pii: S0968-0896(21)00469-7
doi: 10.1016/j.bmc.2021.116461
pii:
doi:
Substances chimiques
Alkaloids
0
Antineoplastic Agents
0
Lactates
0
Pyridines
0
neopetrosidine A
0
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
116461Informations de copyright
Copyright © 2021 Elsevier Ltd. All rights reserved.