Anti-inflammatory and antiproliferative prenylated carbazole alkaloids from Clausena vestita.
Alkaloids
/ chemistry
Animals
Anti-Inflammatory Agents, Non-Steroidal
/ chemistry
Antineoplastic Agents, Phytogenic
/ chemistry
Carbazoles
/ chemistry
Cell Line, Tumor
Cell Proliferation
/ drug effects
Clausena
/ chemistry
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
Lipopolysaccharides
/ antagonists & inhibitors
Mice
Molecular Structure
Nitric Oxide
/ antagonists & inhibitors
Plant Leaves
/ chemistry
RAW 264.7 Cells
Structure-Activity Relationship
Anti-inflammatory activities
Antiproliferative activities
Clausena vestita
Clausevestine
Prenylated carbazole alkaloids
Journal
Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703
Informations de publication
Date de publication:
10 2019
10 2019
Historique:
received:
19
02
2019
revised:
30
06
2019
accepted:
02
07
2019
pubmed:
26
7
2019
medline:
22
10
2020
entrez:
26
7
2019
Statut:
ppublish
Résumé
Twelve prenylated carbazole alkaloids, containing a novel prenylated carbazole alkaloid, named as clausevestine (1), and 11 known prenylated carbazole alkaloids (2-12), were isolated and identified from the stems and leaves of Clausena vestita, which is a Chinese endemic plant. The chemical structure of 1 was established by means of comprehensive spectroscopic data analyses and the known compounds were determined via comparing their NMR and MS data as well as optical rotation values with those reported in literature. Especially, clausevestine (1) is an unusual prenylated carbazole alkaloid possessing an unprecedented carbon skeleton holding 20 carbon atoms. The anti-inflammatory effects and antiproliferative activities of those isolated prenylated carbazole alkaloids were tested. Prenylated carbazole alkaloids 1-12 displayed remarkable inhibitory effects on NO (nitric oxide) production with IC
Identifiants
pubmed: 31344516
pii: S0045-2068(19)30278-0
doi: 10.1016/j.bioorg.2019.103107
pii:
doi:
Substances chimiques
Alkaloids
0
Anti-Inflammatory Agents, Non-Steroidal
0
Antineoplastic Agents, Phytogenic
0
Carbazoles
0
Lipopolysaccharides
0
carbazole
0P2197HHHN
Nitric Oxide
31C4KY9ESH
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
103107Informations de copyright
Copyright © 2019 Elsevier Inc. All rights reserved.