Trichosanhemiketal A and B: Two 13,14-seco-13,14-epoxyporiferastanes from the root of Trichosanthes kirilowii Maxim.
Animals
Cyclooxygenase 2
/ metabolism
Dose-Response Relationship, Drug
Enzyme Inhibitors
/ chemistry
Humans
Lipopolysaccharides
/ antagonists & inhibitors
Macrophages
/ drug effects
Mice
Molecular Conformation
Nitric Oxide
/ antagonists & inhibitors
Nitric Oxide Synthase Type II
/ antagonists & inhibitors
Plant Roots
/ chemistry
RAW 264.7 Cells
Structure-Activity Relationship
Trichosanthes
/ chemistry
Anti-inflammation
Cucurbitaceae
NO production
Trichosanhemiketal
Trichosanthes kirilowii
Journal
Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703
Informations de publication
Date de publication:
03 2019
03 2019
Historique:
received:
19
07
2018
revised:
09
10
2018
accepted:
09
10
2018
pubmed:
22
10
2018
medline:
4
12
2019
entrez:
22
10
2018
Statut:
ppublish
Résumé
Of the 32 Trichosanthes species in China, T. kirilowii Maxim. is the most renowned species used in traditional Chinese medicine and has diverse pharmacological properties. However, most of the phytochemical studies of T. kirilowii have focused on the fruits and seeds. In our investigation of the chemical constituents of T. kirilowii roots, two previously undescribed sterols [trichosanhemiketal A and B (1 and 2)], together with 13 known compounds, were isolated and their structures were elucidated. To the best of our knowledge, this represents the first isolation of compounds with a 13,14-seco-13,14-epoxyporiferastane (1-2) skeleton from the Cucurbitaceae family. The anti-inflammatory activity of the isolated compounds was determined through an analysis of their inhibitory effects on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in macrophage RAW264.7 cells. Of the compounds, 4, 5, 6, and 8 showed significant inhibitory activities, with IC
Identifiants
pubmed: 30343203
pii: S0045-2068(18)30734-X
doi: 10.1016/j.bioorg.2018.10.019
pii:
doi:
Substances chimiques
Enzyme Inhibitors
0
Lipopolysaccharides
0
Nitric Oxide
31C4KY9ESH
NOS2 protein, human
EC 1.14.13.39
Nitric Oxide Synthase Type II
EC 1.14.13.39
Cyclooxygenase 2
EC 1.14.99.1
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
105-110Informations de copyright
Copyright © 2018 Elsevier Inc. All rights reserved.