Hepatoprotective Limonoids from Andiroba (Carapa guianensis)

Autor: Kaiten Ozeki, Osamu Muraoka, Natsuko Matsuo, Toshio Morikawa, Takashi Kikuchi, Reiko Tanaka, Seiya Miyazawa, Kiyofumi Ninomiya, Takeshi Yamada
Jazyk: angličtina
Rok vydání: 2016
Předmět:
Lipopolysaccharides
Male
Carapa guianensis
ved/biology.organism_classification_rank.species
Pharmacology
01 natural sciences
lcsh:Chemistry
chemistry.chemical_compound
Mice
Meliaceae
Cytotoxicity
lcsh:QH301-705.5
Spectroscopy
Cells
Cultured

Liver injury
andiroba
hepatoprotective effect
General Medicine
limonoid
structural requirement
Computer Science Applications
Seeds
Tumor necrosis factor alpha
Chemical and Drug Induced Liver Injury
medicine.drug
Limonins
Stereochemistry
Mice
Inbred Strains

Flowers
Biology
010402 general chemistry
Limonoid
Nitric Oxide
Catalysis
Article
Nitric oxide
Inorganic Chemistry
medicine
Animals
Physical and Theoretical Chemistry
Molecular Biology
010405 organic chemistry
ved/biology
Macrophages
Organic Chemistry
biology.organism_classification
medicine.disease
In vitro
0104 chemical sciences
chemistry
lcsh:Biology (General)
lcsh:QD1-999
Hepatocytes
Zdroj: International Journal of Molecular Sciences, Vol 17, Iss 4, p 591 (2016)
International Journal of Molecular Sciences
International Journal of Molecular Sciences; Volume 17; Issue 4; Pages: 591
ISSN: 1422-0067
Popis: Three gedunin-type limonoids, gedunin (1), 6α-acetoxygedunin (2), and 7-deacetoxy-7-oxogedunin (3), which were isolated from the seed and flower oils of andiroba (Carapa guianensis Aublet, Meliaceae), exhibited hepatoprotective effects at doses of 25 mg/kg, p.o. against d-galactosamine (d-GalN)/lipopolysaccharide (LPS)-induced liver injury in mice. To characterize the mechanisms of action of 1–3 and clarify the structural requirements for their hepatoprotective effects, 17 related limonoids (1–17) isolated from the seed and/or flower oils of C. guianensis were examined in in vitro studies assessing their effects on (i) d-GalN-induced cytotoxicity in primary cultured mouse hepatocytes, (ii) LPS-induced nitric oxide (NO) production in mouse peritoneal macrophages, and (iii) tumor necrosis factor-α (TNF-α)-induced cytotoxicity in L929 cells. The mechanisms of action of 1–3 are likely to involve the inhibition of LPS-induced macrophage activation and reduced sensitivity of hepatocytes to TNF-α; however, these compounds did not decrease the cytotoxicity caused by d-GalN. In addition, the structural requirements of limonoids (1–17) for inhibition of LPS-induced NO production in mouse peritoneal macrophages and TNF-α-induced cytotoxicity in L929 cells were evaluated.
Databáze: OpenAIRE