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Suppressive effects of coumarins from Mammea siamensis on inducible nitric oxide synthase expression in RAW264.7 cells.
- Source :
-
Bioorganic & medicinal chemistry [Bioorg Med Chem] 2012 Aug 15; Vol. 20 (16), pp. 4968-77. Date of Electronic Publication: 2012 Jul 06. - Publication Year :
- 2012
-
Abstract
- A methanol extract of the flowers of Mammea siamensis (Calophyllaceae) was found to inhibit nitric oxide (NO) production in lipopolysaccharide-activated RAW264.7 cells. From the extract, two new geranylated coumarins, mammeasins A (1) and B (2), were isolated together with 17 known compounds including 15 coumarins. The structures of 1 and 2 were determined on the basis of their spectroscopic properties as well as of their chemical evidence. Among the isolates, 1 (IC(50) = 1.8 μM), 2 (6.4 μM), surangins B (3, 5.0 μM), C (4, 6.8 μM), and D (5, 6.2 μM), kayeassamins E (7, 6.1 μM), F (8, 6.0 μM), and G (9, 0.8 μM), mammea A/AD (11, 1.3 μM), and mammea E/BB (16, 7.9 μM) showed NO production inhibitory activity. Compounds 1, 9, and 11 were found to inhibit induction of inducible nitric oxide synthase (iNOS). With regard to mechanism of action of these active constituents (1, 9, and 11), suppression of STAT1 activation is suggested to be mainly involved in their suppression of iNOS induction.<br /> (Copyright © 2012 Elsevier Ltd. All rights reserved.)
- Subjects :
- Animals
Cells, Cultured
Coumarins chemistry
Coumarins isolation & purification
Dose-Response Relationship, Drug
Enzyme Inhibitors chemistry
Enzyme Inhibitors isolation & purification
Flowers chemistry
Mice
Molecular Structure
Nitric Oxide Synthase Type II biosynthesis
Nitric Oxide Synthase Type II metabolism
Stereoisomerism
Structure-Activity Relationship
Coumarins pharmacology
Enzyme Inhibitors pharmacology
Mammea chemistry
Nitric Oxide Synthase Type II antagonists & inhibitors
Subjects
Details
- Language :
- English
- ISSN :
- 1464-3391
- Volume :
- 20
- Issue :
- 16
- Database :
- MEDLINE
- Journal :
- Bioorganic & medicinal chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 22831798
- Full Text :
- https://doi.org/10.1016/j.bmc.2012.06.031