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Guaianolides from Ormenis mixta: Structural Insights and Evaluation of Their Anti-inflammatory Profile.

Authors :
Benteldjoune M
Chini MG
Iannuzzi AM
Kabouche A
Kabouche Z
DʼAmbola M
Marzocco S
Autore G
Bifulco G
De Tommasi N
Source :
Planta medica [Planta Med] 2019 Aug; Vol. 85 (11-12), pp. 947-956. Date of Electronic Publication: 2019 Jun 04.
Publication Year :
2019

Abstract

In this paper, the isolation of five new guaianolides (1:  - 5: ) and four (6:  - 9: ) known sesquiterpenes from Ormenis mixta aerial parts is reported. The structural determination of the guaianolides was obtained by NMR spectroscopic data, as well as MS experiments. Their relative configurations were assigned by a combined quantum mechanical/NMR approach, comparing the experimental <superscript>13</superscript> C/ <superscript>1</superscript> H NMR chemical shift data and <superscript>1</superscript> J <subscript>H-H</subscript> homonuclear coupling constants with the related predicted values. The isolates were assayed for their anti-inflammatory potential evaluating nitric oxide release and cyclooxygenase-2 expression in J774A.1 macrophages treated with lipopolysaccharide from Escherichia coli . Our results indicated that, among the tested compounds, 1:  - 3: , and 7: were able to inhibit nitric oxide release, while all were able to inhibit cyclooxygenase-2 expression with different potencies.<br />Competing Interests: The authors declare no conflict of interest.<br /> (Georg Thieme Verlag KG Stuttgart · New York.)

Details

Language :
English
ISSN :
1439-0221
Volume :
85
Issue :
11-12
Database :
MEDLINE
Journal :
Planta medica
Publication Type :
Academic Journal
Accession number :
31163459
Full Text :
https://doi.org/10.1055/a-0941-0364